chianti wine tour reviews

🍷 The 7 Best Chianti Wine Tours From Florence [2024 Reviews]

Whether you’re a fan of Chianti wine or simply know of it due to its notoriety in a certain film, if you’re in Florence we highly recommend you check out where it originates from.

The famous dry, red wine can only be produced in this region of central Tuscany, with its cool hills and rich soil. While you could definitely rent a car and explore it on your own, if you want to maximize the experience we recommend a tour.

We’ve done the research for you, bringing you tours that are worth your time and money yet are varied enough that you have a nice selection to choose from. If that sounds like fun to you, then check out these awesome Chianti wine tours!

Be sure to see our reviews of Full Day Tuscany Day Trips, Florence Wine Tours and Cinque Terre Tours.

Best Chianti Wine Tours From Florence

Quick answer: the 7 best rated chianti wine tours for 2024.

• Best Adventure Tour: Chianti Safari – Tuscan Villas, Cheese, Wine and Lunch from Florence
• Best Half-Day Tour: Private Half-Day Chianti Tour & Wine Tasting From Florence
• Best Small Group Tour: Small Group Chianti at Sunset Wine Tasting Tour from Florence
• Best Private Tour: Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence
• Best Value Tour: Chianti Wine Tour with Lunch, Visit S.Gimignano, Organic Wineries and Much More
• Best Luxury Tour: Private Chianti Wine Tour Leaving from Florence
• Best Budget Tour: Chianti Vineyards Escape from Florence with Two Wine Tastings

Chianti Wine Tour Reviews

1. best adventure tour: chianti safari: tuscan villas, cheese, wine and lunch from florence.

• Duration: 9 hours
• Departure:  Piazza dei Cavalleggeri, 50122 Firenze FI, Italy or hotel pickup and drop-off
• Departure Time: 9:00 AM
• Includes:  Transport by air-conditioned 4×4 vehicle, professional guide, 9 samples of wine, 2 samples of olive oil, food tastings, lunch

Let’s start things off on the right foot with the Chianti Safari: Tuscan Villas, Cheese, Wine and Lunch from Florence . Who thought that safaris and off-roading would work so perfectly with cheese and wine?

This tour is so seamlessly-organized and melds adventure with relaxation and appreciation for the finer things in life wonderfully.

Start out by meeting your guide and the rest of your group at 9:00 am in the center of Firenze in the Piazzi dei Cavalleggeri. You’ll then be escorted onto the awesome 4×4 minibus that’s impossible to miss!

This bus is made for fun, yet ensures you’re comfortable with air conditioning, spacious seats, and large windows.

Why use a 4×4 vehicle?

Because you’re going to go off-roading, meaning you’ll get to see parts of Chianti that the vast majority of visitors don’t.

Stop first at Villa le Corti, owned by one of the most prominent Italian families. This gorgeous estate is located over a hillside and offers incredible views, but the real star of the show is the wine tasting!

Taste 3 of their wines meticulously paired with cured meats and 2 types of olive oils after taking a guided tour of their legendary wine cellars and olive mill by means of underground tunnels.

Next up it’s time to really buckle up and get ready for 4×4 fun over ancient woodland and those iconic Tuscan hills until arriving at Località Rignana where you’ll try even more tasty food and wine!

With your personable, knowledgeable tour you’ll be able to learn a lot in a way that’s unpretentious and welcoming.

Travel further into the hills and enjoy the vast countryside as you head to a smaller, more quaint winery called “Poggio Torselli”. By new means is this breathtaking place tiny, however!

These premium Tuscan ateliers will teach you all about their ancient traditions combined with innovation result in their award-winning wines.

More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience, other florence experiences you may enjoy:, 2. best half-day tour: private half-day chianti tour & wine tasting from florence.

• Duration: 4 hours
• Departure: Hotel pickup and drop-off included
• Departure Time: 2:45 PM
• Includes:   English speaking driver, p rivate vehicle at your disposal for a maximum of 4 hours, h istorical Chianti winery visit with wine tasting of five fine wines accompanied by local snacks

There are plenty of fantastic tours available on our guide, but not everyone has the availability for a full-day option. If that sounds like your situation, then check this next tour out.

The From Florence: Private Half-Day Chianti Tour & Wine Tasting is a 4-hour adventure that will take you through the beautiful Tuscan countryside and into some of the most respected vineyards in the world.

Limited to just 7 participants, this is a very small group tour where you’ll get plenty of one-on-one time with the guides and be able to ask any questions you may have.

This tour starts off by your guide/driver picking you up at your hotel in a private vehicle. The vehicles are always comfortable, with air-conditioning and plenty of room to stretch.

As you head along your journey, your driver will offer an introduction and educational commentary about each location and attraction that you pass.

The Montecchio winery is your first stop, where you’ll learn about their delicious Chianti Classico red wines. This historic estate is beautiful on its own, but you’ll get to try 5 amazing wines, including one first made back in the 13 th century as a white wine!

Aside from your tour of the winery, you’ll also get to see plenty of thick woods, olive groves, medieval villages, Roman churches, classic farmhouses, and much more.

It’s hard to believe that so much majesty can be fit into a 4-hour tour, but thanks to supreme organization and obvious care for their customers, they manage to pull it off.

Search For Other Top Rated Florence Experiences You May Enjoy:

3. best small group tour: small group chianti at sunset wine tasting tour from florence.

• Duration: 4.5 hours
• Departure:  Piazza dei Cavalleggeri, 50122 Firenze FI
• Departure Time: 4:00 PM
• Includes: Comfortable air-conditioned car or minivan – max 8 persons, expert English-speaking driver, visit to a typical wine estate and wine tasting, 4 wines, oil, cheese with marmalade, chocolate vineyard tour, dinner in restaurant is an available option

Next, we have the Small Group Chianti at Sunset Wine Tasting Tour from Florence . If you have a busy schedule during the daytime or are looking for another shorter tour, this is one to keep on your list.

Lasting 4.5 hours, you’ll try and learn about plenty of top-rated wines and tour through the Tuscan countryside.

In the afternoon, you’ll meet your driver/guide at the Piazza dei Cavalleggeri in the heart of Firenze which is easily accessible from anywhere in the city.

Set off in a comfortable vehicle and head along one of the most beautiful routes in the world: the Via Chiantigiana scenic route lined with cypress trees, extensive vineyards, medieval villages, and more. The first stop along the way is one of those medieval villages called Greve-in-Chianti.

Known for its triangular-shaped square, it was used as a meeting spot and location of their Saturday market for literally hundreds of years.

Stroll around these classic streets and marvel at the lovely construction, and local boutique shops. Head towards the main destination, taking a photo stop at Montefioralle.

Once you arrive to the vineyard, you’ll learn about their traditional techniques in their cellars, trying 4 of their top wines including the Chianti Classico and other “Super Tuscans”.

These tastings are so that they line up perfectly with the golden hour right before sunset, so you can snack on some delicious bruschetta and cheese while watching the light set over the vineyards.

After you get back in the vehicle, you’ll have time to stop in the charming village of Badia a Passignano for more photo ops, and learn all about its interesting history.

4. Best Private Tour: Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence

• Duration: 8 hours
• Departure Time: 9:30 AM
• Includes:  Private luxury minivan, bottled water, onboard Wi-Fi (on request at reservation)

Next, we have another crowd favorite: the Private Tour in Siena, San Gimagnano and Chianti Day Trip from Florence .

This 8-hour tour is one of the most comprehensive of its kind, where you’ll see some of the most beautiful highlights of Tuscany.

This private tour allows for you to see more than the average traveler, and have your guide to yourself to ask questions and focus on what interests you most.

Start the tour off by meeting your guide at your hotel lobby around 9:30 am. You’ll then be escorted into the air-conditioned vehicle for the day, which will vary depending on the size of your group.

If you’re just going with a significant other or a couple family members, you may just go in a car or SUV while larger groups may go in a minivan.

Your first destination of the day is Siena, which is ever-popular due to its stunningly well-preserved medieval architecture which has earned it a UNESCO World Heritage title.

Rich in history and art, you’ll get to see some of its most famous landmarks such as the conch-shaped Piazza del Campo and 13 th -century cathedral. Aside from that, take time to browse around the local shops or enjoy some local dishes at one of their many restaurants.

Next up is Castello Monteriggioni: a 13 th -century walled city perfectly preserved, making you feel like you’ve been transported back to the Middle Ages. Here, you and your group will stroll around after lunch at one of the delicious local restaurants.

There’s an option to also have lunch at a farm or winery at Castellina In Chianti instead of extra time in these villages, where you can partake in wine tastings.

Then, your guide will lead you around the walled medieval town of San Gimignano located on rolling hilltops. Also known for its well-preserved architecture, their skyline is unlike any other in the world with tower houses emerging from said hills.

5. Best Value Tour: Chianti Wine Tour with Lunch, Visit S.Gimignano, Organic Wineries

• Duration: 7 hours
• Departure: Via Curtatone, 9, 50123 Firenze FI
• Includes:  Transport by air-conditioned confortable minivan Lunch Wine tastings A visit of two wineries Wine cellar and vineyards tour Live commentary on board A guided visit of San Gimignano A visit of Michelangelo Square

If you’re looking for a tour that will fit into a tighter budget, we’ve just the thing. The Chianti Wine Tour with Lunch, Visit S. Gimignano, Organic Wineries is a full-day tour that will show you all around the Chianti wine region.

This is a fantastic way to get to know the area more in-depth without having to spend multiple days there. Start off by meeting your guide at 9 am in front of Café Gamberini in the center of Firenze, where you’ll board a spacious minivan.

These minivans are very comfortable, with air-conditioning, plenty of leg room, and large windows to offer unobstructed views of the beautiful Tuscan countryside.

Once you arrive at Fattoria Poggio Alloro, you’ll be taken on a fascinating guided tour of their cellars where you’ll learn about how they make theirs. Later, try a wine tasting of 4 to 5 wines with olives, cheeses, bruschetta, and more.

Then, try their extra virgin olive oil and learn about what makes a good one before heading out to pet some of the animals on their farm.

After, head over to San Gimignano where you’ll venture through the medieval architecture and stop at the 13 th -century little museum, main squares, and learn about its history. Then, try some of the world-class gelato while taking in amazing 360 views of this iconic place.

Once at Tenuta Torciano, you’ll focus more on the traditional chianti wine, how they make it, and what makes it so special. After, enjoy a tasty 3-course meal with guided wine tastings of around 8 different types.

We particularly enjoyed trying their 30-year aged balsamic vinegar and extra virgin olive oil! We can’t forget the Piazzale Michelangelo, which is undoubtedly one of the most breathtaking places in all of Europe.

Overlooking the infamous renaissance city of Florence, you’ll see a replica of Michelangelo’s Statue of David located in the center of the square.

6. Best Luxury Tour: Private Chianti Wine Tour Leaving from Florence

• Departure: Check with tour operator
• Includes:  Transportation on comfortable Mercedes Vclass minivan, fuel surcharge, 1 Wine tasting, driver/guide, private tour

Next up, is the Private Chianti Wine Tour Leaving from Florence . This is one of the best tours for wine lovers, as you’ll be spending the day heading through the Tuscan hills to medieval villages and legendary wineries.

If you have an entire day available, do yourself a favor and sign up for this educational, beautiful excursion!

This tour starts out at 9:00 am, where you’ll be picked up from your hotel or other accommodations. Focusing on comfort and luxury, transport will take place in a Mercedes V-Class minivan, with large windows for viewing and a smooth ride.

Take a short ride over to the countryside, until you reach the medieval village, Montefioralle. Come down the hill to Greve in Chianti, which is known for its triangular-shaped square that’s been used for important local events for hundreds of years.

Named for the river that runs through it, this lively market town is filled with fun shops and famous for being the capital of Chianti wine. The driver will take you to the central square, where you can explore it all!

Next, pass through the small village of Panzano, where you’ll visit a winery and have a guided visit of their cellars and vineyards. After, the owner will offer a tasting of their 3 most popular wines. If you’d like, you can choose to eat a relaxing lunch at that winery or at one of the best trattoria’s nearby.

Rocca di Castellina in Chianti is another must-see, where you’ll take some time for a relaxing stroll and let that delicious food digest.

There are some great wine shops here, though you’ll also be seeing another winery in town where you can compare and contrast their wines with the others you tried earlier in the day.

7. Best Budget Tour: Chianti Vineyards Escape from Florence with Two Wine Tastings

• Duration: 5 hours
• Departure: Piazzale Montelungo, Firenze FI
• Departure Time: 8:30 AM & 2:30 PM
• Includes:  Round-trip journey by fully-fitted GT coach, multilingual escort, visits to two different wine estates with tours of wine cellars and vineyards, sampling of up to 3-4 Chianti wines at each winery, extra-virgin olive oil and balsamic vinegar

We wouldn’t be able to bring you the best tours while leaving out our next tour. The Chianti Vineyards Escape from Florence with Two Wine Tastings is simply incomparable if you’re looking for a budget-friendly option.

This is one of those “best bang for your buck” tours where you can escape the noisy city and learn all about traditional Chianti wines.

This 5-hour tour is also great if you have plans earlier in the day. Meet your guide at Piazzale Montelungo kiosk at the bus terminal. You’ll then board a luxe, fully-fitted GT coach and travel in style out to Tuscany’s rolling hills.

As you guys drive on, your guide will offer fascinating commentary on the history of the area, Chianti wine, and some fun anecdotes.

You’ll then arrive to your first rustic wine estate located right in the heart of the famous wine region. The first is a more quaint family winery, where the owner will tour you around the vineyards and cellars.

As you walk and explore, you’ll learn about how they came to be one of the most prominent producers of Chianti wine and what sets them apart from the competition before partaking in a wine tasting.

The next estate is much larger, though both are located on serene hilltops for top-notch views. Here, learn about their wine and compare them to the other vineyard’s as you try 5 different types.

We really enjoyed the pairing with local products like extra virgin olive oil, balsamic, and an array of cheeses. Then, you can take time to walk around the majestic landscape and bring along a glass of wine to accompany you on your stroll!

Planning Your Chianti Wine Tour From Florence

Can you do a chianti wine tour from florence.

A wine tour in Chianti from Florence is a great idea if you looking to spend a day exploring the beautiful Tuscan countryside and taste some of the world’s most delicious wines.

The trip to Chianti from Florence is part of the experience itself. As you leave Florence and start seeing the picturesque hills of Tuscany and taking in the stunning scenery you will know why you came here! The rolling hills are covered in lush vineyards, olive groves and medieval towns that are frozen in time.

You’ll want to visit some of the region’s incredible wineries. Chianti is famous for its wine of course, especially its red wine made from the Sangiovese grape.

There are so many wineries it’s hard to know where to start! Each has unique wines and a tour you can do. Some of my personal favorites include Castello di Verrazzano , Fattoria di Montemaggio , and Castello di Brolio .

Of course Chianti is more than just wine. Make sure you take some time to explore the towns and villages that dot the landscape. Greve in Chianti is a particularly lovely town. It has a bustling market square and some fantastic restaurants serving up local specialties like wild boar ragù and pappa al pomodoro. Once you fall in love with the food, you should take a Tuscan cooking class in Florence .

Of course you can’t visit Chianti without taking in the breathtaking views. One of the best places to do this is from the Castello di Brolio. This medieval castle has been transformed into a winery and one of the most unique in Tuscany.

What Can I See on a Wine Tour in Chianti? (With a Sample Itinerary)

Chianti is in the heart of Tuscany is well known for its vineyards, medieval villages and of course its Chianti wine. If you only have one day to explore you can still see plenty!

9:00 am – Start with a visit to the Castello di Brolio it’s a magnificent castle that has been owned by the Ricasoli family since the 12th century. Take a quick tour of the castle and the vineyard. You’ll also have the opportunity to taste some of the Ricasoli family’s award-winning wines.

11:00 am – Next, head to the charming town of Greve in Chianti. Check out the market and look for some souvenirs. Greve has some fantastic restaurants, try stop for a bite to eat. Try La Cantina del Gallo Nero for some delicious local cuisine.

1:00 pm – After lunch, drive to the Fattoria di Montemaggio, a family-run winery that produces some of the best organic wines in Chianti. Here you can take a tour of the vineyard and learn about how they make their wines.

3:00 pm – Head to the hilltop town of Radda in Chianti, which boasts stunning views of the surrounding countryside. Take a stroll through the town’s narrow streets and visit the Museo del Chianti.  It houses an interesting collection of artifacts related to the history of the region’s wine.

5:00 pm – End your day with a visit to the Castello di Verrazzano, a beautiful castle that dates back to the 12th century. Take a tour of the castle and its wine cellars, then do a tasting of their award winning wines.

There are so many things to see and do in Chianti that you could spend several days exploring the region. This one day itinerary will give you a small taste of Chianti.

What is the Best Way to do a Chianti Wine Tour From Florence?

Guided tour : The most convenient way is by taking a guided tour. We recommend the Private Tour in Siena, San Gimagnano and Chianti Day Trip from Florence . However there are many tour operators offering day trips to Chianti and they typically include transportation, wine tasting and a visit to a few hilltop towns.

Drive : You can rent a car and drive through the winding roads of Chianti. Be sure to bring a map and a good GPS. The roads can be quite confusing and are not well marked. Keep in mind the wine tastings might make driving back to Florence a bit challenging. Be careful you don’t indulge too much!

Bike or Vespa : If you’re feeling adventurous, you can take a Vespa tour around the vineyards or rent a bicycle and explore the region on two wheels.

No matter how you choose to explore the region, you should end your day trip with a delicious meal at a local restaurant. Chianti is famous for more than its wine there are plenty of restaurants to try! If you have the opportunity go to the Bistecca Alla Fiorentina!

Tour Guides

The Chianti Safari: Tuscan Villas, Cheese, Wine and Lunch is our Editors Choice for the best Chianti wine tour from Florence.

Robert Baker

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15 Best Chianti Wine Tours From Florence: 2024 Curated Picks

• Isabelle Hoyne
• February 15, 2024

** Disclosure: some of the links on this site are affiliate links and should you make a purchase through these, I may receive a small commission at no extra cost to you. Thank you for your support!**

Discover the best Chianti wine tours from Florence with our comprehensive roundup of 15 handpicked tours. Offering impartial assessments of each and personal insights into wine tasting in the region, this guide is tailored to help you find the perfect wine experience in Tuscany’s famed Chianti region.

Embarking on a wine tour in the Chianti region from Florence is not just a journey through a landscape of rolling vineyards and historic estates; it’s a passage into the heart of Tuscan wine culture.

As someone who has spent extensive time in Florence, savouring its cultural and enological offerings, I can attest to the unique charm and richness of the Chianti region’s wines.

This guide aims to help you navigate the myriad options and choose the best Chianti wine tour that aligns with your tastes and interests.

In Chianti, the Sangiovese grape reigns supreme, crafting robust wines like the famed Chianti and Chianti Classico, known for their depth and complexity. The Riserva wines, aged longer, offer a more nuanced exploration of the Sangiovese grape.

You’ll also encounter Super Tuscans, innovative blends that combine traditional Tuscan grapes with varieties like Cabernet Sauvignon. 

Having quaffed my fair share of these exquisite wines, I’ve come to appreciate not just the taste but the story in every glass – a narrative of tradition, terroir, and the tireless dedication of the winemakers.

Whether you are a seasoned wine aficionado or a curious traveller eager to delve into the world of Tuscan wines, there’s a tour tailored for every palate. Let’s embark on this journey together to discover the best Chianti wine tour for you.

Best Chianti Wine Tasting Tours from Florence: my top 3 picks

First choice.

Small-Group Wine Tasting Experience in the Tuscan Countryside

• Duration: 4 hours 45 minutes

Selling points: Intimate Tuscan wine and food journey

SECOND CHOICE

Florence: Chianti Wineries Tour with Food and Wine Tasting

Duration: 5.5 hours

Selling points: Authentic winemaking and Tuscan tastes

Third choice

Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence

Duration : 9 hours

Selling points: Scenic off-road wine and culinary adventure

15 Best Chianti Wine Tasting Tours from Florence

1.  small-group wine tasting experience in the tuscan countryside.

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 4 hours 45 minutes | ✓ Book now

This Small-Group Wine Tasting Experience in the Tuscan Countryside is a jewel for those who cherish intimate and immersive experiences .

It’s an exquisite journey through the heart of the Chianti Classico region, offering a firsthand encounter with the art of Tuscan winemaking.

The tour encompasses visits to two top-rated wineries , each with its unique charm, nestled amidst the serene landscapes of vineyards and olive groves.

The tastings include an array of distinguished wines and olive oils, harmoniously paired with local Tuscan specialties like cheese, salami, and bruschetta.

The limited group size ensures a personalised experience, making it ideal for those who appreciate a deeper connection with the region’s winemaking traditions and local savours.

It’s a tour I’d confidently recommend for an authentic taste of Tuscany.

Reviews: “Let’s do this one again!!!!! Love it! I highly recommend this tour! This is actually the second time we have joined this tour because my husband and I enjoyed it the last time we were visiting Florence. The hosts are kind and patient, the travel accommodations are comfortable and efficient, and the wineries were so lovely!!! The tours were given by the owners of the wineries (a real treat!) who offered answers to questions as well as sharing their experience and knowledge.” – Angela_R, Jan 2024 Read more reviews here.

Useful information:

• Location: Piazzale Montelungo, Firenze FI, Italy
• Start Times: 8:45 AM (for 9:00 AM tour), 2:15 PM (for 2:30 PM tour)
• Size of Tour: Small group (max 25 people)
• Accessibility: Not wheelchair accessible; involves stairs
• Included: Transport by air-conditioned vehicle with Wi-Fi, English-speaking guide, visits to 2 wineries, tastings of 6 wines and olive oils, local Tuscan snack

2. Florence: Chianti Wineries Tour with Food and Wine Tasting

★ RATING: 4.5/5 Stars | 🕰 TOUR LENGTH: 5.5 hours | ✓ Book now

Set in the picturesque Chianti Hills, this half-day tour from Florence offers a genuine glimpse into Tuscany’s wine culture.

Visiting two authentic wineries , you’ll engage with local winemakers and learn about their methods and passions. The tour combines scenic beauty with an educational wine tasting experience, where you’ll sample seven different wines , each telling its own story of the region’s heritage.

Accompanied by traditional Tuscan snacks, it’s an ideal choice for those seeking to understand the art of Tuscan winemaking.

This tour is a must for both wine enthusiasts and curious travellers , offering a perfect blend of knowledge, beauty, and taste.

Reviews: “Excellent wine tour with amazing guides and very knowledgeable sommeliers. Definitely worth booking this.” – Kunal (United Kingdom) Read more reviews here.

• Location : Meet at Piazzale Montelungo, Firenze FI, Italy Start
• Time : 8:30 AM / 2:30 PM
• Duration : 5.5 hours
• Size of Tour : Shared tour with up to 30 people
• Accessibility : Not suitable for wheelchair users
• Included : Return transportation, expert multilingual guide, guided wine tastings, snacks (cheese, bread, olive oil, balsamic vinegar, salumi)

3. Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 9 hours | ✓ Book now

The Chianti Safari Wine Tour is an exceptional full-day tour , embodying the true spirit of Tuscany’s enological and culinary heritage.

This adventure starts in Florence and takes you on an off-road journey through the heart of the Chianti region, a land famed for its wine, olive oil, and breathtaking landscapes.

Your day will be marked by visits to prestigious wineries , each offering a unique glimpse into the winemaking process. The first stop, a winery owned by a prominent Italian family, offers a fascinating tour of historic cellars, with tastings of wine, olive oil, and cured meats.

As you venture through ancient woodlands and rolling hills, the scenic beauty of Tuscany unfolds. The tour includes a delectable traditional Tuscan lunch at a winery restaurant , providing panoramic views that are as delightful as the food.

The contrast between the established winery and a smaller, boutique vineyard in the afternoon provides a comprehensive experience of Chianti’s wine culture.

This tour is a must for those looking to immerse themselves fully in the Tuscan lifestyle, offering a blend of culinary delights, historical insights, and natural splendour .

Reviews: “Exciting full day tour of the Chianti wine region of Tuscany. We really enjoyed learning about Tuscany and the Chianti wine-growing region. Our guide Liv and our driver Lob were excellent. Liv was very knowledgeable about the wine-making process and history. She was most engaging and a pleasure.” – Helen_C, Dec 2023 Read more reviews here.

• Location: Piazza dei Cavalleggeri, 50122 Firenze FI, Italy
• Start Time: 9:00 AM
• Duration: 9 hours
• Size of Tour: Maximum 26 travellers
• Accessibility: Not wheelchair accessible; not recommended for travellers with back problems or pregnant travellers
• Included: Air-conditioned 4×4 transport, professional guide, 9 wine samples, 2 olive oil samples, food tastings, lunch

RELATED READING | 19 BEAUTIFUL VILLAS IN TUSCANY WITH PRIVATE POOLS [2024]

4. Chianti Wine Tour from Florence

★ RATING: 4.5/5 Stars | 🕰 TOUR LENGTH: 5 hours | ✓ Book now

Embarking on the Chianti Wine Tour from Florence offers an immersive dive into the heart of Tuscany’s wine-making traditions.

This half-day journey , priced accessibly, is a true delight for those eager to explore the renowned Chianti region.

The tour showcases the picturesque Tuscan countryside , where vineyards and olive groves paint a serene backdrop. The experience includes visits to two charming, organic wineries , each providing an intimate glimpse into the art of winemaking.

Here, you will savour tastings of Chianti Classico, Chianti Reserve, and other select Tuscan wines, each paired with local delicacies like bruschetta and pecorino cheese.

The guided tours of the cellars offer invaluable insights into the winemaking process, enhancing the tasting experience.

This tour is perfect for those seeking a blend of scenic beauty, culinary discovery, and intimate winery visits .

It’s especially appealing for families, as the wineries’ hosts are known for their friendly and engaging approach, making it enjoyable even for younger members.

Reviews: “Lovely visit to local wineries! We enjoyed touring the countryside and learned a lot about the region from our super tour guide. The wineries they chose to visit were small and quaint which made it a nicer, less touristy experience. The hosts from the wineries were very knowledgeable and friendly. They also made it fun for our children :)” – Sarah_D, Nov 2023 Read more reviews here.

• Start Time: Options for morning or afternoon tours
• Duration: 5 hours
• Size of Tour: Maximum 50 travellers
• Accessibility: Not wheelchair accessible; stroller accessible; infant seats available
• Included: Transport by air-conditioned coach with Wi-Fi, licensed tour leader, guided winery visits, wine and food tastings

5. Chianti Wineries Tour with Tuscan Lunch and San Gimignano

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 8 hours | ✓ Book now

Escape to the tranquil Chianti wine region with this all-encompassing tour , a perfect blend of culinary delight and cultural exploration .

As you leave the buzz of Florence, this tour transports you into the heart of Tuscany, renowned for its exquisite winemaking.

The tour includes visits to two distinguished wineries , where the secrets of winemaking are unveiled. Each visit is an intimate experience, offering tastings of locally produced wines that exemplify the region’s rich enological heritage.

The highlight of the tour is a traditional Tuscan lunch , a culinary journey that complements the exquisite wine tasting.

In addition to the winery visits, the tour offers a guided exploration of the enchanting medieval village of San Gimignano , known for its stunning architecture and panoramic views.

This tour is a delight for anyone seeking a comprehensive experience of Tuscany’s wine culture, picturesque landscapes, and historical charm .

Reviews: “ A beautiful day in Tuscany. Daniel was such a great guide! He explained the countryside as we drove and was personable and SO FUN! The tour was amazing-LOVED Francesco Carbucci winery-the owner was passionate and warm, San Gimignano was charming and lunch topped off a wonderful day!” – Heidi_M, Nov 2023 Read more reviews here.

• Location: Via Curtatone, 9, 50123 Firenze FI, Italy
• Duration: 8 hours
• Size of Tour: Maximum 16 travellers
• Accessibility: Wheelchair accessible; infant seats available
• Included: Transport by air-conditioned minivan, lunch, wine tastings, winery and vineyard tours, San Gimignano visit, Piazzale Michelangelo visit

6. Small Group Tuscany Wine & Food Tour with Guide

★ RATING: 4.9/5 Stars | 🕰 TOUR LENGTH: 8 hours | ✓ Book now

This Tuscany Wine & Food Tour epitomises the richness of the Tuscan wine region, offering an intimate exploration through its scenic landscapes and renowned wineries.

Ideal for those seeking a comprehensive Tuscan experience , the tour includes visits to three organic wineries , each distinctive in its character and approach to winemaking.

The first winery sets the stage with insights into traditional winemaking processes, followed by a visit to a hilltop estate where a wine expert enlightens you with fascinating facts and anecdotes.

The highlight is a delightful lunch , a true Tuscan feast, paired exquisitely with local wines, balsamic vinegar, and olive oil.

A brief sojourn in Greve in Chianti offers a chance to admire its charming square, adding a touch of medieval allure.

The final stop at a historic family-owned villa and winery near Florence offers breathtaking views and a chance to compare the diverse philosophies of the winemakers.

This tour is a perfect blend of culinary delights, viticultural education, and scenic beauty , tailored for those who appreciate the finer aspects of Tuscan life.

Reviews: “Fantastic Day Trip. This was an incredible trip and one of the most memorable things we did in Italy! Our driver Leo made the trip extra special, making everything run smoothly, making sure everyone was comfortable and taken care of. He was kind and funny and shared lots of interesting facts and history along the way. We enjoyed the variety of the 3 different places we went – all three had their own charm.” – Ryan_H, Nov 2023 Read more reviews here.

• Location: Piazzale Montelungo, Firenze FI, Italia
• Accessibility: Not wheelchair accessible; some stairs involved
• Included: Air-conditioned transport with Wi-Fi, English-speaking driver/guide, visits to 3 wineries, wine and olive oil tastings, lunch, Greve in Chianti visit

7. Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 4 hours | ✓ Book now

Embrace the allure of Tuscany with this unique and exhilarating Self-Drive Vintage Fiat 500 Tour .

This experience marries the nostalgia of driving a classic 1960s Fiat 500 with the enchantment of Tuscany’s wine culture.

Starting from Florence, you’ll navigate the Fiat along scenic routes, immersing yourself in the Tuscan hills’ beauty.

The highlight of the tour is a visit to a 15th-century wine estate , where the romance of Italian winemaking comes to life.

Here, you’ll delve into the world of Super Tuscan wines with a guided tour of the vineyards and cellars, followed by a delightful wine tasting session.

The light lunch of crostini, meats, and cheeses provides the perfect accompaniment to the exquisite wines.

This tour is an absolute must for those seeking a blend of adventure, history, and culinary exploration , offering a unique way to experience Tuscany’s stunning landscapes and rich wine heritage.

Reviews: “Fabulous! Carlo was an excellent guide. He shared so much information about the Tuscany region, wineries, olive harvesting and pressing. Had a blast driving around in the Fiats ‘Topsy’ and ‘Giacomo’.” – Katherine_Z, Jan 2024 Read more reviews here.

• Location: Via Franceschi, 23, 50018 Scandicci FI, Italy
• Start Time: 11:30 AM
• Duration: 4 hours
• Size of Tour: Maximum 18 travellers
• Accessibility: Not wheelchair accessible; manual driving experience required
• Included: Self-drive Fiat 500 experience, guide, wine tasting session, light lunch

8. Tuscany Wine Tour

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 7 hours | ✓ Book now

The Tuscany Wine Tour is an exquisite journey tailored for wine enthusiasts and explorers alike, offering an intimate glimpse into the Tuscan wine region.

This semi-private tour , ideal for the young and young at heart, commences with a scenic drive through the iconic Chianti Road, enveloped in the lush landscapes of Tuscany.

The first stop at a winery and wine-tasting school near Florence introduces you to the nuances of Chianti Classico, Brunello of Montalcino, and Super Tuscan wines . Here, the passionate winemaker engages you in an enjoyable tasting session, accompanied by aged balsamic vinegar, truffle oil, and extra virgin olive oil.

The tour then proceeds to a local winery in the D.O.C.G Vernaccia white wine region , near the medieval town of San Gimignano.

The expertise of the winemakers and the tasting of three distinct wines offer a deeper understanding of Tuscan viticulture.

The tour allows time to explore San Gimignano’s historic streets , making it a perfect blend of wine discovery and cultural immersion .

Reviews: “Absolutely would do again. My husband and I had the best time on our tour! It was an intimate group and our guide, Ned, was fantastic. The wineries were incredible and the VIEWS were insane. The best way to see Tuscany.” – Kait_H, Oct 2023 Read more reviews here.

• Location: Parcheggio Oltrarno, Piazza della Calza, 1, 50125 Firenze FI, Italy
• Start Time: 10:00 AM
• Duration: 7 hours
• Size of Tour: Semi-private tour in an 8-seat minivan
• Accessibility: Not wheelchair accessible
• Included: Air-conditioned minivan, expert tour leader, wine tastings at 2 wineries, Tuscan product tastings

9. Chianti Half Day Wine Tour from Florence

★ RATING: 4.5/5 Stars | 🕰 TOUR LENGTH: 5 hours 30 minutes | ✓ Book now

This Chianti Half-Day Wine Tour from Florence is a delightful escape into the heart of Tuscany, ideal for those short on time but eager to experience the essence of the region’s winemaking.

The tour embarks from Florence and takes you through the picturesque Chianti hills, known for their serene beauty and outstanding vineyards.

Visiting two esteemed wineries , you’ll delve into the world of Tuscan wines, tasting a selection of reds and whites alongside local snacks.

The wineries, each with its unique charm, offer insights into the production processes and wine cellars, enhancing your understanding of Tuscan viticulture.

A highlight is a visit to the medieval village of Castellina in Chianti , where you can wander the historic streets and soak up the authentic Tuscan atmosphere.

This tour is perfect for wine lovers and cultural enthusiasts alike , offering a rich, condensed experience of Tuscany’s wine country.

Reviews: “Excellent! Highly recommended! The view was amazing at the wineries. The tour guide Franco was great and patiently gave commentary during the entire trip. The second winery was more informative as they explained in detail about the wine, its production and how to taste them. They even took us to their wine cellars.” – Ardra_M, Nov 2023 Read more reviews here.

• Location: Florence (Villa Costanza), 50018 Scandicci, Metropolitan City of Florence, Italy
• Start Time: 2:45 PM
• Duration: 5 hours 30 minutes
• Accessibility: Not wheelchair accessible; stroller accessible
• Included: Air-conditioned coach or minivan transport, live commentary, wine tastings, snacks

10. Chianti Wine Tastings at Sunset Day Trip from Florence

Immerse yourself in the enchanting atmosphere of Tuscany with the Chianti Wine Tastings at Sunset Day Trip from Florence.

This excursion offers a sublime experience, combining the rustic charm of Chianti with the magical hues of sunset. Your journey begins in Florence, where you board a comfortable air-conditioned minivan , embarking on a scenic drive along the Via Chiantigiana.

The tour includes a visit to the medieval village of Greve-in-Chianti , known for its picturesque town square and historic ambience.

The highlight is the visit to a family-run vineyard , where you will be introduced to a range of exquisite wines, including Chianti Classico and Super Tuscans , during a cellar tour.

The wine tasting , accompanied by a traditional Tuscan appetiser, is perfectly timed to coincide with the golden hour, allowing you to sip fine wines as the vineyards bask in the sunset’s warm glow.

The tour promises an intimate and memorable experience , limited to eight participants , ensuring a personalised and enjoyable journey through one of Italy’s most famous wine regions.

Reviews: “So much fun in Tuscany! Luigi was our driver and man oh man, was he one in a million. He was so quirky and hilarious throughout the drive. We also picked fruits off of all the surround trees for us to try and while we were wine tasting stocked up on more fruit for the ride home. I definitely recommend adding the dinner because it was absolutely delicious… one of the best meals we had in Italy! Would definitely do this tour again.” – Emily_B, Aug 2023 Read more reviews here.

• Start Time: Options for 2:00 PM, 3:00 PM, 4:00 PM
• Size of Tour: Maximum 8 people
• Accessibility: Wheelchair accessible; transportation is wheelchair accessible
• Included: Air-conditioned car or minivan, expert English-speaking driver, winery visits and tastings, typical Italian appetiser

11. Semi-Private Deep Wine Chianti and San Gimignano from Florence

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 8 hours 30 minutes | ✓ Book now

Embark on a captivating journey through the heart of Tuscany with the Semi-Private Deep Wine Chianti and San Gimignano tour.

This full-day excursion begins with a scenic drive to Piazzale Michelangelo, offering panoramic views of Florence.

The adventure continues towards the historic town of San Gimignano , known for its medieval architecture and artisan shops.

The tour then takes you to a traditional Tuscan farmhouse in the Chianti region, where you’ll indulge in a delightful Tuscan lunch and wine tasting , surrounded by picturesque landscapes.

The final stop at a family-run wine estate near San Michele a Torri lets you sample a variety of Chianti wines, deepening your appreciation for the region’s winemaking heritage.

This tour is perfect for those seeking an immersive experience in Tuscany’s wine culture , combining educational wine tastings, regional cuisine, and visits to charming towns.

Reviews: “Perfect day in Chianti. The day was perfect. Our driver was so knowledgeable and patient with all my questions. The wineries were great. Love the organic winery. Beautiful day and great tour. Highly recommend.” – Mary_P, Dec 2023 Read more reviews here.

• Location: Hotel Boccaccio, Via della Scala, 59, 50123 Firenze FI, Italy
• Start Time: 8:00 AM
• Duration: 8 hours 30 minutes
• Size of Tour: Semi-private, maximum 8 people
• Accessibility: Wheelchair accessible, stroller accessible
• Included: Air-conditioned Mercedes van, expert driver, winery visits and tastings, lunch, Wi-Fi on board

12. Small Group Chianti Wine Tasting with Seven Tuscan Wines

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 5 hours | ✓ Book now

Delve into the heart of Tuscany with the Small Group Chianti Wine Tasting tour , a delightful excursion from Florence that takes you on a journey through the region’s renowned winemaking traditions.

The tour begins with a scenic drive to a privately owned 12th-century winery in the Chianti area. Here, you’ll embark on a tour of the estate, vineyards, and family cellars, providing a comprehensive understanding of Tuscany’s unique winemaking process.

The highlight is a guided tasting of seven estate wines , each showcasing the depth and diversity of Tuscan varietals.

This experience is paired with a traditional Tuscan lunch , allowing you to savour the flavours of the region in a truly authentic setting.

The tour offers an engaging, educational, and enjoyable experience , perfect for those eager to deepen their appreciation of Tuscan wines in a small-group setting.

Reviews: “Awesome experience! The tour was fabulous!! Hosts were super friendly and fun!! The wine tasting experience was awesome great wines and our Sommelier was so knowledgeable and engaging!! Highly recommend.” – Stacy, Nov 2023 Read more reviews here.

• Location: Tuscany Vespa Cycle and Bike Tour, Via Ghibellina, 133/red, 50122 Firenze FI, Italy
• Size of Tour: Maximum 15 travellers
• Included: Lunch, wine tasting, local guide, transport from Florence

13. Private Tuscany Wine Tour Experience from Florence

Immerse yourself in the splendour of Tuscany with this Private Chianti Wine Tour Experience from Florence , a journey that unveils the region’s celebrated wine culture.

Your personal guide, with deep knowledge of winemaking and the area, leads you through the picturesque Chianti Road, visiting three exceptional wineries between Barberino, Radda in Chianti, and Castellina in Chianti.

Each winery visit is an opportunity to delve into the rich history and intricate processes behind some of Italy’s most esteemed wines.

Along with wine tastings, you’ll enjoy a traditional Tuscan lunch , showcasing a variety of local flavours perfectly paired with the wines.

The tour provides an intimate and personalised experience , allowing you to explore at your own pace and preferences, making it an ideal choice for those seeking a bespoke wine journey in Tuscany.

Reviews: “Thank you Anna!!!! Anna was incredible, from the moment I booked the trip she was so quick to respond to questions (and worries!), and when she picked us up I instantly felt at ease (after a so-far stressful trip!). Anna was a turning point in my vacation and I am so grateful to her (and her amazing selection of wineries!!). This was such a special trip, and Anna is just amazing at what she does. I can’t imagine a winery tour that would have been better. THANK YOU ANNA ❤️” – Lauren_W, Jul 2023 Read more reviews here.

• Location: Customised pickup from your lodging in Florence
• Start Time: 9:30 AM
• Size of Tour: Private experience
• Accessibility: Not wheelchair accessible; near public transportation
• Included: All taxes, fees, lunch, wine tasting, driver/guide, transport by air-conditioned minivan, hotel pickup and drop-off

14. Exclusive Chianti Classico Day Trip from Florence

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 10 hours | ✓ Book now

The Exclusive Chianti Classico Day Trip from Florence presents an unparalleled opportunity to delve into the essence of Tuscany’s wine region.

This private tour, guided by a certified sommelier , transports you through Tuscany’s rolling hills and vineyards, visiting three boutique wineries in the prestigious Chianti Classico area.

Each winery visit offers a unique experience, from exploring the ancient cellars of Fattoria di Luiano, with its heritage dating back to the 9th century, to the boutique charm of Savignola Paolina, and the vibrant character of Famiglia Nunzi Conti – Tenuta Villa Barberino.

The tour includes wine tastings at each location, providing a comprehensive appreciation of the region’s varietals, and a sumptuous three-course Tuscan lunch .

This full-day excursion is a must for wine enthusiasts seeking an exclusive and intimate exploration of Chianti Classico’s rich winemaking traditions.

Reviews: “Best Experience Ever! Highly Recommend! Having a private tour was amazing! Angel is a wonderful guide and set up 3 winery experiences that were incredible! This full day tour was the highlight of our 14-day trip to Italy. Highly recommend and we would definitely book a private tour with Angel again to visit other wine regions in the area!” – Lorrie_W, May 2023 Read more reviews here.

• Location: Pickup from your accommodation in Florence
• Duration: 10 hours
• Accessibility: Not wheelchair accessible; infants must sit on laps
• Included: All taxes, fees, lunch, wine tasting, sommelier/guide, private transportation, hotel pickup and drop-off

15. Organic Winery Tour and Tasting in Tuscany Chianti Hills

★ RATING: 4.5/5 Stars | 🕰 TOUR LENGTH: 2 hours | ✓ Book now

Discover the charm of Tuscany’s Chianti hills with the Organic Winery Tour and Tasting at Fattoria Lavacchio, an experience that blends traditional winemaking with the beauty of the Tuscan countryside.

This tour offers an intimate insight into the world of organic winemaking at a renowned Tuscan farm. You’ll embark on a guided tour through the vineyards and olive groves , learning about the cultivation of Sangiovese grapes and organic farming practices.

The visit includes a tour of the wine cellars , where you’ll delve into the secrets of organic wine production.

The highlight is a tasting of four different types of Chianti DOCG and Riserva wines , accompanied by locally produced bread and the farm’s exquisite homemade olive oil.

The serene views of the vineyard add to the allure of this tasting experience, making it a perfect choice for those seeking to immerse themselves in the authentic flavours and vistas of Tuscany .

Reviews: “Highly recommend! This wine tasting was everything I could have wanted! Tatsuhiko was incredibly kind and knowledgeable. Wines were delicious, shared with bread and exquisite homemade olive oil. And the views of the vineyard were incredible.” – Bristyn_L, Aug 2023 Read more reviews here.

• Location: Fattoria Lavacchio AgriResort, Via di Montefiesole, 52, 50065 Pontassieve FI, Italy
• Start Time: Various options, including 10:30 AM
• Duration: 2 hours
• Size of Tour: Maximum 20 travellers
• Accessibility: Not wheelchair accessible; service animals allowed; infant seats available
• Included: Wine tasting of 4 types including Chianti DOCG and Riserva, semi-private tour, English-speaking wine expert, vineyard visit

What to Keep in Mind When Choosing Chianti Winery Tours from Florence

When choosing Chianti winery tours from Florence, there are several key factors to consider to ensure a memorable and fulfilling experience. Chianti, nestled in the heart of Tuscany, offers a unique viticultural landscape that differs significantly from the wine regions of Southern or Western Tuscany.

Understand Chianti’s Unique Wine Profile :

Chianti is renowned for its Chianti and Chianti Classico wines, primarily made from the Sangiovese grape. This region’s wines are known for their robust flavour, high acidity, and tannic nature, contrasting with the more rounded and often bolder wines from Southern Tuscany, where the climate imparts different characteristics.

Diversity of Tours :

The Chianti region offers an array of tours, each providing something distinct. From intimate small-group experiences focusing on local winemaking traditions to more extensive tours that include scenic off-road adventures, there’s a tour to match every preference.

It’s crucial to carefully read tour descriptions to select one that aligns with your interests, whether it’s a deep dive into organic winemaking or an exploration of historical wineries. I’ve tried to include as broad a range as possible in this post. 

Consider Group Size and Tour Length :

Different tours offer varying group sizes and lengths. Smaller groups generally allow for a more personalised experience, while larger groups can be more social but potentially less intimate.

Also, tour durations vary – some are short and sweet, perfect for a quick taste of Chianti, while others span a full day, delving deeper into the region’s wine culture.

Food Pairings and Local Cuisine :

Many tours include food pairings or meals. Chianti wines pair wonderfully with Tuscan cuisine, known for its rustic and hearty flavours. Understanding (and seeking out) these pairings can enrich your tasting experience.

Accessibility and Physical Requirements :

Consider the physical demands of your chosen tour. Some may involve walking through vineyards or navigating cellars with stairs, which might be challenging for those with mobility issues.

Make sure to read the fine print on all tour descriptions, as well as reviews, to save yourself from any surprises on the day. If in doubt, always contact the tour organiser to check finer details with them. 

Customisation and Private Tours :

For a more tailored experience, look for tours that offer customisation or are private. These can often accommodate special requests and provide a more individualised experience, especially if you have specific wineries or types of wine in mind.

Seasonal Considerations :

The time of year can greatly influence your tour experience. Harvest season, typically in late September to October, offers a unique opportunity to see the winemaking process in action. Summer is typically very hot and very busy. Winter and early spring meanwhile, will be quiet.

Some tours will operate on a much reduced schedule. Also, note that vines will be relatively bare at this time of year (as grapes will have been harvested in Autumn and will be just starting to grow again). So don’t expect to see full vines!

Chianti Wine Tasting from Florence: FAQ

What can I expect from a Chianti winery tour from Florence? You can look forward to visiting various wineries in the Chianti region, known for its picturesque vineyards and olive groves. The tours typically include sampling an array of wines, predominantly made from the Sangiovese grape, and exploring the intricacies of the winemaking process.

Often, the experience is enhanced with food pairings featuring local Tuscan specialities. It’s an ideal way to gain insights into Tuscany’s rich viticultural heritage.

How long is a typical wine tasting tour in Chianti? Tour durations vary considerably. Shorter tours might last around 2-3 hours, offering a brief but delightful taste of Chianti, whereas full-day tours can extend to 8-10 hours. I recommend considering how much time you’re willing to spend and what you want to experience when choosing a tour.

Are there different types of tours available? There’s a wide range of tours to suit various interests and preferences. From group tours in minibuses, ideal for socialising, to more exclusive private tours in luxury vehicles, and even adventurous off-road experiences. Each type of tour offers something unique, from exploring organic wineries to visiting historic estates or family-run vineyards.

Is transportation included in the wine tours? Most tours from Florence include transportation, typically in comfortable, air-conditioned coaches, minivans, or private cars. This is incredibly convenient as it takes the hassle out of navigating the region’s rural roads, and also means you won’t need a designated driver amongst your group, who won’t be able to drink.

Do I need to have prior knowledge about wines? Not at all. These tours cater to a range of knowledge levels, from beginners to wine aficionados. The guides and sommeliers are skilled at tailoring their information to suit everyone’s understanding.

What should I wear on a wine tasting tour? I recommend opting for comfortable and appropriate clothing for the weather. Some Chianti tours from Florence will involve walking through vineyards, so I’d recommend that you wear comfortable footwear for this. For tours during warmer months, consider a hat and sunscreen.

Can I buy wine on these tours? Yes, you’ll often have the opportunity to purchase wines directly from the wineries. Some even offer international shipping services, allowing you to enjoy your favourites back home.

Are food and meals included in the tour? Many tours include some form of food pairing or meals, which could range from light snacks to full multi-course lunches. Check the specifics of your tour for details.

Is there a minimum age for participants? The legal drinking age in Italy is 18, but younger participants can often join the tour when accompanied by adults, although they won’t partake in wine tasting.

Are the tours wheelchair accessible? Accessibility varies between tours. Some historic wineries and vineyards may have limited access. It’s best to check with the tour provider if you require specific accommodations.

What happens in case of bad weather? Most tours operate come rain or shine.

In severe weather, arrangements might be altered, or the tour may be rescheduled. I advise checking the tour’s cancellation policy for details on how they handle inclement weather.

Can I customise a private wine tour? Certainly. Private tours usually offer the flexibility to tailor the itinerary to your interests. This can include visiting specific wineries or focusing on particular aspects of the Chianti region’s wine culture. It’s an excellent option if you’re seeking a more personalised experience.

How far in advance should I book a wine tour? To avoid disappointment, especially during peak tourist seasons, I recommend booking your tour a few weeks in advance. This ensures you get the tour and date that best suits your schedule.

Are there any health or safety measures in place? Tour operators generally adhere to current health and safety guidelines, which may include measures like reduced group sizes and enhanced sanitisation practices. It’s wise to check with your tour provider for their specific health and safety policies.

Can dietary restrictions be accommodated? Most tours are happy to cater to dietary needs like vegetarian or gluten-free options, provided you inform them in advance. It’s important to communicate any dietary restrictions when making your booking to ensure they can accommodate your needs.

Conclusion: Best Chianti Wine Tasting Tours from Florence

In conclusion, if you’re looking for an enriching and authentic experience, my top recommendation remains the Small-Group Wine Tasting Experience in the Tuscan Countryside . This tour encapsulates the essence of Chianti’s winemaking tradition and Tuscan beauty, making it an ideal choice for those seeking to delve into the region’s enological wonders.

For a more comprehensive exploration of Florence and its surroundings, be sure to delve into other content on my blog.

Whether you’re planning a quick getaway or an extended stay, my 2-day Florence itinerary offers a curated guide to experiencing the city’s highlights.

If you’re pondering over whether Florence is worth visiting , my post on deciding the ideal duration for your visit will be invaluable.

For those intrigued by Florence’s charm and contemplating its worth as a destination, my post addressing whether Florence is worth visiting will provide you with a balanced view, including tips on how to navigate any potential obstacles you may encounter.

And for those with a thirst for more Tuscan adventures, don’t miss my comprehensive Tuscany road trip itinerary . It’s perfect for those wanting to explore beyond Florence, offering a journey through some of Tuscany’s most stunning hilltop towns and villages , each brimming with history, culture, and scenic beauty.

Each of these guides is designed to enhance your Tuscan experience, ensuring your visit is as memorable and fulfilling as possible. Happy exploring!

Related reading for Florence and Tuscany

• Is Florence worth visiting | Is Florence Worth Visiting? 19 Pros + 6 Cons to Help You Decide
• How many days in Florence | How Many Days in Florence? Essential Tips & Itineraries 2024
• Hotels in Florence with a pool | 14 Incredible Hotels In Florence With A Pool In 2024
• 2 days in Florence | 2 Days in Florence: Perfect Itinerary for an Italian Escape
• Airbnbs in Florence | Ultimate List Of The Best 17 Airbnbs In Florence Italy For Luxury Lovers
• Florence Rome Amalfi Coast itinerary | Sophisticated 10-Day Florence, Rome & Amalfi Coast Itinerary
• Best Chianti wine tours from Florence | 15 Best Chianti Wine Tours From Florence: 2024 Curated Picks
• Best brunello wine tours | Best 15 Brunello Wine Tours: Curated Picks & Essential Tips
• Best Wine Tours In Montepulciano | 11 Best Wine Tours in Montepulciano: 2024 Curated Picks
• Best wine tours in Tuscany | 15 Best Wine Tours in Tuscany (+ Tips For Choosing)
• Villas In Tuscany With Private Pools | 19 Beautiful Villas In Tuscany With Private Pools [2024]
• Best Tuscany towns to stay | 11 Enchanting Towns in Tuscany for Your Bucket List
• Tuscan road trip | Tuscany Guide – How To Have A Very Memorable Tuscan Road Trip
• Wine tours in Siena | 10 Best Wine Tours in Siena [2024 Picks] + Tips to Maximise Your Experience
• Best airbnb Siena Italy | Siena’s Best Airbnbs for 2024: Your Guide to Unforgettable Stays

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Hi there! I'm Isabelle, aficionado of immersive travel experiences and unique, luxurious hotels. You'll most likely find me camera in hand, or nerding out on research in advance of my next trip. A major foodie, history and scenery lover, nothing makes me happier than soaking in the atmosphere and culture of the destination I'm visiting.

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15 Best Wine Tastings And Tours In Chianti

The wine tastings and tours in Chianti are something you should try at least once (or many times – no judgement here!) in your life. That’s because Chianti is famous for its wine, particularly the Chianti Classico , a red wine made primarily from Sangiovese grapes.

This region’s winemaking process is embedded into its cultural heritage and the traditions that have established the wineries and companies that are offering the best Chianti wine tours.

Our team has lined up 15 of their favorite wine tastings and tours in Chianti. Check out their ratings for yourself! You just have to pick the one that appeals to your preferences and level of curiosity.

Chianti Wine Tour from Florence

Region: Chianti, Tuscany, Italy

2500 five-star ratings can’t be wrong. On this Chianti wine tour from Florence , you’ll pass through the Sienese Chianti Classico region along the historical “Via Chiantigiana” and be rewarded with a family-run organic winery and stunning views of the undulating hills that have made this region of Tuscany so well-known. A passionate winemaker will greet you here and take you on a little stroll through the vines and down the slope. 

Upon arrival, you’ll be greeted with a tasting of four distinct wines and exclusive local products followed by a guided tour of the cellars and the beautiful, aromatic garden.

Why we love this tour: Can I just say first that the garden is so pretty! Also, I love that it’s very convenient and comfy because they pick you up from Florence in an air-conditioned coach.

From $49.59

Greve in Chianti Wine Tasting and Winery Tour

There is no better joy for a true wine enthusiast than discovering how their favorite Tuscan red wine is produced. This comprehensive wine-tasting and winery tour in Chianti is of a family-owned, organic winery. They’ll teach you everything there is to know about Chianti Classico. 

Explore the picturesque vineyard and savor four distinct red wines within the ambiance of the on-site cellar . Enjoy your tasting with some salami and fresh cheeses that are produced locally.

Why we love this tour: I personally loved the extra virgin olive oil – I took one (OK, three) home.

From $55.10

Private Wine Tours VIP: Wines and Wineries of Chianti Classico

Take advantage of this exclusive wine trip in a Mercedes E-Class with onboard Wi-Fi and a driver who is an expert on local wines. Discover Chianti in style straight from your Florence vacation rental/hotel. Pay-as-you-go tickets for entry, lunch, and samples while you dine at the upscale Poggio Amorelli winery and savor wines like Super Tuscans and Chianti Riserva. You can also sample extra virgin olive oil and balsamic vinegar.

Why we love this tour: Aside from the wine tour itself, you’ll stop at places that have the most breathtaking views, and you can take some photos. Make a stop at the FAMOUS Antinori nel Chianti Classico winery . It’s part of this luxurious tour!

From $837.48

Semi-Private Chianti Wine Tour, Siena Underground & San Gimignano

Region: Florence to San Gimignano

Join this small-group, private trip from Florence to San Gimignano to sample some of the most well-known white wines in Italy. All-day transportation is included while you explore a boutique vineyard, Piazza del Campo, medieval caves, and other lesser-known Siena attractions. Indulge in the region’s renowned ice cream, cheese, bruschetta, and salami, as well as Chianti wine.

Why we love this tour: Visiting lesser-known Siena attractions was one of the highlights for me on this tour. You’ll get to explore a medieval cave, the medieval square, and the beautiful Gothic cathedral in the area.

From $154.34

Chianti Wine Tour with Tuscan Lunch, Open Top Van, Max 6 Pax

Take an open-air minivan tour to experience famous Chianti cuisine while soaking up the Tuscan sun. Your group will drive across the countryside after leaving Florence, stopping at a local cellar for a tour and tasting. 

After taking a tour through the Chianti towns of Montefioralle and Greve, enjoy a traditional Tuscan lunch at a second cellar where each course is paired with a different wine.

Why we love this tour: We had quite a hard time booking this tour because it’s always sold out! Who doesn’t want to experience driving through Italy in an open-air minivan???? It was really cool.

From $198.35

Chianti Wine Tour: Tuscan Reds

The purpose of this five-red wine tasting is to give you a thorough understanding of the Chianti Rufina region. The robust character of Sangiovese grapes in a Chianti Rufina vintage will greet you at the start of your voyage, followed by the allure of Super Tuscans and Chianti Rufina Reserves.

Why we love this tour: This is a one-of-a-kind experience because the villa belongs to the most ancient Florentine family. This family has been producing wine for 25 generations!!

From $38.57

Half Day Chianti Wine Tour with Private Luxury Van

Enjoy a fascinating half-day exploring the historic vineyards, medieval towns, and renownedly beautiful scenery of the Chianti wine area. When you hire a private luxury car from Florence , you can have a knowledgeable local driver take you to some of the best family-run wineries in the region. There, you can sample the region’s produce, such as extra-virgin olive oil and well-known wine varietals like Chianti Classico, and learn about traditional production methods. 

You can tailor the private tour to your preferences, for example, by including a stop at a nearby farm for a traditional Tuscan lunch.

Why we love this tour: It’s very flexible because you can choose where you want to go. We definitely stopped for a traditional Tuscan lunch at a farm, and it was worth it.

From $550.98

Sunset VIP Chianti Wine Tour

Come along for a 4-hour tour of Tuscany’s renowned Chianti Valley, a culinary utopia for foodies. This semi-private tour will demonstrate what foodies and wine enthusiasts go from all over the world to enjoy. 

As you tour local wineries for special samples straight from their cellars and vineyards, your guide will share information on the history and enology of the area. To top it all off, there can be an optional lunch.

Why we love this tour: We had free time to explore the narrow alleys and cute boutique shops along Castellina In Chianti. That’s where I bought a souvenir!

From $247.94

Small-Group Chianti Tradition Wine Tour

One of the most well-known wine regions in Tuscany is only a short drive from Florence, yet the majority of Chianti’s small, independent producers are hidden away in the picturesque hills and are only well-known to locals. With this tour, you may visit family-run Chianti Classico wineries without having to drive. With the assistance of a knowledgeable wine guide, take advantage of two stops for wine tastings and a winery dinner.

Why we love this tour: Do you know that Tuscan delicacies are fantastic? I didn’t! That’s why I was very fascinated with the winery dinner. And the delicacies are paired with Chianti Classico.

From $292.02

Off-Road Wine Tour in Chianti from Florence

Wine and driving don’t go together, so take advantage of this guided tour and let your guide take you on an off-road adventure through the Chianti Valley . Enjoy 15 wine tastings, honey and olive oil tastings, and a traditional Tuscan picnic lunch in a vintage SUV while touring three distinct wine caves.

Why we love this tour: They were not kidding when they said ‘wine tour’ because we literally tasted 15 wines along with honey and olive tastings. The traditional Tuscan picnic lunch is the cherry on top. Just perfect.

From $444.09

Chianti Half-Day Wine Tour in the Tuscan Hills from Pisa

Take a half-day tasting tour from Pisa to the well-known Chianti wine area and indulge your senses. See the sloping vineyards and olive groves of the Tuscan countryside while stopping at a winery to taste the nearby produce. 

Take an olive oil tasting and sample a variety of wines, including the well-known red Chianti, while learning about organic and traditional winemaking techniques and taking cellar and estate visits.

Why we love this tour: They say it’s the Italians’ traditional way of life – after taking a tour of the vineyard, we tasted a selection of wines with typical bruschetta, pecorino chees, and ham.

From $98.07

Walking Tour of Siena with Food & Chianti Wine

Tour Siena with a local guide to gain insight into the city that the guidebooks are unable to provide. In a small, ten-person group, you will stroll through Siena, learning about the background of the adjacent monuments and the UNESCO-listed Piazza del Campo while also enjoying traditional Tuscan fare and Chianti wine.

Why we love this tour: Get the best vantage points in Siena with this walking tour. I might have taken millions of selfies and landscape photos because the neighborhood is just so beautiful!

From $68.05

Siena, San Gimignano, and Chianti Wine Small-Group Tour from Pisa

This 10-hour day trip from Pisa to Siena and San Gimignano allows you to spend a day discovering two enchanted Tuscan towns. Savor a wine tasting while exploring the allure of these ancient medieval cities.

Why we love this tour: If you haven’t seen the movie ‘Tea with Mussolini,’ then you should before joining this trip. They filmed at one of the shops in San Gimignano.

From $175.21

San Gimignano: Original & Fun Wine Tour in Chianti by TukTuk

On a traditional Ape Calessino, an Italian tuk-tuk with three wheels, tour the Tuscan countryside near San Gimignano. Leave the Poggibonsi, which are close to San Gimignano and Siena, and go through the Chianti hills and Tuscany’s expansive roadways, passing by rural homes, cypress forests, and vineyards. After that, make a stop at a nearby winery for a traditional Tuscan lunch and tastings of wine and olive oil.

Why we love this tour: This trip was really fun since it was my first time riding a tuk-tuk. It was very easy to see the scenery while feeling the breeze from the wind. It’s a core memory for me.

From $220.39

Chianti Half-Day Wine Tour in the Tuscan Hills, Small Group from Lucca

Take a leisurely half-day tour from Lucca to sample real Tuscan wine directly from the source. Try some sweet, white, and red wines, as well as regional goods like extra-virgin olive oil. Discover the processes involved in producing some of the most sought-after wine in the world and learn about classic wine production techniques.

Why we love this tour: You can have lunch at one of the wineries, and it was fantastic!

Get The Best Of Chianti Wine Tours

A visit to Chianti is incomplete without indulging in the local nectar, and what better way to do so than by joining a delightful wine tour and tasting? Imagine the joy of sipping on velvety Chianti Classico while basking in the warm Tuscan sun, surrounded by panoramic views of lush landscapes.

Whether you’re a wine enthusiast or just eager to experience the authentic flavors of Italy, Chianti’s wine tours offer a welcoming embrace into the world of Sangiovese and culinary delights.

Let the charming villages, delectable cuisine, and the clink of glasses filled with exceptional wine create core memories for you like they did for me!

Wine Tastings And Tours in Chianti FAQs

Is chianti a good place to visit.

Absolutely! Chianti is a fantastic destination for those seeking a blend of breathtaking landscapes, rich cultural heritage, and, of course, world-class wines. The region’s picturesque vineyards, charming villages, and warm hospitality make it a delightful experience for travelers.

What time of year is best for wine tours in Chianti?

The best time for wine tours in Chianti depends on personal preferences. However, many visitors find spring (April to June) and early fall (September to October) ideal. The weather is generally pleasant during these months, and the vineyards are lush and vibrant. Harvest season in the fall is particularly popular, offering a chance to witness the winemaking process.

What is the prettiest town in Chianti?

Many visitors consider Radda in Chianti, with its medieval architecture, winding streets, and panoramic views, to be one of the prettiest towns in the region. Greve in Chianti, known for its central piazza and historical significance, is also highly regarded.

How far is Florence from Chianti?

Florence is conveniently close to Chianti, making it a popular day trip or a base for exploring the region. The distance between Florence and the Chianti region varies depending on the specific town you’re visiting, but on average, it’s around 20 to 30 kilometers (12 to 18 miles). The journey takes approximately 30 minutes to an hour by car, depending on the specific location within Chianti.

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The Best Wine Tasting & Tours In Chianti

Browse through the best selection of chianti wine tours.

Wine tasting and tour at Azienda Agricola Campochiarenti

A guided wine tasting with grapes from native grapes of Tuscany and winery tour at Azienda Agricola Campochiarenti

Wine tasting and tour at San Fabiano Calcinaia

Learn about winemaking on a vineyard visit at San Fabiano Calcinaia and enjoy a wine tasting paired with local cuisine

Organic Wine Tasting & Brunch at Fattoria Majnoni Guicciardini

Wine Tasting in Chianti, Tuscany: Experience the popular wine tasting at Fattoria Majnoni Guicciardini and savor the finest wines of Chianti

Chianti & Chianti Classico Wine Tour and Tasting at San Fabiano Calcinaia

Chianti Wine Tasting: Experience the Essence of Chianti in the Heart of Tuscany

Wine Tasting | Az. Agr. Il Sole Verde

Wine Tasting: Indulge in the Flavors of Tuscany with Exceptional Wine Tours in Tuscany, Chianti

Wine Tasting of our Gratena Nero

Wines that represent the Tuscan Terroir, this means a wine with the perfume of the Tuscan soil. Come and have a whiff of this rich wine.

Walking in the vineyard with as glass of wine

Wine tastings for your mind and soul

Tasting of Three Chianti Rufina Wines at Marchesi Gondi - Tenuta Bossi

Marchesi Gondi: A Brief Wine Tasting Experience Showcasing the Flavors of Chianti, Tuscany

Sensory Dinner at Castello di Tornano

Sangiovese Wine Tasting at Castello di Tornano

Explore the historic ambiance of the Castello di Tornano wine shop. Renovated from ancient dungeons, it offers a captivating environment for wine enthusiasts in Tuscany

Lunch, Wines and Delights

Delightful dining experience in Tuscany wine region: lunch paired with wine tasting at "La Vedetta di Tornano" restaurant

IGT Wine Tasting at Castello di Tornano

Immerse yourself in the winemaking heritage and historical charm of Castello di Tornano's wine shop, located in the beautiful Tuscany wine region

Chianti Wine Tours Offered by Local Guides

Secret Food Tours Florence

We'll introduce you to the real Florence, away from the tourist traps and the museums, where you...

Vespa Tour in Chianti area from Florence

Enjoy a Special Wine Tasting and Tour in Chianti Wine Region

Val d'Orcia Original wine tour from Siena

Full Day of Culture in Chianti, Tuscany

Val d'Orcia Original Wine Tour from Florence

Guided Full Day Tour of Culture and Wine in Tuscany

Siena, San Gimignano and Pisa with Lunch

Wine Tour with Visit to Leaning Tower of Pisa in Tuscany

San Gimignano, Siena & Chianti

Enjoy a full-day tour of Tuscany wine regions

San Gimignano, Chianti & Montalcino from Siena

Full Day Guided Wine Tour in Tuscany

Safari Chianti Experience

Quality Wine Tasting in Chianti, Tuscany

Pizza and Tiramisù Making Class

Become A Part of A Culinary Adventure in Chianti : Master the Art of Pizza and Tiramisù

Fiat 500: Vintage Tour on Chianti Roads from Siena

Scenic Tour in Tuscany

Fiat 500: Vintage Tour on Chianti Roads from Florence

Guided Wine Tour of the Tuscan Countryside

Dinner in the Chianti Vineyards from Siena

A Magical Fusion of Wine and Dine in Chianti, Tuscany

Are you looking for something specific?

Explore our experience categories and discover the perfect wine adventure in Chianti

Art & Wine Tours in Chianti

Bike & Wine Tours in Chianti

Cheese & Wine Tastings in Chianti

Food & Wine Tours in Chianti

Hike & Wine in Chianti

Outdoor Wine Activities in Chianti

Picnic & Wine Tours in Chianti

Winery Restaurants in Chianti

Best cities to visit in chianti, italy.

Chianti Wine Map

Frequently asked questions.

The most frequently asked questions by our visitors

Come raggiungere degustazioni di vino e tour nel Chianti?

La migliore stagione per vivere tour di degustazione di vini nel chianti, cosa assaggiare nel chianti.

• Il Chianti di uno o due anni si distingue per il suo colore rubino trasparente, il suo aroma fruttato. È molto acido e ha un sapore decorato. Le uve per questo vengono raccolte da 8 sotto-regioni del Chianti.
• Il Chianti Classico è fatto solo con Sangiovese, che qui viene coltivato con successo da migliaia di anni. Le uve vengono coltivate solo nell'area storica del Chianti Classico. L'invecchiamento per 7 mesi in bottiglia è un periodo obbligatorio. Questo vino ha un sapore complesso e corposo e un lungo periodo di invecchiamento. Il suo colore rosso scuro con sfumature viola è affascinante, e l'aroma di bacche-viola è unico.
• Il Chianti Classico Riserva è un vino di alta qualità fatto da uve con un rendimento ridotto. Invecchiamento in bottiglia per almeno 3 anni. La categoria Riserva rappresenta oggi il 20% della produzione totale di Chianti. Questo è un vino di colore melograno con aroma di spezie e frutti di bosco, dal sapore vellutato.

Come è un tipico tour di degustazione di vini nel Chianti?

Cosa visitare nel chianti, qual è il modo migliore per bere il chianti, design your perfect wine holiday in chianti, personalize your wine experiences with our team of experts..

Explore the charming vineyards of Chianti on a personalized wine tour that starts in Florence. Our private tours give you exclusive access to some of Chianti's finest winemakers, where you can learn about the art of winemaking and sample exquisite wines in a relaxed, intimate setting. We tailor each tour to your tastes and interests, ensuring a unique experience that dives deep into the region's rich wine culture. To make your visit truly unforgettable, please fill out the form below and let us help you create the perfect itinerary.

Quali luoghi offrono le migliori degustazioni di vino e tour per famiglie con bambini?

• Cincinelli Marco
• Fattoria Montepescini
• Fattoria di Petrognano

Quali luoghi offrono i migliori tour del vino per gruppi?

• Fattoria Uccelliera
• Poderi Arcangelo
• Pietraserena

Dove mangiare in Chianti?

• Fattoria Di Montemorli
• Fattoria La Striscia

Quali piatti si abbinano bene con il Chianti?

Quale formaggio si abbina bene con il chianti, what travellers says about chianti wine tours.

Read more about Chianti

Get more information about Chianti wine subregion located in Tuscany , Italy . Explore other nearby subregions, like Chianti Classico and San Gimignano to discover tips and suggestions for your next trip.

Discover more experiences in Chianti

Check out the best Wine Tasting & Tours in Tuscany . If you are looking for more nearby wineries to choose from, visit the Wineries in Chianti page.

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Join our newsletter now to receive our free guide on how to plan the perfect wine tour

17 Best Chianti Wine Tours from Florence to Discover the Heart of Tuscany

• 3 Pinterest

Chianti, one of the most famous wine regions in Italy , is a Bucket List listicle included in millions of travelers’ dreams! Spend the day swirling, tasting and savoring white, reds, rosés and other blends (including the famous Chianti Classico) at the wineries outside of Florence .

Don’t miss the best Chianti wine tours from Florence  and check our top3 recommendations: the highest-rated tour, a full-day excursion through the picturesque Chianti region, and an enchanting experience combining Chianti wine tasting with the thrill of horseback riding through the scenic landscapes.

Travel tip: While you’re in this part of Italia and looking for things to do in Florence , check out some of the other best day trips from Florence .

Want to dive straight in? Browse our catalog now!

• Chianti Wine Tours From Florence

1 – Wineries Tour with Food & Wine Tasting

Rating: ⭐️ 4.5/5 ( 4728 reviews )

“The tour led by Jacob and driven by Claudio was an exceptional experience from start to finish…The combination of their expertise created a perfect blend for a memorable day. I highly recommend this tour for anyone seeking a delightful and educational wine-tasting adventure.” Eduardo, Getyourguide

One for the history buffs: while some wine expeditions simply cart travelers from A to B, Ciaoflorence Tours & Travel ’s tour focuses on the details at every stop. A hands-on experience from the get-go, at the two wineries, you have plenty of time to meet the winemakers, chat and walk through the vineyards without feeling rushed.

Learn about the history of each estate, what goes into the wine-making process (including titbits like what materials are selected to make the barrels) and also what types of wine they manufacture.

You are served four glasses at the first and three glasses at the second, both coupled with food pairings of cheese, bread, salumi and olive oils.

• check offer
• Expert live multilingual tour guide
• Guided wine tasting
• The departure point is a 5 to 10-minute walk from the Santa Maria Novella train station)
• Includes round-trip transport to and from Florence in an AC bus or minivan
• Doesn’t include hotel pick-up and drop-off, so you will need to meet at the departure point and go from here
• The onboard commentary might be multilingual depending on group participants
• For large groups you will be split into two for the winery tours and travel journeys
• If booking as a large group, it's recommended to make one singular booking to ensure you all travel together on the same bus

Led by a passionate and super knowledgeable local guide the entire time (and not just a driver), they love sharing stories and history on the region and landmarks that you pass by throughout the day. Learn in-depth details at the wineries as you explore the facilities, have one-on-one conversations with the wine producers and hear the secrets that set their vines apart from the rest.

2 – 1-Day Tour of Chianti Classico, Montalcino & Montepulciano

Rating: ⭐️ 4.5/5 ( 1866 reviews )

“Everything was amazing!!! Friendly staff thank you very much for all!!! Change nothing!” Gibertoni, Headout

Did you know that the Tuscan countryside comprises multiple micro-wine regions and is not only the Chianti part? During this comprehensive day tour, explore the other famous wine-producing areas, such as Montepulciano and Montalcino, passing through picturesque Val d’Orcia as well.

Your first stop is Chianti, breaking to sample DOCG Chianti wine and for food pairings. Journey further along to Montalcino in the heart of Val d’Orcia, indulging in a two-course lunch in the most mesmerizing setting, paired with vino like Rosso di Montalcino, Brunello, and Supertuscan. Your last wine-tasting stop is in Montepulciano, entering ancient cellars where you can enjoy a glass (or two) of the famous Noble wine.

• English-speaking driver
• Guided wine and olive oil tasting
• Includes transfers by luxury minivan
• Your driver adds commentary on the roads but is not an official tour guide on Italian history or art
• All meals and wine tastings are inclusive
• Tours are limited to 8 pax and requires a minimum of 4 passengers to join

How good does a glass of vin santo (Tuscan dessert wine), bread with extra virgin olive oil and lavender honey sound? Heavily focusing on the vino side of things, every destination on this itinerary has been carefully selected to show you the best of the best of Tuscany’s wine production! After about 10 glasses of wine throughout the day, arrive back in Florence feeling ultra merry!

3 – Chianti winery, horseback ride, visit S.Gimignano & Tuscan lunch

Rating: ⭐️ 5/5 ( 267 reviews )

“My friends and I had the best day ever! The day was perfectly planned and the food and wine at the winery was amazing! So happy we booked it and would definitely recommend!” Sophia, Viator

One for the dreamers, romantics and horse whisperers; imagine trotting through verdant vineyards and rows of olive trees on horseback ? Headed up by Chianti Wine Tour  in and around gorgeous San Gimignano, it’s a beautiful way to explore this part of the Toscana countryside, lapping up the Chianti region’s breathtaking scenes of endless rolling hills.

A three-course lunch awaits you at a local restaurant in San Gimignano, partnered with your wine-tasting class. A ticket to the San Gimignano1300 museum is included for a glimpse of what this hilltop medieval town and its outlying landscapes looked like thousands of years ago!

• Informative English-speaking tour guide
• English and Italian
• The horseback ride itself is 1.5 hours
• The tour is suitable for all ages, but only children over six years old can ride (must be taller than 1.1 meters)
• Before you ride enjoy a mandatory pre-ride horse riding orientation and get geared up with helmets, etc
• If you aren’t up for it, swap out this time for a farm tour instead
• Round-trip transfers in a comfy AC 8-seater minivan are included
• Buy and ship local products back home from the wineries you visit
• This excursion is wheelchair accessible
• Infant seats are available
• Tour size is limited to small groups of 8 pax

Speaking from personal experience, San Gimignano was one of our favorite destinations in all of Tuscany and is a goosebump-inducing moment as you enter through the stoned walls. Combining all the activities and the areas that you visit during this excursion, it’s truly idyllic for those on a honeymoon!

4 – Chianti Half Day Wine Tasting Tour

Rating: ⭐️ 4.5/5 ( 2062 reviews )

“It was excellent. Really enjoyed it. the Two wineries that they selected were just perfect. You’ll find perfect spots for some pictures.” Devanshu, Headout

Calling all serious wine connoisseurs: dive straight into Chianti’s wine scene with a half-day adventure through Tuscany’s undulating hillsides covered in vineyards. Two well-known wineries are included on this itinerary, with ample time at each to wander through the estate and become educated on the process of wine production. For example, visit Fattoria Lornano and Casale dello Sparviero (both located near Chianti’s Castellina).

See first-hand how the grapes are grown, harvested and finally, bottled, enjoying time in the cellar at both locales for wine tastings and snacks of cold cuts. Topple it off with a final stop in Monteriggioni — a tiny fortified medieval town perched on top of a hillock.

• Expert multilingual guide
• English, Spanish Italian, Portuguese, French, Chinese, and Japanese
• Round-trip transfers in an air-conditioned GT coach included
• The tour is inclusive of all tastings, both food and wine
• Add on extras like snacks for the ride
• There is an option to extend the tour, visiting Siena afterward for dinner

Most of your time is spent at the various vineyards, and so you really feel as if you’re getting your fill of a wine-centric experience. We love the personalized tours through the cellars, led by experts in the field. Also, stopping by magical Monteriggioni in Siena is the perfect way to end the day! The town is small enough to walk in just 10 to 15 minutes tops.

5 – Tuscan Villas with Vineyards, Cheese, Wine & Lunch

Rating: ⭐️ 5/5 ( 2975 reviews )

“The wineries were incredible, the tours of cellars and gardens were super fun, the food was amazing, and the wine selection was so good! This tour is very thoughtfully planned and it was a once in a lifetime experience. Honestly, no words to describe it, just do yourself a favor and book the tour!” Raissa, Viator

Enjoy the road less traveled with Walkabout Florence Tours ’ wine and food 4×4 venture through the Tuscan countryside — and for anyone joining this tour, arrive hungry and thirsty! Wine estates, historic villas and antiquated cellars are the highlights, pulling over at each for vino tastings, food pairings and a traditional Italian feast!

At the first winery, go on a guided tour of its age-old cellars and sample different blends paired with olive oils and cured meats. Next, navigate your way to an olive mill, exploring the estate’s underground tunnels and garden. A three-course lunch is served at a traditional Tuscan wine restaurant; then it’s off to your final destination for the day’s last three wine and cheese pairings!

• No participants under 18; this is a lovely adults-only option if you’re here on a romantic vacation
• Includes transport in an AC 4x4 vehicle
• Inclusive of food, olive oil and wine tastings
• No vegetarian options available, nor catering for specific dietary requirements
• Group tours are limited to 26 pax

This is one for adventurous souls, swapping out mundane tour buses for an epic off-road 4×4 vehicle! This means your route differs slightly from the usual; able to travel dirt roads you cannot in a car, for example. It’s jam-packed with food and wine offers, from your lunch of fresh pasta to the glasses of Chianti Classico.

6 – Private Tour: Chianti Winery, Montefioralle & Greve

Rating: ⭐️ 4.5/5 ( 618 reviews )

“The journey to Chianti was lovely. Enjoyed the wine tasting and trying the olive oil.” Serena, Headout

One part of the region sure not to miss is Greve, considered the first introduction to the famed Chianti stretch! Doused in fancy wine estates, historical wineries, and neighbors like ancient Montefioralle on the horizon, it’s one scenic beauty! Perfect for those after Florence private tours .

Uncover it all during Tuscansafari ’s intimate journey to castles, countrysides, medieval towns and local shops selling mouth-watering produce. First, visit 11th-century Montefioralle, then Greve (pre-organize wine and olive oil tastings here if you wish) ,and then the wine action begins at a nearby winery!Walk away with new facts, such as what goes into growing Sangiovese grapes used to make the bottles you’re drinking!

• Driver guide
• Choose between a morning or afternoon expedition
• Includes round-trip transport in an AC minivan to either the designated meeting point or alternatively, opt to pre-arrange with the operator a hotel pick-up
• Wine tastings included
• If you require infant seats, please make a note when booking online (in the Special Requirements box)
• This is a private tour for your group only

Two towns, tastings of all sorts and to top it off, an informative (and passionate) experience at a classic Chianti winery, leave this Tuscan venture with hearts full. You have enough time in Montefioralle and Greve to walk around for a bit, pop into the stores (there’s a super cute shop in Greve for handcrafted home and kitchen goodies) or enjoy a quick espresso!

7 – Small Group Tour with Lunch and Tastings

Rating: ⭐️ 5/5 ( 526 reviews )

“This was an excellent tour, one of the best we’ve ever taken. The wineries were great, all very well prepared with well-informed guides and great tastings. The scenery was of course incredible and the drive was not too long. Or tour guide, Leo was amazing, he took the tour to the next level.” Rick, Viator

Winery tours and tastings, shopping and visits to Tuscan villages, what more could you ask for in a day trip out in the countryside? Prestige Rent presents three gorgeous wineries to discover in the heart of Chianti!Travel 30 minutes outside Florence to your first stop: Fattoria di San Michele a Torri.

The 370-hectare winery is famed for its olive oil production and of course, vino, and you will indulge in tastings of both. Jump off at Greve in Chianti with about half an hour to check out the small town (on Saturday mornings, there’s a sweet little local market). Lunch consisting of Tuscan specialties is set up at Casa Emma, but not before touring the groves and grounds. The day concludes at family-run Villa Poggio Torselli (a winery boasting the most stunning garden!).

• Professional and informative English-speaking driver and guide to lead you through the experience
• Expert guided tour at the wine cellars
• Please be at the meeting point no later than 8.45 AM
• Includes transport in an AC vehicle with onboard wifi
• You will have to climb a few cellar steps
• A vegetarian menu is available upon request
• If you need to store any luggage, you can do so safely on the bus during winery visits
• Groups are capped at 25 pax
• No participants under 12 years old, including infants

Honestly, Villa Poggio Torselli (the final wine estate) is breathtaking and epitomizes Renaissance fantasies! The estate focuses on producing unique products from the region, like Sangiovese grapes. For the curious ones, throughout the day try wines like Chianti Classico, Riserva and Super Tuscans. On the menu it’s handmade pasta, cured hams and salami, local cheeses, bruschetta and dessert.

8 – Wine Tour with Lunch, Visit to S.Gimignano & Organic Wineries

Rating: ⭐️ 5/5 ( 635 reviews )

“The wine was delicious and so was the food. We highly recommend this tour to anyone looking to explore the Tuscan wine country. So glad we chose this tour over the other options!” Francesca, Viator

If you’re in search of the best Chianti wine tours from Florence offering something slightly different from the rest, the Chianti Wine Tour is the way to go! Journey through the region littered with olive groves, grape vineyards and local farms, traveling to magical San Gimignano, where the bulk of this excursion happens.

Just over an hour from the capital city, this medieval landscape is like nowhere else! Surrounding the centuries-old ramparts are a handful of vineyards forming part of the Routes of Wine. You visit two wineries, and the San Gimignano area is known for its Vernaccia di San Gimignano DOCG, San Gimignano Rosso DOC and I.G.T. Toscana wines.

• Live onboard commentary
• Guided wine tours at vineyards
• Guided tour of San Gimignano
• Includes round-trip transport
• Wine tastings and lunch are included
• Vegetarian options are available but make a note at booking time, and the same goes for all specific dietary requirements
• Group tours are limited to 16 participants
• You can book this as a private tour

Step back in time in San Gimignano, and this tour also includes time inside the untouched village. Here, visit the world gelato champion, Gelateria Dondoli (trust us, the wait in line is so totally worth it) and you will also inspect the SanGimigano1300 museum.

Tip: make sure to explore the town’s side alleys for the prettiest pictures!

9 – Small Group – 2 Wineries & Meat Feast with Dario Cecchini

Rating: ⭐️ 5/5 ( 161 reviews )

“Fabulous tour, informative guide beautiful wines, and the scenery was spectacular, I recommend. Lunch was also superb it’s a must do.” Linda, Viator

Keeping things extra intimate, cruise to family-run estates in Val di Pesa and Greve with Grape Tours , preparing yourselves for a meat-rich feast at a famous eighth-generation butcher!

Nestled behind a stoney farmhouse and ascending the hill is the first set of vineyards you’ll investigate, belonging to Casa Erta – Fattoria Corzano e Paterno. Once wine tastings and cellar room visits are complete, it’s time to satisfy your bellies at internationally-renowned Antica Macelleria Cecchini, where globally acclaimed butcher Dario Cecchini treats you to a meaty extravaganza! The expedition concludes in Greve, breaking for a brisk gander around the teeny iconic Chianti town!

• Local tour guide
• This is a small group tour capped at 8 pax
• Please arrive at the departure point 15 minutes before the set starting time
• 10 wine tastings and lunch are included
• The minimum age to participate in this excursion is 18 years old

If you’re on honeymoon or traveling with your family, this is a fantastic option, with tours limited to small groups. The Casa Erta property dates back centuries and the olive oil and cheese-producing farm operated through generations. Nothing beats conversations with the family, who know the lay of the land like the back of their hand!

10 – Vintage Tour on a Fiat 500 With Lunch & Visit to a Winery

Rating: ⭐️ 4/5 ( 3 reviews )

“If in town you have to do this, amazing.” Anonymous, Musement

Feel like a pukka local as you veer around the Chianti region … in a vintage Fiat 500 ! A brand born and bred in Italia some 120 years ago, it doesn’t get more authentic than this!

Cruise from one picturesque town to the next, driving the hilly roads where antiquated villas and castellos, centuries-old wineries and farmhouses line either side. At the winery, walk through the groves, learn more about the manufacturing processes (and history of the estate) and sample its fine blends inside the tasting room. Relish in a light lunch afterward, and then this Tour and Travel Services SA tour heads back to Florence.

• Professional tour escort
• English, Spanish and Italian
• If you are vegetarian, there is a menu available for you on request
• A pick-up service is available from Villa Costanza, Scandicci, Florence
• To drive the manual (stick shift) Fiat 500 yourself if you have a valid driver’s license
• Only those over 18 are allowed to drive (the minimum driving age according to Italian law)
• Cars fit four people only
• Overall price includes third-party insurance for civil liability, driver insurance, fuel and taxes
• You will need to do a pre-authorization on your credit card (as a guarantee), and this will be canceled when you return with the vehicle later

Drive around the Chianti countryside with the wind blowing through your hair thanks to the Fiat 500’s (super cute) classic sunroof! This is optional, but it is super cool — especially on blistering hot summer days. If you had your heart set on riding a scooter but aren’t licensed/experienced, this is an excellent next-best option, especially when talking about a bona fide Italian ride!

11 – Off Road Wine Tour

Rating: ⭐️ 5/5 ( 15 reviews )

“Trip was fantastic. Our guides were great and shared many great stories. The 3 wineries we went to were amazing. Each very different but all with a great product. We loved trying the fresh olive oils at each as well.” Erin, Viator

If time is of the essence, get your complete fix (all 15 glasses worth) of wine tastings in a couple of hours thanks to Tuscany Private Tour ! Plus, hit the roads in a vintage Land Rover for extra excitement. Appreciate a tour of the cellars at Rocca Delle Macie — one of Tuscany’s more contemporary setups.

After seven tastings here, next is family-operated Podere La Piaggia. Enjoy a traditional lunch and four tastings, including some grappa. Get acquainted with this cellar’s history, and hear how they manufacture olive oil and honey.

The day finishes at La Castellina — one of the official Squarcialupi Ancient Estates — with three glasses of vino as a wind-down.

• Local expert driver/guide
• English, Italian, Spanish
• Lunch is included as well as all wine tastings and any other alcoholic beverages
• A vegetarian option is available, and you must specify when booking

Clocking in three wineries, this private expedition gives its participants an all-rounded experience, each of the estates differing slightly in character. It feels ultra-personal on all fronts, and because it’s just your group of people, get in all your questions worth! Also enjoy some time to check out Castellina in Chianti.

12 – Tuscany E-Bike Tour with lunch and tastings

Rating: ⭐️ 4.5/5 ( 181 reviews )

“We’re were lucky to have Giovanna (a sommelier) explain how to taste wines like the pros! She was a delight with an enthusiastic personality.” Yoland, Viator

Stay close but still see enough of the Chianti countryside and all it’s wonderful little wineries, twisting tree-lined roads and feelings of yonder years during Florencetown ‘s E-Bike expedition !

Enjoy the fruits of the locals’ labor at an olive oil mill farm and a boutique winery along the Anello del Rinascimento biking route! Leave behind the busy, making your way through Impruneta town with the approaching Chianti hillsides. Get clued up on the production process of extra virgin olive oil extraction and growing methods at Diadema Wine & EVO. Treat your palettes to the vino variations from the historical agricultural estate of the Bartolini Baldelli family!

• Professional tour guide
• Please arrive at the meeting point 15 minutes before the set departure time
• There are quite a few hills to conquer (Chianti is naturally hilly)
• Helmets and a water bottle are included
• Participants should have a moderate fitness level and you must have good riding skills
• Only tour goers over 13 years old (and taller than 1.65 meters) can join this e-bike adventure
• A vegetarian menu is available; just let them know in advance
• Third-party insurance for civil liability is included
• The group is limited to 10 pax

Heading out of Florence, the day begins with a sweeping view over the city from the iconic Piazzale Michelangelo — the perfect tone to kick things off! Also, because you’re powered by an electric bicycle, this means minimal effort is required, and the bike does most of the work!

13 – Wine Tour with Lunch Open Top Van Max 6 pax

Rating: ⭐️ 5/5 ( 71 reviews )

“10/10 would recommend! The whole day was so fun, the wineries were beautiful and family run. We had the best time!! Driving through the countryside was so enjoyable.” Haley, Viator

Any photography enthusiasts out there? Spend the day under the Tuscan sun, with rays glistening all around you and the tips of wispy trees giving you a head tickle as you journey around Chianti in an open-roof minivan!

Your first indulgences are at a Castellina winery, Poggio Amorelli, stopping for an hour’s worth of wine tastings. Exercise it off with a meander around Greve in Chianti, snapping pics of the ancient buildings and picturesque corners around Piazza Matteotti. Cruising past endless rows of Chianti Classico vineyards, arrive at Luiano Winery for specialty wines accompanied by a tasting menu for lunch in the cellar. Your Happy in Tuscany tour also includes a visit to the magnificent fortified village of Montefioralle.

Thanks to the car’s design you have more open and unlimited space for photo-taking (especially on a drive-by). We personally love that this tour centers around the Greve in the Chianti area as you really feel the essence of Chianti here. Visiting the Montefioralle hamlet is quite something, and if ever you are staying over in Greve, you can walk from town to town.

14 – Vineyards Tours in Private Luxury Van

Rating: ⭐️ 5/5 ( 13 reviews )

“After the first winery, we made more stops to small towns with beautiful views and shopping. Next vineyard was truly an experience. Wine tasting excellent and the owner very entertaining. The entire day was filled with amazing wine, food, and service from Simone.” Valerie, Viator

If you prefer to be the captain of your own agenda and don’t really enjoy guided group tours, Chianti Drivers ’ private excursion is perfect! That’s not to say there isn’t a predetermined route if you’d prefer…

Shop, eat and drink your way through Greve in Chianti, visiting the famed Antica Macelleria Falorni butcher deli.Pit stop for photo ops at a former castle, Castello di Montefioralle. Learn all about the grape-growing methods and manual harvesting and production practices at BROGIONI SAS, sampling Chianti Classico. Choose between an extensive wine tasting at Casa Emma, or if your stomachs call, line them with a Tuscan lunch and vino pairings in their vineyards.

• Expert English-speaking driver
• This is a private tour for your group only (transport seats seven passengers)
• You have the option to set out your own itinerary or go with the predetermined flow
• Includes roundtrip transfers in a luxury minivan
• Free onboard wifi is available, but please make this request when booking
• Lunch and wine tastings aren’t included in the total tour price
• Wine tastings range from €15 to €25 per person
• Lunch is typically between €40 and €60 per person

This one is perfect if you want to hire a private car vibe for the day but are hesitant to. With a designated driver at the wheel, board a luxury minivan and decide for yourselves where you’d like to go and what you want to do for the day out in the Chianti countryside. Your driver will take you there!

15 – Quad Tour ATV Adventure – Lunch and Wine Tasting

Rating: ⭐️ 5/5 ( 30 reviews )

“We had a great time. Lots of fun. ATV was easy to use for all of us and we were really able to take in the beautiful countryside, old castle and winery. Our host went above and beyond expectations to ensure an unforgettable experience.” Sherrie, Viator

Adventure-seekers, how riveting does voyaging through Chianti and its vineyards and olive groves in an ATV wheeler sound? Join Happy in Tuscany on an exciting venture whizzing along the Chianti Road behind the wheel of a quad bike , or if you don’t have the chutzpah for it, let one of the pros take control!

After your adrenaline fix, unwind with some shopping and food samplings in Montefioralle (officially listed as one of the most beautiful towns in Italy) and Greve. Then sit back, relax and enjoy a classic Tuscan lunch and six wine pairings at Fattoria di Luiano, each vino specifically chosen to compliment the food.

• Quad training guide
• Guided tour of Montefioralle
• Lunch and wine tastings are included
• Intro lesson is inclusive
• All gear, such as helmets and the quad bike rental included
• Please wear closed shoes on the ATVs
• Drivers need to have a valid driver’s license (bring along)
• Tours are limited to 4 pax
• Not suitable for travelers with back problems

If you’ve never ridden or driven a quad before, no worries. Before the day kicks off, you will receive a brief lesson on how to drive and work the four-wheeler. We also love this tour in particular because it’s a mixture of so many fun things and idyllic highlights epitomizing what Chianti is all about!

16 – Private Full-Day Siena & Chianti Classico Wine Experience

Rating: ⭐️ 5/5 ( 17 reviews )

“We then went into the rolling hills of Chianti and made many stops at tiny towns. The countryside was beautiful. Alex was able to tell us a lot of history and details about the buildings. Our last stop we were able to sample several wines while the kids had ice cream.” Don, Viator

If you’re seeking unforgettable things to do in Tuscany , Chianti and Siena are two of the most popular regions, and UNIQUETUSCANY private tours combine the best of both worlds in one day! Photograph gothic architecture in Siena with time to sightsee its must-see landmarks.

Make your way along the SS222 road through Strada in Chianti and scope out the castles in Castellina. Time to tantalize those taste buds at the luxurious Tenuta Casanova wine estate with a scrumptious lunch amid its organic farm — think classic Caprese salad and bruschetta for starters, wild boar lasagna for mains and gelato for dessert.

Each course is topped with years-aged balsamic from the vinegar cellar and paired with a carefully selected glass of craft vino from the wine cellar.

• English-speaking licensed driver
• Includes round-trip transfers in an AC Mercedes Minivan with onboard wifi
• Food samples at the Falorni butcher are inclusive
• Food and wine tastings are not included
• Wine tastings range from €20 to €30 per person
• Lunch is between €45 to €60 per person
• Vegetarian and gluten-free lunch is available upon request
• Please let the tour operator know prior of any food allergies

Ideal for travelers with limited time but hearts set on discovering both iconic destinations; this extensive full-day option traverses ancient cities, centuries-old wineries and iconic roads so pretty they belong on the front of a postcard! Also, the food fiesta at Tenuta Casanova is next-level! Other stops on the itinerary also include Greve and Panzano in Chianti.

17 – Cianti Wine Tastings at Sunset Day Trip

Rating: ⭐️ 4.5/5 ( 106 reviews )

“Our wine tour went above and beyond our expectations. Not only do you enjoy the best wines in the world, but you enjoy the company of beautiful and welcoming people as well.” Ryan, Viator

Toscana is beautiful at any given hour, but there’s something truly surreal about seeing the countryside at sunset. Leave behind Florence in the late afternoon along the Chiantigiana scenic route, beelining for Greve in Chianti, passing rolling hills laden with vineyards, groves, Cypress trees and farmsteads.

The ACCORD Italy Smart Tours & Experiences  tour is timed perfectly so that the wine-tasting part takes place at Golden Hour, sipping on the likes of Chianti Classico Vintage, Chianti Classico Riserva and Super Tuscan wines at a family-operated vineyard near Montefioralle.

Investigate behind the scenes, learning how this winery employs traditional production methods and with tour time in the cellar. Pull over in Badia a Passignano for an awe-inspiring sunset moment (and photographs)!

• Travel by either an AC car or minivan
• Choose to add on dinner at a Tuscan restaurant for an extra cost
• Infants are allowed but must sit on adults laps during the drives
• Tours are capped at 8 pax

We’re big fans of the charcuterie board at the winery, filled with all sorts of yummies like Tuscan Pecorino cheese with truffle oil, classic Tuscan bread and cold cuts. The cherry? Choose from a selection of Tuscan dessert specialties! Wine snobs: this experience includes two separate tastings comprising five sauvignon and rosé wines produced from Syrah grapes.

How to book Chianti wine tours from Florence?

This is wine country and one of the best places to visit in Italy ; endless companies offer Chianti wine tours! Available online, there are many travel websites advertising the various tours, each one with its own discounts and special extras. Prices may vary from one website to the next. Using our search engine, conveniently compare the different reviews, offers and prices.

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Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as waiting time, length of visit, general tips, and location information.

Chianti Wine Tour by Fun In Tuscany - All You Need to Know BEFORE You Go (2024)

The Chianti Experience: Small Group Half-Day Wine Tour from Florence

• Taste five of Chianti's best DOCG wines paired with light food tastings.
• Get insider knowledge with an expertly guided walking tour of the picturesque town of Greve, visiting the Museum of Wine and family-run shops that have been there for centuries.
• Learn about the iconic black rooster, the trademark of Chianti Classico bottles.
• Stroll through the vineyards of a family-run winery accompanied by the owners themselves.
• Enjoy a more relaxing Chianti wine tour with round-trip private transport from Florence and a small group size of 19 guests maximum.

Tour description

Taste for yourself why chianti wine is world renowned on a half-day tour from florence..

Escape the hustle and bustle of Florence and immerse yourself in the rolling hills of Chianti on this afternoon jaunt to wine country. You'll explore Chianti's two of best-loved wine cellars and wineries, where you'll be able to taste a total of five DOCG wines paired with light food tastings. With a knowledgeable expert to lead the way, you'll get a crash course in the cultural significance of winemaking in the region and learn how to better enjoy Italian wine on your own.

Step into some of Italy's most historic wine cellars and taste five exquisite Chianti wines.

Your Chianti wine tour begins in the early afternoon. We'll depart Florence via private transport and head straight to the historic town of Greve in Chianti. As you explore the town, you'll learn about its rich history and hear the stories of famous explorers and artists who once walked these very streets.

Visit a traditional butcher shop from the 1800s that’s still owned by the same family. Then, you’ll go next door to a wine cellar where you’ll enjoy an exclusive private tour tour of the Museum of Wine with your guide. This collection of artifacts will you insight into the long history of winemaking in the Chianti region.

Your first tasting stop of the day is at a family-run wine cellar where you’ll indulge in a delightful tasting of two of their top-quality wines led by a wine educator. The wines are paired perfectly with schiacciata and cold cuts, and you’ll uncover the secrets of Chianti's master salumieri and discover why charcuterie plays an integral role in the region's culture.

The next stop on your Chianti wine tour is a family-run Chianti winery focused on the small production of organic wines. As evening draws near, you'll stroll through the lush vineyards and step into the historic cellar with the owners on a guided tour. Before we depart for Florence, you’ll savor one last tasting of three exquisite wines perfectly paired with Tuscan seasonal products. An unforgettable way to wrap up our wine-tasting journey.

Enjoy a relaxed and intimate experience with all the details taken care of.

To make your Chianti wine tour more personalized, we keep our group sizes small with a maximum of 19 guests. Round-trip private transport is also included so you can sit back, relax, and enjoy the stunning scenery around you.

Sites visited

Verified guest reviews, oct 09, 2023.

the tour guide, Lorenzo, was amazing. He really did a great job of keeping the tour interesting during the travel time periods between stops. My one recommendation - give each tour customer a full glass of wine to drink at the end of each tasting event.

Oct 05, 2023

We really enjoyed our tour to the Chianti wine region. Our tour guide Lorenzo was exceptional. He was kind, funny, very knowledgeable and really made the trip enjoyable. The Castlevecchio was the highlight of the tour. The wine is exceptional and the winery is beautiful. We would highly recommend this tour. Mark and Libertee Thompson. Kansas

Sep 26, 2023

We enjoyed our Chianti tour. 2 wineries we have visited were both interesting , especially Castelvecchi. Our guide Lorenzo was great making sure we enjoy our tour to the fullest. We also visited 2 charming small towns. Overall great experience.

Aug 12, 2023

The knowledge of our tour guide - Elena was very impressive, we had such a wonderful experience. Can’t wait to book another tour with them.

Jun 24, 2023

Lorenzo was an incredible guide through the hills of the Chianti region. He was knowledgable, kind, and easy to chat with. He, and our driver Luca, ensured that we had the best time. This incredible experience was truly unique, and one I would recommend to all.

Know before you book

Similar tours, tuscany day trip from florence with chianti, siena & san gimignano, oltrarno at sunset: florence food & wine tour, tastes & traditions of florence: food tour with sant'ambrogio market visit.

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9 HOURS TOUR

Explore charming Tuscan villages and taste some of the best Chianti wine in the world.

No wine tour quite captures the essence of Chianti like the Full Immersion tour. With visits to San Gimignano, Siena, Greve in Chianti, and a local wine estate, you'll enjoy a comprehensive experience in one of the most fascinating areas of Tuscany. This is a land renowned for its wine and picturesque countryside, where olive groves alternate with vineyards, in a landscape dotted with Romanesque parish churches, farmhouses, villas and castles of rare beauty.

Price per person

Private Tour

Max 8 per Mercedes van

FREE PICK UP

From selected hotels.

San Gimignano: Explore the city famous for its many towers, astonishing Medieval architecture and taste the best ice cream in the world!

Siena: Discover Italy's Historic Gem

Winery: Enjoy a wine tasting at one of the best wineries in town

Greve in Chianti: Discover the gateway to the Chianti region in Tuscany

• Why You’ll love this tour

You will get to explore the wonderful landscape of Tuscany while you are touring through the Chianti region. Apart from that, chianti is most well-known for its wine. There are numerous vineyards in this area whose wine is served in the finest restaurants around the globe. You will not only get to enjoy the beautiful landscape of Tuscany but also taste the best wine in the world, right at the source.

Highest average rating based on over 2.000 reviews

We booked the Private tour by luxury car and visited San Gimignano, Sienna and then went to a small vineyard for a private tour, tasting menu lunch and then back to Florence. Andrea was our driver and he was amazing. He really made the tour special with his wonderful personality, information about what we were seeing, where to go, and punctuality. This is the only way to see the Tuscany countryside. The weather was gorgeous and the vineyard was amazing. The food was delicious and we ordered a case of wine to be shipped back to America. My husband and I went on our honeymoon but it would be great for a couples group as well.

We start from your pick-up point at 07:45 am and then drive for 1 hour and 10 minutes to reach the city of San Gimignano.

At 09:15 am, we are ready to visit San Gimignano, a beautiful walled city. San Gimignano is a town that is oozing with history and charm. It’s well-known for its delicious ice cream and impressive stone towers. These towers were built during medieval times and served as a form of defense. Of the 72 towers that once stood, 14 remain today – a testament to their strength and durability. In 1990, the town’s center was declared a UNESCO World Heritage site. Forget about all of your worries for a moment and savor a delicious ice cream when visiting San Gimignano. This city is known for having some of the best ice creams in Italy, so you’ll be sure to enjoy your sweet treat. Let the creamy goodness Melt in your mouth and transport you to a world of pure bliss.

At 10.15 am we’ll begin our journey to reach Siena. The drive will take about 45 minutes. With its harmonious medieval architecture and idyllic backdrop of arable fields and rolling hills, it’s no wonder that Siena has been able to maintain its unique charm for centuries. When you visit Siena, you feel as though you are stepping back in time to a place where the only thing that matters is the present moment. Siena is a city rich in art and history, with many treasures to be found both in its museums and on its streets. Piazza del Campo is one of the most famous and beautiful squares in Italy, and every year it plays host to the Palio delle Contrade, a spectacular horse race that is not to be missed.

We bet that you’re starving after all that exploring. It’s 1.20 pm and it’s time to have some homemade pasta for lunch, accompanied by different wines and side dishes. Many locals buy their wines from the winery we are going to visit because of its delicious flavors. You will have the opportunity to sample some of their best wines while enjoying a breathtaking view of the Tuscan countryside. Tuscan wines are not only of excellent quality, but the experience of visiting the cellars, vineyards, and production facilities is an education in and of itself. You will learn how to tell the quality of a wine, as well as secrets for choosing the right wine to enhance your meal. In addition to enjoying some homemade pasta, a variety of local meats, cheeses, and bread, you will also have the opportunity to taste extra virgin olive oil and other Tuscan specialties.

At 3:30 pm, we’ll drive for 20 minutes towards Greve in Chianti. Visitors to Greve can’t help but feel transported to another time as they explore the picturesque square and learn about its fascinating history. It’s hard to believe that this space has been a central part of the town for centuries, and it’s even more amazing to think about all the people who have passed through it over the years. With its miles of Chianti Classico vineyards and renowned butchers, Greve offers a feast for the senses. Every turn in the road reveals a new breathtaking vista, making it the perfect place to snap some photos.

We will be heading towards Florence at around 4:20 pm and arriving there at approximately 5:00 pm but before we take you to your accommodations, we’ll make a special stop: Piazzale Michelangelo, a stunning panoramic view spot in Florence. From this elevated terrace, you can see all of Florence’s top attractions without any of the city’s traffic. This is a must-see spot for tourists and locals alike who want to take in the beauty of Florence. From here, you can really appreciate all that the city has to offer. The large square is home to a replica of Michelangelo’s David in bronze.

• What’s Included and what's not
• Pickup details

As part of our commitment to providing a stress-free and comfortable experience for our guests, we offer pick-up at your location within the downtown area of Florence for our private tours. If you are unsure whether your location falls within this area, please let us know in the dedicated section at the time of booking and we will be happy to assist you. Our goal is to ensure that your tour with us is seamless and enjoyable from start to finish.

• Accessibility

Stroller accessible

Infant seats available

• GOOD TO KNOW
• CANCELLATION POLICY
• For a full refund, you must cancel at least 8 days before the experience’s start time. 
• If you cancel less than 8 days before the experience’s start time, the amount you paid will not be refunded. 
• Any changes made less than 8 days before the experience’s start time will not be accepted.
• This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
• Top benefits of booking directly with us
• We guarantee the best price online!
• Unlock exclusive discounts and promotions by subscribing to our newsletter.
• Exclusive 10% Off at Tino Bistrò : Enjoy the best american brunch mixed to italian classics in the world's most beautiful city at our family bistrò restaurant.
• what they say about us

Fabio our driver was excellent and the tour included a visit to San Gimignano and Siena which are both beautiful medieval towns.

A wonderful way to see San Gimignano, Siena and a wine tasting all in one afternoon. Our driver Fabio was excellent !!! Beautiful views from a comfortable Mercedes. This company is very well run and easy to navigate the informative website.

We had such a great day with Leonardo! He took us to a spot overlooking Florence and we got such wonderful photos of the city. On to Tuscany. SAN Gimignano and the very best gelato. It rained on us in Siena, but still a terrific town to see. Had lunch there. Finished the day at a winery whose name I cannot remember. Such a great day! I would highly recommend I Just Drive (Now Truescany)

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• 1 Bottle of Prosecco White Wine per group
• 1 iPad each couple with unlimited mobile data connection

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Chianti Wine Tour to the Finest of Tuscany's Vineyards

Journey to the heart of Chianti on this fabulous Chianti wine-tasting tour. Stay in a medieval "Borgo," cook authentic Italian dishes, and explore the best of Chianti.

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• Chianti Cooking Vacation and Wine Tour

Authentic Chianti Wine-Tasting Tour

Immerse yourself in the local Chianti countryside, take a break from the hi-tech world by embracing local slow rhythms and medieval rituals, and rediscover the pleasures and pure joy of simple food, gorgeous scenery, and beautiful souls on one of our best authentic stays in Tuscany!

Of course, our Chianti wine tours would not be complete without a thorough exploration of the local culture through gastronomic visits, artisan food tastings, and winery visits!

Chianti Winery Tour Highlights

Experience the essence of Tuscany on our Chianti winery tour, where you’ll enjoy a serene stay in a beautiful Tuscan hamlet, nestled among vineyards and olive groves. This six-night culinary vacation offers hands-on cooking classes and immersive explorations of Chianti wines and villages, ensuring memories to last a lifetime.

• 6 Night Itinerary
• Private transfer from Florence airport, train station, or Florence Hotel to Salvadonica, an ancient medieval Tuscan Borgo with all the comforts of modernity. Amidst the quiet rolling hills of Chianti region, Salvadonica is an authentic 14th century borgo, once owned by Corsini princes. Its name comes from the words Silva and Domini, or the “wood” of a “noble owner”, in this case, the Corsini family whose coat of arms still stand on the two main buildings of the borgo.
• Check into your deluxe room in the late afternoon followed by leisure time to relax by the pool.
• Welcome dinner at “Volpenera”, the resort’s restaurant.
•  The early bird catches the worm, join your local guide for a coffee around 7:30 am! They will lead you through the enchanting forest paths of Salvadonica. Breathe in the pure air of the hills, and admire the picturesque panoramas that have made our region famous. The gentle slopes are adorned with cypresses and charming farmhouses, embraced by centuries-old olive trees, lush leafy forests, and the vineyards of Chianti Classico. Your journey will bring you back to the Salvadonica vineyards, where a personalized breakfast awaits.
• After breakfast, you’ll visit the charming village of San Gimignano for a pleasant walk in the city center. Established as a powerful community in the 1100, San Gimignano became famous for its daring towers built to symbolize the wealth of the town and of its merchants.
• Lunch will be up to you before you return back to Salvadonica in the early afternoon. The rest of the afternoon will be at your disposal.
• At 5 pm, meet the expert winemaker for an introduction to local products. Learn about terroir, Chianti vineyards, cultivation stages, and the production of wine and Extra Virgin Olive oil. The tasting includes the estate’s olive oil and three wines: IGT, Chianti Classico, and Riserva. Explore the ancient underground tuff cellar, now a bottle preservation space, for a captivating taste ritual.
• Dinner on your own.
• Breakfast around 10:30 am as you meet our Chef for a hands-on cooking class. Your lesson will consist of a three-course meal featuring fresh local ingredients from Salvadonica.
• For lunch, enjoy your handmade dishes, perfectly paired with local wines.
• In the afternoon, join your English-speaking driver and head to the beautiful city of Siena. Explore the magnificent Cathedral and its interior, Campo Square, and hear fascinating stories about the historic horse-race, Palio, from your private guide. Visit two local pastry shops and indulge the iconic flavors of “ricciarelli” biscuits and “Panforte” cake from Siena.
• Early dinner at Enoteca dei Vinattieri in Siena.
• Return back to your accommodation overnight.
• Breakfast, then meet your driver in the lobby to journey to the lovely town of Pienza, a true symbol of Renaissance.
• Independently explore the narrow romantic streets of this tiny village, once home to Pope Pius II. It remains a true embodiment of the quintessence of Tuscany even after five hundred years.
• Drive to the family Wine Estate of La Bindella for a wine tour of the historical wine cellar with lunch and wine tastings to follow.
• Next, venture to the wine region of Brunello di Montalcino and stop at the Wine Estate Caparzo for a guided visit of their wine cellars and a tasting of their Brunello di Montalcino.
• Return back to Salvadonica.
• Breakfast around 10:30 am, then meet with our Chef for a 2nd hands-on cooking class.
• After the lesson enjoy an authentic hand-made meal crafted by none other than you!
• Around 3:30, embark on a full-day excursion to the Chianti region with your driver. Explore the quaint Piazza of Greve, then journey up to Montefioralle, the birthplace of Amerigo Vespucci, and discover the Medieval village. Head on to Castellina, where you’ll visit the family-run authentic winery, Querceto di Castellina Wine Estate. There you’ll be immersed in a guided tour of the wine cellar, followed by yet another wine tasting.
• Breakfast, and then meet at 10:30 am for your last hands-on cooking class.
• Lunch to follow.
• The rest of the day is at leisure for individual exploration or to relax at the pool. If you’d like, we can organize a picnic appertivo with wine and cheese in the vineyards!
• Farewell dinner at Volpenera restaurant .
• Breakfast & check out.
• Private transfer to Florence airport, train station, or city center.

Trip Details for Chianti Wine Tasting Tour

• 6 Night Details

Included in the 6-night Chianti Wine Tour

Accommodations.

Six nights’ accommodation in a deluxe room at the Salva Donica estate in Tuscany

Food & Beverages

• Daily breakfast
• Four lunches
• Three dinners
• Food and wine tastings

Classes & Instructors

Your three hands-on cooking classes with our Chef will consist of three-course meals featuring fresh local ingredients from the Salvadonica estate. Our chef welcomes cooks of all levels! Upon request, we can also accommodate dietary restrictions.

• Morning walking tour with special breakfast at Salvadonica
• Half day excursion San Gimignano with English speaking driver
• Wine and olive oil tasting at Salvadonica
• Half day excursion to Siena with English speaking driver
• 2 hour guided tour of Siena with entrance to the Cathedral and food tastings as per program
• Full day excursion to Pienza and Montalcino with English speaking driver
• Wine cellars visit with lunch and wine tastings at La Bindella Wine Estate
• Wine cellar visit and Brunello wine tasting at Caparzo Winery in Montalcino
• Half  day excursion to Chianti with English speaking driver
• Wine cellar visit and wine tastings at Querceto di Castellina Wine Estate

Transfer Details

Arrival and departure transfers from the Florence airport, train station, or city center.

Not Included

• Meals except as indicated
• Extra beverages

Average Rating

Tour Dates:

Available any dates you choose for a minimum of two people. Please review our complete pricing details .

Starting at

Visit the Chianti hills and stay in a beautiful Tuscan “borgo,” or rural hamlet. The stone guesthouse features an outdoor pool, vineyards and olive groves as far as the eye can see, and en suite Tuscan accommodations. Some rooms have wrought iron beds, frescoed walls, or wood-beamed ceilings. There is also an iconic tuff wine cellar.

Pricing and Dates for Wine Tours in Chianti 2024

See the pricing and tour dates of our authentic Chianti food and wine tours, and contact us to book your Tuscany culinary holiday today.

• 6 Night Pricing

Chianti Wine Tour Pricing:

6-night Program

US$5975 per person based on double occupancy

30% deposit due to confirm booking.

Balance payment due 60 days prior to tour start date. Questions? Please contact us!

Single occupancy supplement: please inquire.

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Tuscany Walks & Chianti Wines

• Hiking & Trekking
• Fully Guided
• Wine tasting

Places You’ll See

• Take a stroll through the classic rolling hills of Tuscany
• Spend your nights in a converted local farmhouse
• Tantalise your tastebuds with fabulous Chianti wines
• Gaze at the masterpieces of Michelangelo’s Florence
• Introduction
• Day 1 Start in Pancole (dinner)
• Day 2 Walk a section of the Via Francigena; afternoon local wine tasting (breakfast,dinner)
• Day 3 Walk to Radda in Chianti (breakfast)
• Day 4 Travel to Siena and explore the stunning historic centre; learn about Tuscan and Italian wines at a wine school (breakfast,dinner)
• Day 5 Free day to visit other Chianti villages or relax by the pool (breakfast)
• Day 6 Discover the magnificent city of Florence (breakfast,dinner)
• Day 7 Walk to picturesque San Gimignano: afternoon wine-tasting (breakfast,dinner)
• Day 8 End in Pancole (breakfast)

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What's Included

• Accommodation
• Additional Services

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Operated by Exodus Travels

For almost 50 years Exodus has been a pioneer of active small group adventure tourism that gives back to the communities they visit through sustainable guided and self-guided tours, ranging from Responsible Wildlife to Walking and Trekking, Cycling, Cultural, Family and Polar adventures to 90+ countries worldwide. Winner of the 2021 National Geographic Reader Awards for The Operator, 2021 Conde Nast Traveller Readers’ Choice Awards, 2021 USA Today Awards, 2020 British Travel Awards and 2019 National Geographic Traveller Reader Awards they have a vast range of trips across seven continents. Their award-winning local guides have hosted over 250,000+ travellers on adventures across the globe. Whether it is solo travellers, couples, groups or families, Exodus offers an incredible choice of trips for all ages and activity levels. Operating in 90+ countries with 500+ tours, Exodus insists on low impact tourism and contributing to local communities through their registered non-profit The Exodus Travels Foundation. Exodus understands the importance of regenerative travel, now more than ever. Their recent Rewilding initiative guarantees that for every person who travels with them, they rewild 100 sq metres. Exodus is dedicated to creating incredible adventures that are run responsibly, so as the world reopens, travellers can continue to book and travel with confidence. Do we also care about the communities and environments we go to visit? Exodus has always been and will always be a responsible tour operator. It is in our DNA to work hard to look after what we so prize. We work closely with all our overseas partners to run our tours in the best possible ways, we train our leaders, we actively seek out specific projects so that we can make a real practical difference on the ground. But please do not just take our word for it. We have won several awards and we ask you, our clients, to check what we do on the ground so that we can make improvements where needed. Why do we do all this? Quite simply we love the places we go and we love sharing those great experiences with like minded people.

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Customer Reviews

• Overall Rating Excellent 4.5
• Itinerary Excellent 4.7
• Guide Excellent 5.0
• Transport Excellent 4.7
• Accommodation Excellent 4.3
• Food Excellent 4.3
• Tour Operator Exodus Travels 4.4
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• M mireilleamyotte · 27th October 2019 The lodging was great and the guide, Liz was very competent both driving and guiding . Trip date: October 2019
• JA Jee · 6th June 2019 This was the best group tour I've taken with a great mix of activities and down time. Also simply fab and idyllic scenery and Liz was a great tour leader Trip date: May 2019
• EL Edward · 1st October 2018 Almost everything was very good or excellent. In particular: (1) Our guide Liz (superb - went way beyond our expectations), (2) The group & group dynamic, (3) two of the three main walks, (4) Sienna trip, (5) the evening meals, greatly enhanced by the... Show more Trip date: September 2018
• A Denise Morgan · 8th October 2013 Another fantastic holiday by Exodus (Waymark). Our 7th trip. And not our last.What was the most inspirational moment of your trip?Walking through the Tuscan countryside.  Absolutely beautiful.What did you think of your group leader?Ale is just the... Show more Review collected by Exodus Travels
• A Linda Carter · 18th June 2013 My first trip as a single traveller, I needn't have worried. The whole experience was fantastic. Good food ,wine, excellent company together with a well planned itinery. The walking pace was sentitive to the groups ability add the trips,wine tasting and... Show more Review collected by Exodus Travels
• A Brian Allegri · 14th June 2013 This was our first walking holiday and we will definitely do it again, we loved it.What was the most inspirational moment of your trip?The trip to Sienna was a fabulous day.What did you think of your group leader?Nothing was too much trouble, he... Show more Review collected by Exodus Travels
• A Peter Smith · 4th June 2013 Our first Exodus trip and it won't be the last. A very good taster for finding fitness levels and gauging whether or not this holiday type is for you.What was the most inspirational moment of your trip?Some of the views across the Tuscany hills and... Show more Review collected by Exodus Travels
• A Brendan Oneill · 24th September 2012 great mix of a holiday, fantastic scenery, walking 95% off roads, great sight seeing too!!What was the most inspirational moment of your trip?having breakfast as the mist cleared revealing the tuscan view - beautiful.What did you think of your group... Show more Review collected by Exodus Travels
• A Leena Malde · 25th June 2012 A very well put together trip.What was the most inspirational moment of your trip?The wealth of knowledge of our leader was apparent from day one and hearing of all of his experiences both in Italy and around the rest of the globe was fantastic. The... Show more Review collected by Exodus Travels

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• Upcoming departures
• August 2024
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• -13% Saturday 25 May, 2024 Saturday 1 Jun, 2024 English Filling Fast Multiple Room Types €2,146 €1,860 Confirm Dates
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• Saturday 14 Sep, 2024 Saturday 21 Sep, 2024 English Sold Out Based on Twin Share €2,340 See Similar Tours For These Dates
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Frequently Asked Questions

We operate one return transfer for the group between the Pisa airport and the accommodation on the first and last day of the trip. This transfer will operate in accordance with the group flight times.

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• For any tour departing before 10th August 2024 a full payment is necessary. For tours departing after 10th August 2024, a minimum payment of 25% is required to confirm your booking with Exodus Travels. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 90 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
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A Chianti Classico Wine Review

Mar 4, 2024 · 8 Comments

This post has been sponsored by Chianti Classico . The following message is intended for those 21+. All opinions expressed are my own. Please enjoy responsibly.

Nestled in the heart of Italy, Tuscany stands as one of the world's most esteemed wine regions. From the sun-kissed hillsides to the fertile valleys, Tuscany's landscape provides an ideal environment for cultivating grapes, with a unique combination of Mediterranean climate, limestone-rich soil, and cooling coastal influences from the Tyrrhenian Sea. Tuscan wine, however, is perhaps best known for the Sangiovese grape, and the beloved Chianti that this grape produces.

And that is exactly what we’re taking a look at today in the form of San Felice’s 2020 Chianti Classico. As always, we’ll start this feature off with a look at the region this wine hails from, before moving on to sampling the wine itself. After that, we’ll close things out with some pairing and serving suggestions.

Now, let’s get to it.

The Where – Tuscany (Chianti DOCG), Italy

Today’s bottle comes to us from Tuscany, which is arguably the most iconic wine region within Italian winemaking – which in turn makes it “One of the most iconic regions in ‘all’ of winemaking.”

In turn, the Chianti DOCG, (Denominazione di Origine Controllata e Garantita, or Denomination of Controlled and Guaranteed Origin), is the single best-known Italian wine region within Tuscany, and not without good reason. Chianti, produced from Sangiovese grapes, is recognized for its assorted cherry aromas and flavors, along with pleasantly contrasting savory notes, rich acidity, and full tannins. The first Chianti wine zone dates back over three hundred years to 1716 courtesy of Grand Duke Cosimo Medici. Recognizably ‘modern’ Chianti, the ‘style’ or blending of Sangiovese that we all know and love today, dates back to the 1800s, courtesy of Barone Ricasoli of the Castello di Brolio winery.

Outside of the Chianti DOCG, Tuscany is divided across a whopping forty-one DOCs and 11 DOCGs, Italy’s regional classification system, which regulates how and where wines are made. Aside from production methods and geography, this classification system also sets rigid quality standards, including but not limited to standardized taste testing.

However, despite the literally dozens of specified production areas and methods into which Tuscany is divided, the bedrock of Tuscan winemaking is a single varietal – Sangiovese. Sangiovese so dominates the region that it is almost impossible to talk about Tuscan winemaking without giving mention to the grape that produces the dry red wines for which Tuscany is famous. Prized for its high acid, ‘pleasantly firm’ tannins, and balance, a quality wine based on Sangiovese will evoke images of ripe dark cherries and black stonefruit, perforated with stark herbal notes. Chianti, Vino Nobile di Montepulciano, and Brunello di Montalcino (all of which we’ve reviewed here on Living the Gourmet) are just a few of the world-renowned wines produced from Sangiovese.

However, Sangiovese is assuredly ‘not’ the beginning and end of the story of Tuscan winemaking. For example, the 1970s saw the rise of ‘Super Tuscans,’ an unofficial term used to describe several high-quality Tuscan wines that were – for one reason or another – excluded from receiving DOC or DOCG status by breaking traditional Italian winemaking norms. Regardless of local labeling, a number of these wines achieved critical acclaim, as well as commercial success, and ended up becoming ‘cult wines’ that commanded high prices. Over the ensuing decades some of these ‘Super Tuscans’ were granted DOC or DOCG status – although it can be argued that such status detracted from their ‘cult’ mystique as ‘rogue labels.’ Aside from the controversial ‘Super Tuscans,’ other wines have also seen success across Tuscany, such as Syrah, Merlot, and Cabernet Sauvignon.

Tight regulations and quality standards aside, climate is perhaps the foremost factor in Tuscany’s success. The region’s warm and temperate coastline is flanked by inland hillsides and mountains, which help temper the region’s searing summers, which in turn contributes to increased temperature variation. This temperature variation between the hills, mountains, and warm coastline helps balance the sugars and acidity of the region’s grapes. Sangiovese performs best when it receives maximum direct sunlight, and as such the hilly terrain of the region is almost tailormade for this grape, with the majority of the area’s vineyards being planted at elevations of between some five hundred and sixteen hundred feet. This higher elevation further increases temperature variance, which further increases the balance of sugar and acidity.

The Bottle – A Showcase

Today we’re reviewing a 2020 San Felice Chianti Classico.

Tasting and Aromatics – The Review

The San Felice Chianti Classico introduces itself with an elegant bouquet, featuring notes of juniper and fresh strawberries off the top of the glass, alongside hints of olive and tobacco leaf. Deeper into the glass, on the second whiff, ripe red berry notes come through, with hints of dried flowers and cherry. On the palate, the wine is medium to full-bodied, with fresh acidity and integrated tannins, while the berry notes from the bouquet carry over pleasantly. Ending on a lingering finish, this was a very enjoyable wine from start to finish.

What to Eat – The Pairings

This is an excellent example of a Chianti Classico, and as such by-the-book, traditional Chianti pairings are the way to go. What does that mean? Here’s the crash course;

• Red Sauces: Pasta with tomato-based sauces, such as spaghetti marinara or penne arrabbiata.
• Red Meat: Grilled or roasted red meats, such as steak, lamb chops, and boar, are all delicious pairings with a Chianti Classic. Consider preparing these meats thoroughly herbed with plenty of garlic.
• Charcuterie: Italian-style cured meats and aged cheeses, like prosciutto, salami, or Parmigiano-Reggiano. Simply put, you can never go wrong serving a Chianti alongside a lush antipasto board.
• Tuscan Cuisine: This one should be obvious, but Tuscan cuisine pairs deliciously with Tuscan wine. That means dishes like bistecca alla Fiorentina (Florentine steak) or wild boar ragu.
• Creative Pizzas: Don’t hate me for saying this, but a Margherita pizza would pair deliciously with this wine. For more traditional pizza pairings, opt for Neapolitan pizza, pizza with fresh mozzarella and basil.
• Roasted Vegetables: Roasted vegetables, especially those with earthy flavors like mushrooms or eggplant, are delicious alongside this wine. That also means eggplant parm is a safe, and delicious, bet.
• Bruschetta: Especially paired with fresh tomatoes, garlic, and basil. Extra points if you drizzle it with a balsamic glaze.
• Risotto: Creamy risotto, with plenty of mozzarella, preferably layered with mushrooms or sausage would be delicious.
• Hardy Fair: Think grilled sausages, meatballs, and hearty stews.
• Dark chocolate desserts: Things like flourless chocolate cake or chocolate mousse, would pair deliciously with a Chianti Classico.

And that’s our review of San Felice’s 2020 Chianti Classico. If you enjoyed today’s feature, tried the wine, or have any questions or suggestions be sure to let us know in the comments below. We always love hearing from you!

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Reader Interactions

March 05, 2024 at 8:59 pm

I can almost taste a nice spaghetti with this. I definitely have to get a bottle of this for our dinners!

Melissa Cushing says

March 05, 2024 at 10:53 pm

This wine sounds incredible and I may have to look into picking up a bottle of this one. I have a new wine fridge and I am working on filling it up!

Yeah Lifestyle says

March 06, 2024 at 9:23 am

This chianti sounds so good. The fragrance notes also sound amazing which means it must taste so good. Thank you for suggesting good foods to pair it with.

March 06, 2024 at 9:34 am

Although I am not a big wine fan, this one sounds fantastic. Thanks for recommending it!

March 06, 2024 at 2:24 pm

I love tasting new wines...I never had wines from Chianti but I heard a lot about it...The Chianti Classico wine seems delicious....

Sue-Tanya Mchorgh says

March 06, 2024 at 9:02 pm

This blog post beautifully captures the allure of Tuscany's wine country, highlighting the unique terroir that shapes its renowned Chianti wines. The description of the region's landscape and climate sets the stage for an exciting exploration of San Felice's 2020 Chianti Classico. I'm eager to learn more about the tasting experience and discover the perfect pairings to accompany this esteemed wine. Here's to embracing the essence of Tuscany in every sip!

March 07, 2024 at 8:59 am

I had been saving a bottle of Chianti Classico for a special occasion, and I decided to open it on our anniversary. We toasted to our love and happiness, and savored the rich and complex flavors of the wine, complemented by a delicious cheese platter. We cuddled on the couch and watched our favorite movie, feeling cozy and content, and grateful for each other and the simple pleasures of life.

March 08, 2024 at 10:41 pm

Thanks for sharing your thoughts, reading this made me want to enjoy a really lovely bottle, paired with the right food!

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