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Get a true taste of Italy's famous Tuscany region on one of our wine and food tour departing from Florence. Our off-road wine tours take you beyond the typical tourist paths, offering exclusive access to some of the region’s most stunning vineyards and hidden gems. Hop into a rugged 4x4 vehicle and explore scenic landscapes, ancient villages, and world-renowned wineries, all while savoring the best wines and local cuisine.
Highlights:
- Exclusive off-road access to hidden vineyards and private estates
Small-group experience for a personalized and intimate atmosphere
Guided tours of two historic wineries, with expert-led tastings
Gourmet Tuscan lunch, featuring farm-fresh ingredients & wine pairings
Breathtaking scenic views and photo opportunities throughout the tour
Our Tuscany wine tours departing from Florence are:
Full-Day Chianti Wine Safari
Full-Day Val d’Orcia Wine Safari: Brunello & Montepulciano
Morning Chianti Wine Safari with Lunch
Sunset Chianti Wine Safari with Dinner
Public transportation options are available nearby
Not recommended for travelers with spinal injuries
Not recommended for pregnant travelers
Travelers should have at least a moderate level of physical fitness
Vegetarian option are not available and other alternative dietary requirements cannot be catered for
Minimum age is 18 years old
For a full refund, cancel at least 24 hours before the scheduled departure time.
A delicious traditional Tuscan lunch or dinner
Several wine tastings
Transport by air-conditioned 4x4 vehicle
Tastings of cheeses and salumi (cured meats)
Tastings of extra virgin olive oil
English speaking wine expert sommelier as your guide
Gratuities
Hotel pickup and drop-off
Full-Day Chianti Wine Safari. - If you dream of a classic Chianti experience, this full-day tour is for you! Departing from Florence, you’ll travel deep into the Chianti Classico wine region, famous for its Sangiovese-based wines and breathtaking vineyard-covered hills. You’ll visit two top-rated wineries located in two splendid Tuscan villas, explore their ancient cellars, and taste a variety of Chianti Classico DOCG wines with cheese and cured meat tastings. The adventure continues with an off-road drive through private vineyards, stopping at scenic viewpoints for photos. A traditional Tuscan lunch will be served at a winery restaurant, featuring local appetizers and handmade pasta. Duration: 9 hours
Val D'Orcia
Full-Day Val d’Orcia Wine Safari: Brunello and Montepulciano - Immerse yourself in the magic of Val d’Orcia, one of Tuscany’s most breathtaking and iconic landscapes, where rolling wheat fields, ancient stone villages, and endless vineyards create a scene straight out of a Renaissance painting. This full-day off-road wine safari takes you deep into the heart of Brunello di Montalcino and Vino Nobile di Montepulciano territory—two of Italy’s most celebrated red wines. Visit prestigious wineries and learn about the aging process of Brunello, one of Italy’s most prized and long-lived red wines. Taste a selection of Brunello and Rosso di Montalcino, followed by a delicious multi-course lunch with wine pairings at a Pecorino cheese farm in Pienza. In the afternoon, we’ll continue our off-road journey to Montepulciano region, where you’ll explore historic wine cellars and enjoy more tastings of Vino Nobile, a wine fit for kings. Duration: 10 hours
Duration: 6 hours: Visit of a winery in an historic villa and tour its cellars and gardens, including lunch plus several wine + food tastings
Duration: 9 hours: Visit of 3 wineries in historic villas and tour their cellars and gardens, including lunch plus several wine + food tastings
Duration: 11 hours: Visit 2 family run wineries in Montalcino and Montepulciano, lunch in Bagno Vignoni, explore Pienza, wine and food tastings
Duration: 6 hours: Visit of a winery in an historic villa and tour its cellars and gardens, including dinner plus several wine + food tastings
5.043 đánh giá
Tổng số đánh giá và xếp hạng từ Viator & TripAdvisor
Matthew A,
19 thg 11, 2025
- Đánh giá từ Viator
A great way to see the countryside of Tuscany and learn about the local wines and olive oils. Antonio our guide was terrific, fun, charismatic and knowledgeable. And the wine and food was quite generous. Met some lovely people as well for a few hours. The richness of the experience was far greater than the actual cost and we’ll remember this excursion for a long time.
CourtAlexander,
19 thg 11, 2025
- Đánh giá từ Tripadvisor
Wow! What a fun trip, and unexpected interesting history of Florence, Italy, and Chianti wine. Huge shout out to Cristoff, for navigating the Tuscan hills. Alessandro, thank you for the wonderful tour of the Tuscan Villa, so much history and beauty. Antonio, you were a brilliant tour guide, perfect mix of history and humour, grazie mille. Highly recommended to anyone wanting a memorable experience in the Tuscan hills. Saluti!





Courtney A,
19 thg 11, 2025
- Đánh giá từ Viator
Wow! What a fun trip, and unexpected interesting history of Florence, Italy, and Chianti wine. Huge shout out to Cristoff, for navigating the Tuscan hills. Alessandro, thank you for the wonderful tour of the Tuscan Villa, so much history and beauty. Antonio, you were a brilliant tour guide, perfect mix of history and humour, grazie mille. Highly recommended to anyone wanting a memorable experience in the Tuscan hills. Saluti!
817gwenng,
19 thg 11, 2025
- Đánh giá từ Tripadvisor
We (3 seniors) took the tour in September, 2025. First of all, I want to thank Alessandro, our guide, who took good care of us throughout the trip, and even made sure we got a taxi back to our hotel. He taught us much about the history of Italy and the local wine industry. There was plenty of wine to try, and we even got to visit inside the beautiful villa. I don’t remember the name of our guide at the winery, but he was very interesting, and made sure we got to try a variety of their wine offerings. After the tour, you could purchase wine, olive oil and other items from the gift shop without feeling pressured to buy anything. We were then brought to our ‘al fresco’ dinner where we had a beautiful view of the Tuscany landscape. The bountiful meal introduced us to various delicacies. We couldn’t finish it all. It was an enjoyable evening, in spite of the rain.




seanpE2310PP,
19 thg 11, 2025
- Đánh giá từ Tripadvisor
We had a blast on the Chianti wine tour! Sara did an amazing job at all 3 villas and Emilio did a great job driving. The ride was similar to off roading and bumpy, but not long! All the wines were great and the pasta at lunch was fantastic! We had a great day on our honeymoon!



CaraBowenArrow,
19 thg 11, 2025
- Đánh giá từ Tripadvisor
Our Wine Safari through Tuscany was unforgettable, and a huge part of that was thanks to our guide, Fabio — or as we affectionately called him during the rare “less glamorous” moments, Jessica. From start to finish, he kept us laughing, engaged, and completely entertained. His humor alone was worth the trip, but his knowledge made it exceptional. He knew every winery, every story, and every scenic corner, and even managed to secure a few special extras for us along the way. We also want to highlight Igor, our driver, who was absolutely fantastic. He was calm, skilled, and made every ride feel smooth and safe (even during the extra bumpy, off roading parts) . The combination of Fabio’s energy and Igor’s professionalism created the perfect experience. One of the things we loved most was the pacing. We never felt rushed, which is rare on tours. Fabio and Igor made sure we had time to savor the wines, soak in the views, enjoy the atmosphere, savor the lunch, and fully absorb the experience without ever feeling hurried. If you want a wine tour that’s scenic, delicious, relaxed, and full of laughs, ask for Fabio and Igor. You’ll leave with great memories, unique experiences, and probably an inside joke or two about “Jessica.” Highly recommend!



Kelsey G,
18 thg 11, 2025
- Đánh giá từ Viator
This was an AMAZING experience! I cannot rave enough about how educational, beautiful, and delicious the tour was. My husband and I both agreed that this was our favorite excursion on our honeymoon. Fabio was our guide and he was wonderful - thank you again for such an amazing day/experience!
G679EZkirana,
18 thg 11, 2025
- Đánh giá từ Tripadvisor
Excellent trip . Doesn’t ask for more. Our guide Ado was the best in every way. Wish could do the another trip with him. Highly recommended . Just booked without a second thought
Hilda M,
18 thg 11, 2025
- Đánh giá từ Viator
Excellent tour guide Antonio, very knowledgeable and friendly. He promise sunshine at 11am because it was raining very hard and we got sunshine haha. Wine was great, food delicious
Pete W,
15 thg 11, 2025
- Đánh giá từ Viator
An excellent tour of Toscany. Small and very well run. Amazing wine and food. Tour guide was the best we have had. Would recommend to others.
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