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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.
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
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
Duration: 7 hours: Visit of a winery in an historic villa and tour its cellars and gardens, including dinner plus several wine + food tastings
Duration: 7 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 2 wineries in historic villas and tour their cellars and gardens, including lunch plus several wine + food tastings
5,250 reviews
Total reviews and rating from Viator & Tripadvisor
deanandmatthewc,May 3, 2026
- Review from Tripadvisor
Great day out experiencing pasta and gelato making with a winery in the afternoon thanks to Ado and others.

williammU4205BX,May 3, 2026
- Review from Tripadvisor
Beautiful day tasting wine and food in the Tuscan countryside. Sara, our awesome guide was knowledgeable, shared her love of Chianti and was just good company overall. These guys deserve all there 5 star ratings
Daniela P,May 2, 2026
- Review from Tripadvisor
Great tour and amazing experience

Kendal F,May 2, 2026
- Review from Viator
Chris was a great tour guide! This tour is more learning about wine than drinking it. Taste 4 wines at a winery (and 3 cheeses) after a lengthy tour of the winery & 3 wines at a restaurant (can purchase full extra glasses at restaurant. The meal at the restaurant was great!
kendraf157,May 2, 2026
- Review from Tripadvisor
Our tour guide, John Carlos, was phenomenal! Made the tour a memorable one! Great views, wine, and food. Fun meeting people from all over.




Joanne C,May 2, 2026
- Review from Viator
It was pleasant escaping busy Florence to head to the countryside. Our Safari bus was comfortable and the 2 winery stops were beautiful. Ado was a wonderful guide who tended to all of our needs and requests. I did feel like there was a lot of information to take in (at a very fast pace), so a summary sheet of the wineries and wines we tasted would have been helpful. We also enjoyed mingling with the other guests which was also a highlight.
Madeleine P,May 1, 2026
- Review from Viator
Ado was great - very passionate about the information he was delivering to us on the tour! My family had a great time.
Paul W,May 1, 2026
- Review from Tripadvisor
This was an absolutely amazing experience. Sara is extremely knowledgeable about literally everything, I was overly impressed. Each winery was absolutely beautiful, each wine we tasted was absolutely amazing, and the food was perfect. We also had a fun group to experience this with
Noah P,May 1, 2026
- Review from Viator
I want to write a glowing review about Alex! He really made this experience the best! He was extremely knowledgeable about the area, the wine, the olives, and was extremely personable with our group. I can’t recommend this and as well him enough! The travel accommodations were spacious and comfortable and I felt this was extremely worth the money if not more. All the best Alex! Alla prossimo
Brooke P,May 1, 2026
- Review from Viator
Our wine tour from Florence was an unforgettable experience. The scenery was stunning, with plenty of opportunities to stop and take photos along the way—highly recommend the sunset experience. If you’re thinking about visiting the Chianti wine region, definitely do it. The food was incredible, and everything felt relaxed and well-paced.
-10% off
From €117.00Was €130.00
Operated by Walkabout Florence Tours