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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: 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
Duration: 6 hours: Visit of a winery in an historic villa and tour its cellars and gardens, including lunch plus several wine + food tastings
4,942 reviews
Total reviews and rating from Viator & Tripadvisor
Rebecca W,
Oct 29, 2025
- Viator
We had a fantastic day with Sara and Dominico! We were excited to go further into Tuscany with this tour as we love learning about and tasting wines and exploring areas that are more off the beaten path. The wine was excellent, the food was superb and the information we gained about Italian wines was so interesting and helpful. Sara was a great resource and the hosts at each winery were engaging and informative. Would definitely recommend this tour to anyone who would like to explore the Tuscan countryside further and taste wines from the region that aren’t Chianti or Chianti Classico.
Debarak M,
Oct 29, 2025
- Viator
Be prepared to be amazed! The views were spectacular and the wine was delicious. Our guide Ginevra was so welcoming and very knowledgeable she treated us like family. I must say the bumpy ride she told us we would be on was navigated professionally by Nando. Would recommend this tour to everyone if your in Florence, but Ginevra makes it even better!
Gabrielle G,
Oct 29, 2025
- Viator
Ginevra and Nado were great!!!! Ginevra was so kind and knowledgeable. She shared so much information with us but also knew exactly when we would need a break and some free time. Excellent tour guide it was easily our favorite day!!! The wineries were stunning and we were happy we did the full day. The ride got bumpy at points but we felt safe and Nado drove great.
Anna S,
Oct 28, 2025
- Viator
We enjoyed this tour very much. Our guide Gene and Nando were the absolute best! Very informative , we just had a blast, we friended everyone included in this tour. Would recommend for an easy and fun planned day.
Josh Y,
Oct 28, 2025
- Viator
WOWWW!! Fabio was the best tour guide you could ask for. He wasn't supposed to be the tour guide for my wife and I's group but became the tour guide at last minute after his vespa tour was cancelled due to the rain and WOW how awesome that was. He is absolutely hilarious and entertaining, and extremely extremely knowledgeable about wine and Florence/Tuscany since he is also a sommelier from Florence. At each of the vineyards he explained the process and history, and most importantly how to properly taste the wine. My wife and I have done several wine tours and usually the tour guides are not that knowledgeable and leave it all up to the people working at the vineyards. Not Fabio. He ran the show, taking us around explaining and always adding in helpful information while the employees at the vineyards explained certain things. he kept it real!! He also kept the bus rides super fun, since he was so engaging and funny. Fabio is an absolute legend, highly recommend.
Operated by Walkabout Florence Tours