Tuscany Wine Tour: Explore Vineyards & Villages

Embark on a thrilling 4WD wine tour through Tuscany’s Val d’Orcia, exploring vineyards, medieval towns, and savoring exquisite wines and local delicacies.

Duration: 11 hours
Cancellation: 24 hours
Highlights
  • Florence - Begin your journey from Florence and set off on a distinctive wine safari through Tuscany’s heartland in a sturdy off-road vehicle, traveling along the historic Via Francigena dirt paths. This engaging adventure blends the region’s iconic scenery with its renowned wines, artisanal crafts, and picturesque hilltop towns.
  • Montalcino -…
What's Included
  • Traditional Tuscan lunch in the historic village of Bagno Vignoni
  • Local expert guide for the duration of the tour
  • Offroad transportation along Tuscany dirt roads in our customized 4x4 coach
  • Visit to a family-run winery in Montalcino with cellar tour and Brunello di Montalcino wine tasting
  • Visit to a family-owned winery in Montepulciano with…
Additional Information

Climb aboard our sturdy off-road vehicle and discover Tuscany in a whole new way, surrounded by hills lined with cypress trees, vineyards, and medieval towns.
Your journey begins in Montalcino, the birthplace of the famous Brunello. Visit a delightful, family-owned winery, explore its cellars, and indulge in a guided tasting of this robust and…

Location
Florence
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(81 Ratings)
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Onair15242764105
Nov 17, 2025
Great experience! - Fantastic experience! We really enjoyed the scenic drive down and all the stops were thoughtful. Sara and our driver were great hosts. Sara is very knowledgeable and answered all our questions. We really enjoyed the brunello wines and stopping off in Le Terme for lunch and our walk around the town of Pienza.
Review provided by Tripadvisor
E5233wcmichaelw
Nov 12, 2025
An unforgettable Experience! - We absolutely loved our Walkabout Wine Safari. It was one of those perfect days where everything just clicked. The scenery, the wineries, the food, all of it. Tuscany is already beautiful on its own, but seeing it through this kind of experience just takes it to another level. Our guide, Sara, made the day even better. She was incredibly informative without ever feeling scripted, and she had this great way of making the whole group feel relaxed and taken care of. Lunch was amazing. It was one of those meals you keep talking about afterward and each stop along the way felt genuinely special. Highly recommend this tour and especially Sara. It was a day we won’t forget.
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Jennifer
Nov 11, 2025
Great day out to fantastic wineries with a lovely lunch - Great day out to visit 2 lovely wineries outside of the Chianti region. Visited a lovely town with a hot spring for lunch. Unfortunately it was a bit wet but still a great day.
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Tourist50095547232
Nov 10, 2025
Perfect day in Tuscany with great wine, food & guide - This wonderfully fun day was So worth every penny! Our guide, Gloria was extremely knowledgable about the region, the wines, places on our route, food & just about any other question she was asked. The boutique wineries served delicious wines & foods as well as learning about the process of making the wines. Don’t miss buying some to send home! Our Tuscan lunch in the lovely town of Pienza was mouth watering. Don’t miss this tour!
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Robenh2020
Nov 10, 2025
Great experience - We had an unfortunate rainy day but Alex, our tour guide, helped make it a memorable day and wonderful experience. The wineries we visited were enjoyable even though we couldn’t sit outside and enjoy the views with our wine tasting.
Review provided by Tripadvisor
Sandrat493
Nov 5, 2025
The best full day wine tour! - We cannot recommend this tour enough! Fabian was the perfect guide for a perfect day. He was very informative and had the best sense of humor! We met wonderful people, drank delicious wine, and ate amazing food. The tour van itself was very comfortable and pick/drop-off were as planned. It’s a full day but so worth it. We really appreciated the thoughtful choice of vineyards, towns, and the amazing lunch provided. We just received the wine we purchased and can’t wait to open a bottle!!
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Roving806095
Oct 30, 2025
Totally worth it - We visited two wineries and the city of Pienza and had lunch at Bagno Vignoni. The vehicle was a van for 8 people, not a jeep, but it was super new, clean and comfortable. The first winery was amazing in terms of taste, also the lunch was delicious and the scenery magical. Our driver was Fabian, he was extra polite, funny and well prepared to give us a great tour and many information regarding wine, food and Tuscany in general. Last but not least, we were sharing this tour with six other travelers whose mood and personalities were great and vastly contributed in the overall experience.
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590susannl
Oct 28, 2025
Fantastic wine tour in Tuscany! - A fantastic wine tour we’ll never forget. The visits to the wineries were educational, and the producers were welcoming and passionate. A big thank you to our guide, who made the whole experience amazing with his knowledge and sense of humor that really resonated with us.
Review provided by Tripadvisor
Danielle
Oct 26, 2025
Fantastic day! - Sara was extremely knowledgeable, the wine was delicious, the bus was comfortable, and the group was a lot of fun! I would highly recommend this tour company.
Review provided by Tripadvisor
N610xtethanl
Oct 16, 2025
Best day ever!! - Booking this tour was one of the best decisions my wife and I made while on our honeymoon in Italy! Gloria was an incredible host guiding us through the tour and keeping us laughing along the way. Her passion for her country and knowledge of wine kept us very engaged the whole time. Between visiting the small boutique wineries and beautiful Tuscan countryside towns, this tour was a stand out and something I would suggest to anyone visiting Florence. And the bus driver Nando got us there and back without a hitch, so glad we had him behind the wheel! Thanks again Gloria and Nando! It was a perfect day and one we will remember and talk about for many years to come!
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From $669
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).