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
Piazza dei Cavalleggeri
Meeting point is in front of Biblioteca Nazionale (National Library) in Piazza dei Cavalleggeri. Look for your guide holding a Walkabout sign.
Cancellation Policy

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

Customer Ratings
5.0
(73 Ratings)
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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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Jenasa1041
Oct 16, 2025
Stunning locations with delicious food and wine! - Brilliant day with Alex. We saw so many places that we would have missed if we hadn’t done this tour. Small groups of 8 people. The bus was very comfortable and the weather was divine. This is our 3rd Tour with Walkabout and have enjoyed every one of them.
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A7515oyamandak
Oct 15, 2025
HIGHLY RECOMMEND - My husband and I booked this excursion for our honeymoon and we couldn’t have had a better time! Between the thoughtfully laid out itinerary in the Val d'Orcia hills to the smooth bus ride everything was perfect. My husband and I still talk about this day! Thank you to the best guide Sara and our driver.
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404jillianw
Oct 14, 2025
Amazing day in beautiful Tuscany! - This was our favorite tour on our trip! Alex was very knowledgeable and gave us lots of great historical information on the areas we were touring and the wines were all delicious. The beauty of the drive was also a plus! Would recommend this tour to anyone interested in wines and Tuscany!
Review provided by Tripadvisor
Z6073hstomb
Oct 13, 2025
Safari wine tour - The wine tour was an amazing experience from start to finish. The wineries were truly authentic and Alex was a great guide. Would highly recommend!
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Y7517uabriand
Oct 12, 2025
Tuscany Wine Tour - We went on this awesome wine tour and will definitely highly recommend it. All of the places we visited were great. Gloria is super knowledgeable about the Tuscany wine region and all of the areas that we visited. She provided alot of insight as we were traveling to the different vineyard and on the bus which was very comfortable. Our driver was amazing, navigating very narrow roads in some cases. We thoroughly enjoyed the day and definitely recommend it!
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Janolab2014
Oct 12, 2025
Wine safari - ​My wife and I absolutely loved this wine safari in Tuscany! It was a fantastic day out. ​Our guide was the perfect host—incredibly knowledgeable and genuinely fun. They kept the entire experience engaging and entertaining. ​We especially enjoyed the two charming, family-run wineries we visited, which offered a truly authentic taste of Tuscan tradition. ​Highly recommended for a delightful and memorable day!
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Lsa115
Oct 12, 2025
You Won’t Be Disappointed! - Alex was our tour guide for 2 wineries, he was very knowledgeable throughout the entire tour. The lunch was delicious, and the local vineyard wines are very very good!
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G1481nmluisf
Oct 12, 2025
Great experience in the Tuscany region. - Our guide Alex demonstrated great historical and ecological knowledge. The 2 visited wineries (1 in Montaltino and another in Montepuciano) offered very good wines for tasting and welcomed visitors very well. The lunch was great and in the afternoon we could take a walk in Pienza.
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Ekozlow77
Oct 16, 2025
Great Guide, Great Wineries, Need More Wine - LOVED, LOVED, LOVED our guide Alex. He was AMAZING and made everything fun. The 2 wineries we went to were amazing, beautiful and fun. We did not get to go in the 4x4 vehicle in the ad (disappointing) but were in a sprinter type van which was pretty tight fit with our full tour and all adults. I did like that we got to experience a few towns in between the tastings but the tastings are exactly that....tastings. I wish we would have have more than a sample (there were 5+ samples) of each wine at each vineyard but I was expecting more wine for 11+ hour tour. At the wineries: They were amazing and I loved the detail and information that they gave about the wine and wine process. My brother did this same tour and recommended it when he was in Italy last year so we booked the same and our experiences were vastly different. Our guide Alex totally saved this tour as if we did not have him and his charm, jokes, and knowledge about wine, I would have been extremely disappointed to spend 11+ hours of my vacation on this tour.
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From $255
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).