




Available languages
6 hours
Mobile ticket
Visit two Tuscan wineries without having to worry about designating a driver by opting for this tour that includes transportation. Immerse yourself in the Chianti wine region as you sample a variety of wines. Discover the art of winemaking through tastings while enjoying the scenery of the Tuscan countryside. Then head to San Gimignano to spend some time exploring its medieval ramparts.
Public transportation options are available nearby
Suitable for all physical fitness levels
Your experience begins depending on the option you selected at the time of booking , either from our headquarters, Tuscany on Wheels (located just few km outside San Gimignano with free car parking available), or directly from San Gimignano.
Tuscany
First, we’ll visit a winery an hour outside Florence to taste 5 wines, including Chianti Classico, Vernaccia, and Super Tuscan. We’ll also sample a 30-year-old balsamic vinegar, plus truffle extra virgin olive oil. Learn to recognize different flavors and refine your palate with a passionate wine producer. Fun and new skills are guaranteed!
Small Group Tour: from Tuscany on Wheels office in Chianti Starting point: Tuscany on Wheels - Tours in & from San Gimignano, Strada di Sant' Appiano, 9/i, 50028 Barberino Tavarnelle FI, Italy
Small Group Tour: From San Gimignano Starting point: Bivio Volterra, 53037 San Gimignano, Province of Siena, Italy
Our English-speaking tour guide
Free time in San Gimignano
Visit 2 Wineries
2 Wine Tastings, up to 9 Tuscan Wines to taste
Roundtrip transportation
Views of the Chianti wine region sourrounding San Gimignano
Truffle oil & Extra Virgin Olive oil tasting & Snacks
Gratuities
For a full refund, cancel at least 24 hours before the scheduled departure time.
69 reviews
Total reviews and rating from Viator & Tripadvisor
Y560PJwillv,Jun 2, 2026
- Review from Tripadvisor
So nice to be out in gorgeous wine country sampling all the best it has to offer. Wine and balsamic selection was both diverse and quality. Ned, our driver was knowledgeable and charismatic. I asked several questions and he was able to answer most of them. Good guy, happy to be in his van. San Gimigiano was surprisingly delightful. It offered something different than Florence and Rome, way worth the extra stop. Highly recommend the tour. Just be prepared for a long, sleepy drive home though.



racheljO5521KW,May 2, 2026
- Review from Tripadvisor
Alex was the best! We had an amazing experience wine tasting in Tuscany! He went above and beyond explaining the history of San Gimignano. Definitely recommend this tour!
robbinj235,May 2, 2026
- Review from Tripadvisor
Had an amazing time with Alessandro as our guide. The perfect day wine tasting in tuscany
Beth G,Mar 24, 2026
- Review from Tripadvisor
Ema was an amazing guide for our time spent in Tuscany. We wouldn’t change a thing about our day. The two wineries we visited were amazing and Ema was very friendly and informative on such a personal level!
megs2282,Mar 18, 2026
- Review from Tripadvisor
Ema was the most amazing!!!! I would book 100 trips with him! If you have the opportunity, take it!
Sightsee776252,Mar 16, 2026
- Review from Tripadvisor
This was the best tour ever!!! Luigi was an awesome tour guide and so personable. Perfect amount of time of the tour. Not too long not too short. The first winery was more refined and a larger tasting, the second was more casual but the most beautiful views. A great blend of experiences. One hour in San gimingiano was a good amount of time as well. Definitely recommend!!! The 7 person one is one i definitely recommend.







elliesO9519UT,Mar 16, 2026
- Review from Tripadvisor
Literally the best!! So much fun. Perfect duration. Luigi is the best ever!
N8122WDjanetm,Mar 11, 2026
- Review from Tripadvisor
Wonderful day trip in Tuscany ! Lorenzo was very accommodating as a driver and very informative. The wineries were a beautiful setting and San Gimignano was a wonderful place to visit.
39jaral,Mar 11, 2026
- Review from Tripadvisor
Great ride with Lorenzo ! Lorenzo chauffeured us to two different wineries and San giminghno it was a great experience!



690allysonp,Mar 8, 2026
- Review from Tripadvisor
Luigi was GREAT! He was so nice and very kind! 100% recommendation this wine tour! My boyfriend and I are 24 years old and this was so much fun!
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