Top picks for San Gimignano Experiences

Discover 120 Experiences in San Gimignano on Trip.com, updated April 27, 2026, with experiences lasting from 1 to 12 hours. Find the perfect adventure for your day!

From GBP 31.35 per person, with an average total of GBP 139.58. Choose the option that suits your plan.

With 6.307k verified reviews, Experiences San Gimignano boast an average rating of 4.7.

This week's most popular Experiences: "San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting", with 4.035k reviews and a 4.5 rating.

Now on Trip.com: "San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting", a 11-hour adventure in San Gimignano!

The next available day tour departs on April 28, 2026. Book now to secure your spot!

San Gimignano Experiences usually take about 11 hours — perfect for a relaxed, immersive experience!

45% of San Gimignano Experiences now offer English-speaking guides

April is the perfect time to visit San Gimignano! Choose from Experiences available day tours, including seasonal favorites like San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

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120 results for San Gimignano Experiences

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Reviews/Trip Moments

Reviews: San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting
Guest User2026-02-22
This tour was simply lovely. All day, but well paced with sufficient time at each stop to really soak up the flavor. Our guide, Christiana was the right balance of enthusiasm and information (in two languages). She did a remarkable job balancing the content and information bilingually! She had the personal advantage of being from relatively nearby, so her knowledge was a wonderful treat. I also want to point out that she as so consistent in instruction about meeting in a timely fashion out of respect for others touring (quite professional in “scolding” a couple who failed to arrive on time - delaying everyone!). Our driver, Salvio (?) did a great job and we never felt the least uncomfortable or nervous on the winding and narrow Italian roads. The bus was comfortable (although the climate control seemed hard to keep right). The Siena walking tour guide, Laura was also bilingual and enthusiastic. She did a nice job, but the earphones were not that great, and I heard better just sticking close and hearing her (in person). I recommend this tour.
Reviews: From Florence: Tuscany Day Trip with Lunch at Chianti winery
Guest User2026-04-13
Our guide Manolo was very attentive, offered a lot of information, and our driver Sérgio got us there on time and safely.
Reviews: Visit Best Wineries in Tuscany - Wine Tasting & Tour
Guest User2024-08-02
Lovely and educational experience. Wines and food were tasty, drive to the tasting room is beautiful, and close to San Gimignano. We are not connoisseurs, but thoroughly enjoyed it. Certainly over delivered for the cost. As soon as we entered the tasting room and saw the lovely set up, I knew that there would be a sales pitch at the end. Wines were quite pricey. We left a generous tip and bowed out without an additional purchase. If this is a challenge for you, be prepared to drop some cabbage. Highly recommend the experience.
Reviews: 3-hour Tuscan Cooking Class with Wine & Oil Tasting
Guest User2025-10-15
My husband & I enjoyed the experience we had from start to finish with Chef Leonardo leading us in making an appetizer, pasta dishes and a truffle tiramisu dessert. We enjoyed the courses with a wine & olive oil tasting. This was a true highlight of our trip to Italy.
Reviews: San Gimignano Romantic Dinner in the Vineyards
Guest User2025-08-11
I found the estate online almost by chance for a mission and a once-in-a-lifetime moment: a marriage proposal. Although we spoke via email and phone, I wasn't familiar with the venue (my fault), so something unexpected could have happened. However, Barbara, first and foremost, and then Lorenzo, who accompanied us during the tasting with Chef Tony, accompanied by violinist Ivan, prepared everything to perfection, making the result incredible. A total of 10 for everything and everyone, a dream location.
Reviews: Private Tuscan meal with Wine and EVO oil tasting
Guest User2025-10-13
We have known the family for 12 years and have seen everything develop. So when we visit every year, it is always a warm welcome and an exchange of updates on how everyone is doing. Silvia, Luigi, Pietro, and Corrado, as well as Vittoria and all the others, have built something beautiful. We are always treated to a delicious tasting of their wines, some of which we also keep at home in the Netherlands. This year we had another fantastic lunch. Adriano assisted us excellently by not only explaining the wine but also introducing new balsamic vinegar creations alongside the olive oil varieties. The wine tasted good, the food—with the cheese, prosciutto, and pasta—was delicious, followed by dessert and an espresso. All this in the garden, under the parasol on a sun-drenched day, with a view of old San Gimignano across the vineyards. This was exactly a week ago as I write this at home. The farewell is always emotional and heartfelt; meanwhile, Pietro and Vittoria got married yesterday and our order of wine and oil will be delivered to our home tomorrow. A top-notch company with lovely, hard-working people; I can recommend a wine tasting (especially in the garden!) at La Marronaia to everyone!
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