Top picks for San Gimignano Experiences

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Discover 120 Experiences in San Gimignano on Trip.com, updated January 31, 2026, with experiences lasting from 1 to 12 hours. Find the perfect adventure for your day!

From USD 41.26 per person, with an average total of USD 180.18. Choose the option that suits your plan.

With 6.298k 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 4.015k reviews and a 4.5 rating.

Now on Trip.com: "From Florence: Tuscany Day Trip with Lunch at Chianti winery", a 12-hour adventure in San Gimignano!

The next available day tour departs on February 1, 2026. Book now to secure your spot!

San Gimignano Experiences usually take about 12 hours โ€” perfect for a relaxed, immersive experience!

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

January 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

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Reviews: From Florence: Tuscany Day Trip with Lunch at Chianti winery
Guest User2026-01-19
Our guide (Gennie, sp?) was absolutely fantastic! Hands down the best & most organized guide I have experienced on these type of trips. Her people skills are second to none & made this tour very memorable for me. Grazie Mille! ๐Ÿ™๐Ÿผ
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Reviews: San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting
Guest User2025-12-12
We travelled with Ricardo and Enrico to Tuscany from Florence and had a great time. Ricardo was a friendly and informative guide and communicated clearly. The beginning of the trip was a bit unfortunate as the morning in San Giminiano was extraordinarily foggy and couldn't see much. Plus Montereggioni Fortress was closes and couldn't stop there. But from 12pm onwards the sun came out and everything went according to plan. The Il Cigliegio Restaurant was lovely, food delicious and plenty of drinks - we tasted 4 in total. They also have some cute animals like bunnies and geese roaming outside. In Sienna we booked both the tour and the Cathedral entrance. It's a good option if you want to learn more about the history and not have to worry about where to go. Also the Cathedral is gorgeous. This left us with just over one hour of free time. Keep this in mind when you book. Overall had a great day, worth seeing these beautiful cities.
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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.
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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.
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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.
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Reviews: Private Tuscan meal with Wine and EVO oil tasting
Guest User2025-10-13
We've known the family for 12 years and have seen it all unfold. So when we visit each year, it's always a warm greeting and an exchange of views on how everyone is doing. Silvia, Luigi, Pietro, and Corrado, along with Vittoria and everyone else, have built something wonderful. We're always treated to a delicious tasting of their wines, some of which we always have back home in the Netherlands. This year, we had another fantastic lunch. Adriano was incredibly helpful, not only explaining the wine but also introducing new balsamic vinegar creations alongside the olive oil varieties. The wine was delicious, and the food, with cheese, prosciuto, and pasta, was delicious, with dessert and espresso to boot. All of this took place in the garden, under a parasol on a sunny day, overlooking the old town of San Gimignano across the vineyards. This was exactly a week ago as I write this from home. The farewell is always emotional and heartfelt. Meanwhile, Pietro and Vittoria got married yesterday, and our wine and oil order will be delivered tomorrow. A top-notch company with lovely, hardworking people. I highly recommend a wine tasting (especially in the garden!) at La Marronaia to everyone!
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Contact Center <br>of the year 2025
Contact Center
of the year 2025