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Top picks for San Gimignano Experiences

Discover 52 Experiences in San Gimignano on Trip.com, updated January 26, 2026, with experiences lasting from 1 to 12 hours. Find the perfect adventure for your day!

From SGD 38.38 per person, with an average total of SGD 170.91. Choose the option that suits your plan.

With 14.178k verified reviews, Experiences San Gimignano boast an average rating of 4.7.

This week's most popular Experiences: "Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery", with 9.887k reviews and a 4.9 rating.

Now on Trip.com: "Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery", a 12-hour adventure in San Gimignano!

The next available day tour departs on January 27, 2026. Book now to secure your spot!

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

85% 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 Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery.

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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52 results for San Gimignano Experiences

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Reviews/Trip Moments

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Reviews: Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery
Guest User2025-09-13
We had such a wonderful time with Luca. He was informative, energized and clear to understand. Even after such a long day we are leaving in such a great mood. We would recommend this tour and Luca to anyone looking for the Italian experience outside of Florence needs to book.
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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: 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: Superior Wine Tasting in San Gimignano
Guest User2024-10-09
We had a great time and our hosts were very informative. Don’t know what else to say but *** wants a minimum of so many words.
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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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