Top picks for San Gimignano Experiences

Discover 54 Experiences in San Gimignano on Trip.com, updated February 19, 2026, with experiences lasting from 1 to 2 hours. Find the perfect adventure for your day!

With 13.945k 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 9.709k reviews and a 4.9 rating.

The next available day tour departs on February 20, 2026. Book now to secure your spot!

San Gimignano Experiences usually take about 1 hours — perfect for a relaxed, immersive experience!

February 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.

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54 results for San Gimignano Experiences

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Reviews/Trip Moments

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.
Reviews: San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting
Guest User2026-02-01
Very good experience. S.GIMIGNANO - Agricola Poggio ai Laghi - Siena Every stops is perfect. Especially in winery I can taste four flavor of wine, balsamic vinegar, olive oil with lasagna. Staff was very kind and tell story about wine.
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.
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: 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: Casa Emma Wine Tasting
Guest User2025-06-20
We chartered a private driver who chose Casa Emma, it was our second stop of the day. Small winery with a unique wine making process. Beautiful wines, no push to join their wine club, reasonable prices and easy service. Nice gently air conditioned patio looking out over the vineyards. For the price, we recommend the stop.
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