Top picks for Siena Experiences

Discover 153 Experiences in Siena on Trip.com, updated February 17, 2026, with experiences lasting from 1 to 12 hours. Find the perfect adventure for your day!

From EUR 25.42 per person, with an average total of EUR 90.52. Choose the option that suits your plan.

With 5.497k verified reviews, Experiences Siena 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 3.983k reviews and a 4.5 rating.

Now on Trip.com: "Tuscan Cooking Class in Central Siena", a 4-hour adventure in Siena!

The next available day tour departs on February 18, 2026. Book now to secure your spot!

Siena Experiences usually take about 4 hours — perfect for a relaxed, immersive experience!

88% of Siena Experiences now offer English-speaking guides

February is the perfect time to visit Siena! 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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153 results for Siena Experiences

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Reviews/Trip Moments

Reviews: Tuscan Cooking Class in Central Siena
Guest User2025-09-28
We booked this cooking school as it was only a 1 min walk from our accommodation. It was more expensive than other cookimg classes but well worth it. This was the best meal we had on our Itakian vacation and we helped to prepare it but without the hassle of washing up afterwards! It was a 4 course meal with soup, pasta , pork and potatoes and dessert. We were so full! Everything was delicious and we learnt a lot about traditional Tuscan dishes and also some new techniques.
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: Montefioralle Winery - Tour and Wine Tasting in Chianti
Guest User2025-11-11
The place is amazing with great views of valley and the wines were amazing especially the reserve.. Owner gave us a lovely tour of the winery and gve us slme knowledge about the family business. Really loved the place and food too
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