Top picks for Siena Experiences

Discover 31 Experiences in Siena on Trip.com, updated January 17, 2026, with experiences lasting from 1 to 7 hours. Find the perfect adventure for your day!

From CAD 10.84 per person, with an average total of CAD 121.45. Choose the option that suits your plan.

With 715 verified reviews, Experiences Siena boast an average rating of 4.6.

This week's most popular Experiences: "Tuscan Cooking Class in Central Siena", with 234 reviews and a 4.9 rating.

Now on Trip.com: "Siena: Market Tour and Cooking Class at a Local's Home", a 4-hour adventure in Siena!

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

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

100% of Siena Experiences now offer English-speaking guides

January is the perfect time to visit Siena! Choose from Experiences available day tours, including seasonal favorites like Tuscan Cooking Class in Central Siena.

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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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: 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: Best Winery with Restaurant and wine tasting from Florence
Guest User2025-10-17
We recently returned from our destination stay at Torciano. This was by far my husband and my trip of a lifetime. Unlike many travelers we met at Torciano’s Hotel Vecchio Asilo, we stayed 9 nights and spent the majority of our time at the winery (aside from day trips to Florence & San Gimignano). We are already planning our return trip in 2026. We started out as tourists and felt we left like members of the family. In what felt like too short a visit, we got to know so many family and staff members who were the primary reason we absolutely loved our trip. Believe it or not, the wine was secondary and the wine is AMAZING. Just to name a few individuals who made our trip special- Alberto, Luciano, Pietro, Lorenzo, Fabrizio, Simone, Amin, Ida, and Mikela. There were more who welcomed us each day and we forgot to get their names. Also, we felt super fortunate to meet Emanuele and Pierluigi of the Giachi family as well, as we were pleasantly surprised when Pierluigi drove us back to the hotel early in our stay! Talk about hands on in the family business and what an honor it was to meet one of the 13 generations of winemakers who is carrying on the family legacy. The wine and food. WOW! Having an extended stay, I think we got to sample almost all the wines produced by Torciano. I can honestly say that we loved almost all of them! What amazed us most was the quality of the wine and minimum sulfites added that we NEVER got a headache and we drank a lot more wine than we care to admit. The superb pairing of wines to food was simply delectable! They even were so accommodating as to switch up the menus so we didn’t get bored with the offerings. As a wanna-be foodie I said I’d hug the chef if I could and they even brought the chef out so I could speak with him!!! The wines, oils, balsamic vinegar etc. are all “must try”! We also enjoyed many of the experiences offered at Torciano and will definitely do them again. We did truffle hunting, a helicopter ride, cooking class and various wine tastings as well as utilized their private drivers to go to Florence and San Gimignano. The hotel was a beautiful, clean, cozy boutique hotel located about a 15 minute walk (or book their shuttle service) to the winery The staff at the hotel were AMAZING and we truly enjoyed the breakfast each morning and the wonderful views outside our room. We will definitely be staying there again too. Our only complaint was the mattress was too hard (and we put that in our feedback). Our advice- spend more than a day and immerse yourselves into the whole experience and take the time to get to know the people behind the amazing wine. You’ll make memories of a lifetime while indulging in the best wine and food you’ve ever had!