Top picks for Siena Day tours

Discover 656 Day tours in Siena on Trip.com, updated February 1, 2026, with experiences lasting from 1 to 12 hours. Find the perfect adventure for your day!

From CAD 14.76 per person, with an average total of CAD 212.42. Choose the option that suits your plan.

With 5.805k verified reviews, Day tours Siena boast an average rating of 4.7.

This week's most popular Day tours: "San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting", with 4.066k reviews and a 4.5 rating.

Now on Trip.com: "Italy Pisa + Siena + San Gimignano 1-day tour|Essence of Tuscany|Multiple Experiences", a 5-hour adventure in Siena!

The next available day tour departs on February 2, 2026. Book now to secure your spot!

Siena Day tours usually take about 5 hours — perfect for a relaxed, immersive experience!

100% of Siena Day tours now offer English-speaking guides

February is perfect for visiting Siena! Choose from Day tours available day tours, including seasonal hits 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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Reviews/Trip Moments

Reviews: Italy Pisa + Siena + San Gimignano 1-day tour|Essence of Tuscany|Multiple Experiences
Guest User2024-12-05
Europe's winter is dark early, it is dim at 4 pm, so it is very regrettable that we finally arrived at the Leaning Tower in Pisa, which is not conducive to taking pictures, and we can't take pictures of the design of the Leaning Tower with our hands. Other trips are very good.
Reviews: San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting
Guest User2025-09-06
We had a great experience on this tour, thanks to our guide Jakopo and driver Raul. Jakopo was polite and very informative, sharing lots of interesting facts about Tuscany throughout the day. He also gave clear instructions about meeting points and times, which helped everything run smoothly. Raul, our driver, was equally professional and ensured we arrived safely at each destination. Our first stop was Monteriggioni, a charming little town where we had about 30 minutes—just enough time to grab a coffee and take in the atmosphere. We then spent around three hours in Siena, which felt like plenty of time to explore the historic streets, enjoy a delicious lunch at a local restaurant, and pick up a souvenir. After Siena, we stopped at Poggio ai Laghi for a wine tasting experience. We sampled four different wines, two types of balsamic vinegar, and a selection of bread and cold cuts—definitely a highlight of the day. Our final stop was San Gimignano, where we had 1.5 hours. While we enjoyed exploring this beautiful hilltop town, we would have loved a bit more time there, as it felt slightly rushed compared to the earlier stops. Overall, it was a well-organized tour with a good mix of cultural exploration, food, and relaxation. Highly recommended for anyone wanting to experience the best of Tuscany in a day.
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.
Reviews: Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting
Guest User2026-01-22
I think very worth it for the price! Just wish there was slightly longer in San Gimingano and the day started with Pisa and ended with Siena.
Reviews: Florence Day Trip: Chianti Wine Tasting, Siena, San Gimignano
Guest User2025-09-22
Great tour guide -very knowledgeable. The small group was more manageable. Siena and San Gimignano were beautiful and the winery was wonderful. Had the best time!!!
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