Top picks for Province of Siena Day tours

Discover 665 Day tours in Province of Siena on Trip.com, updated January 21, 2026, with experiences lasting from 1 to 735 hours. Find the perfect adventure for your day!

From SEK 86.00 per person, with an average total of SEK 1,836.85. Choose the option that suits your plan.

With 6.866k verified reviews, Day tours Province of 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 4.065k reviews and a 4.5 rating.

Now on Trip.com: "San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting", a 11-hour adventure in Province of Siena!

The next available day tour departs on January 22, 2026. Book now to secure your spot!

Province of Siena Day tours usually take about 11 hours — perfect for a relaxed, immersive experience!

91% of Province of Siena Day tours now offer English-speaking guides

January is perfect for visiting Province of 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: From Siena: Tuscany Hills Small Group Wine Tour
Guest User2025-10-17
It should go an hour earlier so that once you got to the town, you would have enough time to walk around. The sun had just sat and we were rushing around. The wine was very good. The guide was nice, but didn’t share very much.
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: Florence Day Trip: Pisa, San Gimignano and Siena with Lunch
Guest User2026-01-14
Length of visit is perfect, plenty of time to shop and eat at all the destinations. Marco was amazing as well, reccomend!
Reviews: Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
Guest User2024-10-01
Marco was our guide and he was excellent. 5/5 for him. First vineyard explained all the regulations around the brunello di montalcino wines as well as tasting with some bruschetta, in a lovely setting. The second stop was for lunch which was fantastic, cooked by the owners wife. There were further wine tastings with lunch, however there was no look around their winery. There was a very short stop (25 minutes) to briefly look around Montalcino then a stop at the third vineyard. This tour showed the winery then some small tastings. There is sales pitch, understandably, at each location and we did buy 6 bottles overall, ranging from 68 to 120 euros. It was lovely to be on such a small and intimate tour and meet lovely people as part of it. However I would suggest reducing to two vineyards and more time to explore Montalcino.
Best Contact Center 2024 - Bronze
Best Contact Center 2024 - Bronze