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Top picks for Siena Experiences

Discover 162 Experiences in Siena on Trip.com, updated February 8, 2026, with experiences lasting from 1 to 11 hours. Find the perfect adventure for your day!

From RUB 2,533.46 per person, with an average total of RUB 10,099.59. Choose the option that suits your plan.

With 4.853k verified reviews, Experiences Siena boast an average rating of 4.8.

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: "San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting", a 11-hour adventure in Siena!

The next available day tour departs on February 9, 2026. Book now to secure your spot!

Siena Experiences usually take about 11 hours — perfect for a relaxed, immersive experience!

75% of Siena Experiences now offer English-speaking guides

February is perfect for visiting Siena! Choose from Experiences 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

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Reviews: San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting
Guest User2025-10-07
Our guide (sorry can’t remember her name) was exceptional. She was firm with keeping such a big group on time and together and she was incredibly knowledgeable. You could tell she loves her job and working with people and also is extremely knowledgeable about all things from the region. The three stops were all very different but thoroughly loved each one. We would thoroughly recommend this tour to you.
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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.
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Reviews: Montalcino: Brunello Wine Tasting Experience
Guest User2025-09-10
Very informative and we were able to see the grapes being harvested and put through machine and tested for sugar content. Very cool. Building is an Old fortress

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