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Top picks for Siena Experiences

Q: How many Experiences are available in Siena on Trip.com?

Trip.com offers 149 Experiences in Siena

Q: What are the top-rated Experiences in Siena?

Siena: A Wine Tour and Tasting Experience From Florence: Tuscany Day Trip with Lunch at Chianti winery Tuscan Cooking Class in Central Siena

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Discover 149 Experiences in Siena on Trip.com, updated January 29, 2026, with experiences lasting from 1 to 12 hours. Find the perfect adventure for your day!

From EUR 33.16 per person, with an average total of EUR 115.90. Choose the option that suits your plan.

With 5.272k 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 4.015k 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 January 30, 2026. Book now to secure your spot!

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

70% of Siena Experiences now offer English-speaking guides

January 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.

Search attractions or local attractions & tours

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149 results for Siena Experiences

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Recommended

San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting
Duration: 11 hrs
Spanish
4.5/5
Satisfactory· 4k reviews
From€80.78
From Florence: Tuscany Day Trip with Lunch at Chianti winery
Duration: 12 hrs
4.9/5
Excellent· 361 reviews
5% off
From€99.75€105
Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence
Duration: 7 hrs
4.8/5
Great· 22 reviews
5% off
From€162.45€171
Siena: Small group Cooking Class in Chianti Farmhouse
Duration: 4 hrs
English
4.8/5
Great· 76 reviews
From€117.59
Tuscan Cooking Class in Central Siena
Duration: 4 hrs
English
4.9/5
Excellent· 232 reviews
From€132.84
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
Duration: 9 hrs
English
4.9/5
Excellent· 347 reviews
From€183.62
Montalcino: Brunello Wine Tasting Experience
Duration: 90 mins
English
4.4/5
Good· 44 reviews
From€33.16
Siena to Montalcino: Brunello Wine Tour
Duration: 5 hrs
English
From€119.00
Montepulciano: Wine Tasting Tour in two historical cellars
Duration: 150 mins
English
From€53.10
Chianti: Scenic Vespa Tour + Wine Tasting Tickets
Duration: 6 hrs
English
From€179.00
Siena: Food and Wine Tasting Tour
Duration: 210 mins
English
From€76.50
Montalcino: Wine Tasting Tour from San Gimignano
Duration: 6 hrs
English
From€119.00
Chianti, Montalcino & San Gimignano: Wine Tasting + Day Trip from Siena
Duration: 11 hrs
English
From€140.00
Chianti & Castles: Day Trip from San Gimignano + Wine Tasting
Duration: 6 hrs
English
From€76.50
Val D'Orcia: Wine Tasting Tour + Roundtrip from Siena
Duration: 10 hrs
English
From€129.00
Montepulciano: Wine Tasting Tour at Two Wineries
Duration: 3 hrs
From€157.50
Siena: A Wine Tour and Tasting Experience
Duration: 3 hrs
Italian
5.0/5
Excellent· 175 reviews
From€86.91
Siena: Market Tour and Cooking Class at a Local's Home
Duration: 4 hrs
English
From€193.50
Siena's Ultimate Food Tour: Full Tuscan Meal by Do Eat Better
Duration: 3 hrs
Italian
From€92.83
Educational guided wine tour and tasting in Siena
English
From€85.00

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Reviews/Trip Moments

★

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: From Florence: Tuscany Day Trip with Lunch at Chianti winery

Guest User2026-01-19

Our guide (Gennie, sp?) was absolutely fantastic! Hands down the best & most organized guide I have experienced on these type of trips. Her people skills are second to none & made this tour very memorable for me. Grazie Mille! 🙏🏼

★

Reviews: Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence

Guest User2025-10-12

Giovanni was amazing! As a guide he really made the trip as he explained the region, the history, the wine and why it’s important to Florence. The wineries themselves were great! One a bit bigger and one a bit smaller but great to have contrasting experiences. Really easy to get to and from Florence making it an overall great day.

★

Reviews: Siena: Small group Cooking Class in Chianti Farmhouse

Guest User2024-09-15

We met so many new friends from around the world yesterday at Simone's farmhouse cooking class in Chianti and had SO much fun! It was everything we hoped it would be. 🫶🏼 The event was very well organized, timely, informative, delicious and a super fun experience all around. Chef Simone was great! 😁 We highly recommend it! ♥️🇮🇹🍝

★

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: 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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