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Top Picks for Siena Experiences

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

Trip.com offers 150 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 150 Experiences in Siena on Trip.com, updated November 9, 2025, with experiences lasting from 1 to 12 hours. Find the perfect adventure for your day!

From AUD 59.05 per person, with an average total of AUD 206.98. Choose the option that suits your plan.

With 5.342k 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 4.035k 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 November 10, 2025. 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

November is the perfect time to visit Siena! Choose from Experiences available day tours, including seasonal favorites 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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150 Results for Siena Experiences

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting
Duration: 11 hrs
Spanish
4.5/5
Satisfactory· 4k reviews
FromAU$ 143.92
From Florence: Tuscany Day Trip with Lunch at Chianti winery
󱩳Admire the medieval architecture of Siena and its gothic-style Cathedral
Duration: 12 hrs
4.9/5
Excellent· 381 reviews
5% off
FromAU$ 178.45AU$ 187.85
Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence
󱩳Have a professional wine tasting lesson
Duration: 7 hrs
4.8/5
Great· 52 reviews
5% off
FromAU$ 290.62AU$ 305.92
Siena: Small group Cooking Class in Chianti Farmhouse
Duration: 4 hrs
English
4.8/5
Great· 76 reviews
FromAU$ 208.36
Tuscan Cooking Class in Central Siena
Duration: 4 hrs
English
4.9/5
Excellent· 232 reviews
FromAU$ 236.15
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
Duration: 9 hrs
English
4.9/5
Excellent· 347 reviews
FromAU$ 326.97
Montalcino: Brunello Wine Tasting Experience
Duration: 90 mins
English
4.4/5
Good· 44 reviews
FromAU$ 59.05
Siena to Montalcino: Brunello Wine Tour
Duration: 5 hrs
English
FromAU$ 212.89
Chianti Vineyard and Castle Tour with Wine Tasting
Duration: 5 hrs
English
FromAU$ 152.07
Montepulciano: Wine Tasting Tour in two historical cellars
Duration: 150 mins
English
FromAU$ 95.00
Chianti: Scenic Vespa Tour + Wine Tasting Tickets
Duration: 6 hrs
English
FromAU$ 320.23
Siena: Food and Wine Tasting Tour
Duration: 210 mins
English
FromAU$ 136.86
Montalcino: Wine Tasting Tour from San Gimignano
Duration: 6 hrs
English
FromAU$ 212.89
Chianti, Montalcino & San Gimignano: Wine Tasting + Day Trip from Siena
Duration: 11 hrs
English
FromAU$ 250.46
Chianti & Castles: Day Trip from San Gimignano + Wine Tasting
Duration: 6 hrs
English
FromAU$ 136.86
Val D'Orcia: Wine Tasting Tour + Roundtrip from Siena
Duration: 10 hrs
English
FromAU$ 230.78
Montepulciano: Wine Tasting Tour at Two Wineries
Duration: 3 hrs
FromAU$ 281.77
Siena: A Wine Tour and Tasting Experience
Duration: 3 hrs
Italian
5.0/5
Excellent· 175 reviews
FromAU$ 154.84
Siena: Market Tour and Cooking Class at a Local's Home
Duration: 4 hrs
English
FromAU$ 346.17
Siena's Ultimate Food Tour: Full Tuscan Meal by Do Eat Better
Duration: 3 hrs
Italian
FromAU$ 165.30

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Reviews/Trip Moments

★

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: 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.