Siena 2026 Calendar of Events
Siena, Italy
Things to do over the New Year's Day long weekend in Siena (Updated 2026)
184 tours & activities
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Recent tour reviews
Tracy_C, Sep 2026
Cooking Class in Siena
This cooking class and wine tasting was one of the highlights of our Italy trip this year. The staff was very professional and attentive to our needs. We were pleasantly surprised by how delicious the pasta turned out. They even gave us the recipes in case we get adventurous at home. We highly recommend this experience.

New York City
Siena: Val d’Orcia Wine Tour with Lunch & Brunello_mvlmorais, Sep 2026
Great tour!
We had an amazing time on the tour and absolutely loved it! Everything was very enjoyable and well organized. The cities included in the itinerary are beautiful and definitely worth visiting. The whole team was fantastic. Our guide, Sofi, and our driver, Claudio, were both incredibly friendly, attentive, and helpful throughout the entire day. They made sure we had everything we needed and made the experience even more enjoyable. We highly recommend this tour!

New York City
Siena: Val d’Orcia Wine Tour with Lunch & BrunelloCompass15937706028, Sep 2026
Fantastic day with Sofia and Claudio in wine country!
Sofia and Claudio were fabulous hosts- making each step of the day seemless, fun, and enjoyable! We had a fabulous day and Sofia kept everyone engaged and happy- always anticipating our next need or question! WhatsApp was a clever way to keep the group informed and on schedule! We met the 27th generation winemaker- what an experience! Thank you Sofia and Claudio!!

New York City
Siena: Chianti Wine Tour with Wine Tasting and Lunchovidiopinto, Sep 2026
Top Tuscany wine & lunch experience
Complete Tuscan experience. The setting and view were out of a postcard. Great hospitality and wines (not just the reds you would expect). The lunch menu was restaurant quality, and the olive oil was superb. The hidden gem was the chapel on the hill. Last but not least was out tour guide Benedicta. .full of knowledge and made our afternoon very enjoyable.

New York City
Siena Small group Cooking Class in a Chianti FarmSharon_O, Sep 2026
Excellent
We had a wonderful time making pasta and tiramisu. Simone was knowledgeable and entertaining. It was also a lot of fun getting to know other travelers.
Danielle_U, Sep 2026
This was a wonderful...
This was a wonderful experience, made great by Simona, the cooking lesson quality and very enjoyable meal shared with like-minded travellers.

New York City
Dinner with wine tasting at Poggio ai Laghi winery799karad, Sep 2026
Tour to remember
The whole tour starting with San Gimignano and Monteriggioni, lunch with Laghi winery (continuing on after) is absolutely amazing. The food was delicious, the wine salute’!! Our only downfall(on us) is that we live in Utah. They ship all over and Utah is one of 2 states they can’t ship to. The wine is extraordinary and varies in tastes. Would definitely recommend! The hosts are very friendly and funny. Knowledgeable is what they are doing and what to recommend.

New York City
Siena Small group Cooking Class in a Chianti Farmesieverding, Sep 2026
Wonderful pasta making class
Such a wonderful experience! Hands on class making spinach and ricotta ravioli and tiramisu and then they made us bruschetta for an appetizer. This was the best meal of our Italy trip! The class was so enjoyable and Giovanni was wonderful! We would definitely recommend!!

New York City
Siena: Chianti Wine Tour with Wine Tasting and LunchPeterog, Sep 2026
A perfect Tuscan day at San Giorgio a Lapi
Our visit to San Giorgio a Lapi was everything we hoped for in a Tuscan winery experience. From the moment we arrived, the atmosphere was warm, welcoming, and unmistakably family run. The tour was fascinating full of history, insight, and a clear love for the craft of wine making.The wines were exceptional, and the tasting was generous and relaxed. Lunch was superb: four beautifully prepared courses enjoyed on a terrace with panoramic views of the rolling Tuscan hills. It’s one of those settings you wish you could bottle and take home.The small group size (no more than about 15 people; 7 on our visit ) made the experience feel personal and unhurried. A lovely historical church on the property added an unexpected layer of charm.We arranged a private car for the visit, making the three hour experience comfortable. I’d thoroughly recommend this winery to anyone looking for an authentic, intimate, and delicious Tuscan experience.

New York City
Siena Private Highlights and Hidden Gems Walking TourEve_B, Sep 2026
Siena tours
Our guide was prompt, courteous, knowledgeable and interesting. The experience was well worth the time.

New York City
Siena Private Highlights and Hidden Gems Walking Tourmichael_M, Sep 2026
The guide was able to...
The guide was able to bring us to the back areas of the city that would be missed normally. She was very knowledgeable impatient with us.
RickAsmotravel, Aug 2026
Niccolo the Great!
Niccolo was the best tour representative that we could have asked for, he exceeded our expectations in every way! Our original booking with Cool Destinations they cancelled our trip, but offered another tour at twice the price on the next day, and with us only staying in Siena a couple days kind of left us with no choice but to oblige their offer, if we wanted to tour Montepulciano and Multicono wineries. Thanks to Niccolo he saved the day and made the best of the situation for us. Again thanks Nuccolo, and try the chicken cutlets! Ciao
MaryS52, Aug 2026
Tuscany Wine Tour
Luca gave us a great experience taking us to many of the Tuscany cities. We also went to 2 wine tastings at beautiful, unique wineries. Luca was very knowledgeable about Tuscany, Italy and the wine country. Luca was very accommodating to the needs of the group. I would highly recommend Luca and this tour.

New York City
Horseback Riding in the Tuscan VineyardsDana_M, Aug 2026
Happy Tuscan Trails!
If you are looking for something unique to do in Tuscany, this is a great experience. Awesome day out!
Julio is a wonderful guide and cares greatly for his horses. His guidance is comprehensive and he offers help with local knowledge even after the activity is over.

New York City
Horseback Riding in the Tuscan VineyardsElena_B, Aug 2026
Beautiful
A wonderful experience, through the Tuscan vineyards and olive groves…truly highly recommended!
Thank you!

New York City
Dinner with wine tasting at Poggio ai Laghi winerymartaaV8990IX, Jul 2026
Unforgettable and perfect experience. A magical night.
An unforgettable, magical, and perfect experience!
I went with my mother and my sister, we were traveling through Tuscany and we didn't want to miss the experience of visiting a winery, and among so many we chose this one and we were right without a doubt. Tamara was with us at all times and the best part is that she spoke Spanish, which is hard to find in all the wineries. She was a key piece in making the experience perfect. She was kind, she explained everything to us (since we don't know much about wine, even though we like it a lot haha).
The site is spectacular, we did the tasting and dinner among some wonderful vineyards all by ourselves, we enjoyed every one of their wines and they were in no rush to kick us out, the visit lasted longer than expected. They really take care of the place, the food, their wines, and especially that you are comfortable. The best thing we did in Italy, we will definitely repeat if we return to the area!
Thanks again, especially to Tamara.
Siena Tours
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Calendar
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- Day Spas
- Thermal Spas & Hot Springs
- Transfers & Ground Transport
- Airport & Ground Transfers
- Private Drivers
- Weddings & Honeymoons
- Honeymoon Packages
- Things to do in Siena
- Siena Cathedral (Duomo)
- Piazza del Campo
- Basilica of San Domenico (Basilica di San Domenico)
- Fonte Gaia (Gaia Fountain)
- Montalcino
- Abbey of Sant'Antimo (Abbazia di Sant'Antimo)
- Baptistery of San Giovanni (Battistero di San Giovanni)
- Basilica of Santa Maria Assunta (Duomo di San Gimignano)
- Brolio Castle (Castello di Brolio)



