Super Sales
Up to 65%off
Siena Tours in Winter

Siena Tours in Winter

83 reviews on bookmundi

Planning for a trip to Siena during Winter? We offer 10+ tour packages to Siena departing in Winter that have 80+ customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Siena on your Winter holiday.

See all Siena Winter Tours

Best Price Guarantee
Best Price Guarantee

We guarantee the best prices on all our tours. If you find a lower price within 24 hours of booking, we'll match it.

Note: Prices may vary based on availability and demand.

Select from 15+ tours

Reviews of our Siena Tours for Winter

Feedback from guests whose tour started in/around Siena during Winter.

Jordan | Traveled in December
Perfect group tour covering Italy.

Perfect group tour covering Italy. Well paced with plenty of activities balanced with good free time. Hotels, food, scenery, culture, history, fun, all great. Brilliant local tour guides and driver. Stayed at very comfortable and clean hotels with breakfasts included. On the whole a very enjoyable experience.

Anonymous | Traveled in January
Chianti April 2015

It was my first trip with this tour company and it more than lived up to expectations. The itinerary was varied; a great mixture of walking, culture and wine-tasting - a wonderful way to visit this fascinating area of Italy. The accommodation was lovely, food delicious and our tour leader was fantastic - she was very knowledgeable about the local area and always went the extra mile for the group. It was a very well organised and interesting trip, I would definitely recommend it.

Anonymous | Traveled in January
Right First Time!

This was our first actual trip with this tour company and it was all that we hoped for, and more. The balance of walking, wine tasting and culture was spot on! Villa Casalta accommodation was great - simple in a traditional way, owner and Marguerite warmly welcoming and helpful, beautiful swimming pool (used by several of us even though it was end of Sept), entertaining dog (Stella) and cat, with only a slow off-road 20 minute walk to pretty town of Castellina.

Judy & Chris Consomer | Traveled in January
Very Good

Our Italian Christmas & New Year Delights trip was amazing!! This was our first time being away during the holidays, which are typically spent with family. But the people we met on the tour made it so worth it. They were from all over the world and we bonded so well that it filled the void of missing family during this time of year. We walked away friending so many more special people. Our tour leader, Shabby-Elliot Flanders, was the best!!! She's organized and so knowledgeable of where to go, what to see and what to eat. She's full of fun facts and just a wonderful person to spend the trip with. She stretched us beyond our comfort zones. She's definitely an excellent fit for this job and has a super zeal for exploring this wonderful world. Our bus driver, Carmine, was wonderful and pleasant. He got us to our destinations safely and skillfully. Our tour days were packed and we saw and tasted so many beautiful parts of Italy. This tour gave us a better appreciation of the country, its regional characteristics and exposure to some wonderful foods. The accommodations were fine overall. There were some facilities that were average and we were thankful they were just an overnight stay. For the price point, this tour is an excellent value and you receive quite a bit for your "buck".

Anonymous | Traveled in January
Chianti June 2014

This was our first trip with this tour operator, it was well organised, everything was as per the trip notes & I would certainly look at other holidays by this company.

Anonymous | Traveled in January
Fantastic walking, wine and great food

As a frequent traveller with this tour operator I was yet to try a walking holiday. The Chianti Walking and Wine seemed to be a good mix of walks, wine tasting and sightseeing and I was not disappointed with my choice. Having only had a few days in Rome before I really enjoyed getting to know this part of Tuscany.

Get a customized trip to Siena in Winter

Plan a multi-country or regional adventure across Siena in Winter, with help from a local expert.

  • Alessandra Galassi - Siena in Winter Tours Expert
    Alessandra GalassiTravel Expert in Italy
  • Danilo Catania - Siena in Winter Tours Expert
    Danilo CataniaTravel Expert in Italy
  • Enrico Maria Malacarne - Siena in Winter Tours Expert
    Enrico Maria MalacarneTravel Expert in Italy
  • Elena Kyrimi - Siena in Winter Tours Expert
    Elena KyrimiTravel Expert in Greece & Italy
Recommended by
  • BBC
  • Independent
  • Lonely Planet

Keep Exploring Siena