Hidden Castles & Chianti Wine Experience– Small Group
Overview
Available languages
5 hours
Mobile ticket
Visit two charming family-run wineries in the heart of the Chianti region, learn about local winemaking traditions, and taste 7 exquisite wines paired with bruschetta, salami, cheese, and extra virgin olive oil.
Between tastings, stop at the medieval village of Monteriggioni for free time to explore or relax before returning comfortably to Siena. travel in an air-conditioned minivan for up to 8 people or a minibus for up to 30 people.
Note :Wine tastings take place in English, with your tour leader providing translation support when needed.
A moderate amount of stairs and walking is involved
During special events, opening times can change
The tour itinerary may change, but all tour stops will be visited
Additional Info
Infants and small children can ride in a pram or stroller
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Specialized infant seats are available
Suitable for all physical fitness levels
Customers must be able to climb and descend stairs.
Please note that during low season from November 16th to March 14th Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough passengers to meet requirements (4pax are required). In the event of this occurring, you will be offered an alternative or full refund
What To Expect
Siena
Start your trip at Siena Station Ferrovia, where you will meet the staff. You will recognize them by their green shirt. You will travel by minivan.
Castellina In Chianti
Between the two tastings, enjoy some free time in Castellina in Chianti, a picturesque village surrounded by rolling vineyards, perfect for a relaxing walk or a coffee break.
Options
Premium Chianti Half Day 1:00
1:00pm: Chianti & Castle Small-Group Tour from Siena with 7 wines
Premium Chianti Half Day
2:00 pm: Chianti & Castle Small-Group Tour from Siena with 7 wines
Low Cost Chianti Half Day
Low Cost Chianti Half Day 2:00: 3 glasses of wine and snacks
Low Cost Chianti Half Day Tour
Low Cost Chianti HD - 13:00: 3 glasses of wine and snack
What‘s Included
Wine, Olive oil and balsamic vinegar sampling
Two wine tastings in Chianti
travel in an air-conditioned minivan for up to 8 people or a minibus for up to 30 people.
Local products tasting (bruschette, salami, cheese)
Expert multilingual tour leader and driver-guide
Tasting of 7 wines in total
Travel by air-conditioned minivan or minibus
Gratuities
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reviews
179 reviews
Total reviews and rating from Viator & Tripadvisor
Amazing tour
Doredi B,Jun 5, 2026
- Review from Viator
5.00The entire tour was wonderful and informative. The locations we saw were so beautiful and the wine was amazing. The hosts at the wineries were very enthusiastic about sharing their knowledge and history of the vineyard
This was a good tour,...
Lindsay H,May 30, 2026
- Review from Viator
4.00This was a good tour, however, small group to me means 10 people or less. This was definitely closer to 30 plus people, and felt a bit like herding cats. The vineyards were nice, and well prepared for us. The two towns we visited were lovely. Overall, was an ok trip. I would have liked to see more of the actual vineyards rather than just the tasting rooms.
Did not occur
Linda L,May 29, 2026
- Review from Viator
1.00The reason for the rating THIS NEVER OCCURRED IT WAS CANCELLED 1 DAY prior to the booking I paid the tour well in advance then was offered another tour yes offered another tour 1.Not 8 but 20 people 2.No tuscan villa wine tasting it was a winery 3.No maps provided with all the non guide tikmes all day 4.The second half of the day waste of time as we had 1 1/2 hours to browse a wine making town with few shops open then 5Not 20 but 30 people sitting in a garden tasting red wine no wine tour at all and to offer a toilet in the open garden was disgusting
We loved everything about...
Whitney l,May 27, 2026
- Review from Viator
5.00We loved everything about this tour! Both wineries were fabulous and we loved exploring at the other stops. Luca was a wonderful guide, so full of information, kind and funny, and most of all so patient!
Best tour of our trip
MICHELLE N,Apr 26, 2026
- Review from Viator
5.00Fantastico! Winery tastings were informative, fun and delicious. The bonus stops in two little towns put this over the top for me. Really great experience and our guide V and driver Fernando were wonderful.
The experience was nice....
Raquel D,Apr 3, 2026
- Review from Viator
5.00Such a beautiful day in Tuscany! The views were incredible, the wines were amazing, and everything was perfectly organized. Highly recommend! We had an excellent tour guide (Val) and driver (Dontorel).
A great and varied afternoon not soon to be forgotten
Steven S,Mar 28, 2026
- Review from Viator
5.00The 2 wineries visited were both very nice…the wine at the 2nd (along with the balsamic vinegar) was exceptional. 2 historic site stops in addition made this a complete experience. Actually compared to some tours this felt like a great value!
Great guided experience with Luca
Christina P,Nov 9, 2025
- Review from Viator
5.00Our guide Luca was very knowledgeable and gave great information all day throughout the tour. He had good recommendations for restaurants in the cities we visited, and explained the different wines and products very well. The tour itself was nice, with visits to two wineries and some cities with impressive views over the hillside in Tuscany.
Fabulous tasting and countryside in comfort.
R5932ROruthm,Oct 15, 2025
- Review from Tripadvisor
5.00We loved this! I wanted to be in the countryside for a Sunday afternoon and this was a great choice. Very comfortable 8-person van. Terrific guide. Beautiful drive in countryside going to two small towns I couldn't have gotten to on my own. Two very different and marvelous tastings with great hosts. Tour was exactly as promised only better.
Perfetto!
NaomiterB,Oct 7, 2025
- Review from Tripadvisor
5.00Thank you so much to Valesca and Massimo for providing us with an amazing tour! I would recommend it to people who'd love to learn more about wine. We loved it! Grazie mille
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