Tours/Siena/Hidden Castles & Chianti Wine Experience– Small Group
Hidden Castles & Chianti Wine Experience– Small Group
4.5(184)Siena5 hours
VIATOR4.5(139)TRIPADVISOR4.6(45)
+12 photos
At a glance
Duration
5 hours
Price from
$56 / person
Location
Siena, Italy
Rating
4.5 / 5 · 184 reviews
Languages
EN, IT, ES
Group
Small group, up to 29
Cancellation
Free cancellation up to 24 hours before
Confirmation
Instant
Ticket
Mobile or paper ticket accepted
Operator
myTour in Italy
Meeting point
Please meet our staff outside Siena Railway Station (Stazione di Siena – Ferrovia), in front of the clock tower at the main station entrance.
Description
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
Schedule & prices
Runs
Tue, Thu, and Sat
Start times
1:00 PM and 2:00 PM
Next available
Thu, Oct 8
Adult (ages 13+)
$56
Child (ages 3–12)
$28
Infant (ages 0–2)
Free
Prices change with the date; the lowest is shown.
From the operator’s live schedule on Viator, checked Oct 7.
Tour Options
Low Cost Chianti Half Day
Low Cost Chianti Half Day 2:00: 3 glasses of wine and snacks
Premium Chianti Half Day
2:00 pm: Chianti & Castle Small-Group Tour from Siena with 7 wines
Low Cost Chianti Half Day Tour
Low Cost Chianti HD - 13:00: 3 glasses of wine and snack
Premium Chianti Half Day 1:00
1:00pm: Chianti & Castle Small-Group Tour from Siena with 7 wines
Itinerary
Siena
30 min
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
60 min
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.
Fattoria Lornano
90 min
Enjoy an authentic wine experience in the Chianti region, visiting one charming family-run winery and tasting of 3 wines with bruschette, bread and olive oil.
Strada Statale 222 Chiantigiana
60 min
Second tasting experience featuring Tuscan wines, olive oil, and local products.
Monteriggioni
30 min
Stop for some free time in Monteriggioni, a beautiful medieval walled village. Take beautiful photos of the Tuscan landscape and visit local shops.
Siena
30 min
Return to Siena. Relax on the ride back after an unforgettable afternoon in the Chianti countryside.
What's included
Included
Wine, Olive oil and balsamic vinegar sampling
Two wine tastings in Chianti
Local products tasting (bruschette, salami, cheese)
Expert multilingual tour leader and driver-guide
Tasting of 7 wines in total
Not included
Gratuities
Traveller Ratings
Reviews collected by Viator and Tripadvisor
4.5
184 reviews
5
133
4
31
3
7
2
5
1
8
How it compares in Siena
No. 12 by number of reviews among 338 tours in Siena
Starting price $56 is 74% below the typical $217 for tours of similar length in Siena
Excurgo comparison of 338 Viator tours, recalculated daily.
Important Information
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
Please meet our staff outside Siena Railway Station (Stazione di Siena – Ferrovia), in front of the clock tower at the main station entrance.
Please note that the Italian option requires a minimum of 4 participants. In case the minimum is not reached, the tour is guaranteed to be in English.
Cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
1+ days before100% refund
0–1 days before0% refund
Frequently asked questions
How long does Hidden Castles & Chianti Wine Experience– Small Group take?
Hidden Castles & Chianti Wine Experience– Small Group lasts about 5 hours. The itinerary has 6 stops.
How much does Hidden Castles & Chianti Wine Experience– Small Group cost?
Prices start at $56 per person for this Siena experience, booked through Viator with the price shown before checkout. There are 4 booking options, so the final price depends on the option you choose.
What days does Hidden Castles & Chianti Wine Experience– Small Group run?
According to the operator’s current schedule, it runs on Tuesdays, Thursdays, and Saturdays, starting at 1:00 PM and 2:00 PM.
How much does Hidden Castles & Chianti Wine Experience– Small Group cost for children?
Children aged 3–12 pay from $28, adults from $56. Infants go free.
Can I cancel Hidden Castles & Chianti Wine Experience– Small Group for free?
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
Where does the tour start?
The meeting point is Please meet our staff outside Siena Railway Station (Stazione di Siena – Ferrovia), in front of the clock tower at the main station entrance. Hotel pickup is not part of this experience.
What languages is Hidden Castles & Chianti Wine Experience– Small Group offered in?
The experience is available in EN, IT, ES.
Is this a private or a group tour?
It is a small-group experience with a maximum of 29 participants.
Is the tour suitable for children?
Infants and small children can ride in a pram or stroller Infants are required to sit on an adult’s lap Specialized infant seats are available
Will my booking be confirmed immediately?
Yes, bookings are confirmed instantly.
Is Hidden Castles & Chianti Wine Experience– Small Group worth it?
Travellers rate it 4.5 out of 5 across 184 reviews on Viator and Tripadvisor; it is run by myTour in Italy.
Reviews(184)
Reviews collected by Viator and Tripadvisor
K
Keith_C
September 9, 2026 · via Viator
Great way to fill in an afternoon in Siena
Our tour guide was caught in traffic from Florence, but we were kept informed.
It wasn't a small group, we had about 25. The tour was fantastic with plenty of time at each stop. It went overtime, which was excellent value for money. Our guide was a little shy with limited English, and could have given more info en route. Overall... woukd recommend.
Operator response
Dear Customer,
Thank you for your feedback!
We’re very happy to hear that you enjoyed the tour and found it to be good value for money.
We truly appreciate your kind words and recommendation!
Best regards,
my Tour
L
Liviu_C
September 8, 2026 · via Viator
Great wine and good vibes
Valesca has a cheerful and positive energy. Your experience through Tuscany will only get better with her and Massimo as guides. Highly recommend.
Operator response
Dear Customer,
Thank you for your feedback!
We’re delighted to hear that Valesca and Massimo made your Tuscany experience so enjoyable.
We truly appreciate your recommendation and will be happy to share your feedback with them.
Best regards,
my Tour
L
Lily_B
September 6, 2026 · via Viator
This was a great and...
This was a great and packed tour. You visit two wineries and two villages with an informative tour guide in a small group. Great value for money. The first winery let you taste three wines and at the second you got to taste 6 with snacks. It was all really good and fun.
Operator response
Dear Customer,
We’re delighted to hear that you enjoyed the wineries, villages, wine tastings, and the small-group experience.
We truly appreciate your kind words and hope to welcome you again soon!
Best regards,
my Tour in Italy
A
Amy_D
August 27, 2026 · via Viator
This was a wonderful...
This was a wonderful tour. Just the right length. Valenza and Mossimo were wonderful tour guides and bus drivers. Very enjoyable experience.
Operator response
Dear Customer,
Thank you for your feedback!
We’re delighted to hear that you enjoyed the tour and found the length just right.
We’re also happy to hear that Valenza and Mossimo made your experience enjoyable. We truly appreciate your kind words!
Best regards,
my tour in Italy
D
Doredi_B
June 5, 2026 · via Viator
Amazing tour
The 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
Operator response
Dear Customer,
Thank you for your feedback!
We are delighted to hear that you enjoyed the tour, the beautiful locations, and the wine experience, as well as the enthusiasm and knowledge shared by the winery hosts.
We truly appreciate your support and hope to welcome you again soon.
Kind regards,
My Tour in Italy
L
Lindsay_H
May 30, 2026 · via Viator
This was a good tour,...
This 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.
Operator response
Dear Customer,
Thank you for your feedback!
Please note that the group size can vary depending on the number of bookings received for each date. Based on the number of participants, we organize the tours accordingly and assign the appropriate number of guides and staff to ensure that all guests are properly assisted and managed throughout the experience.
We appreciate your understanding and value your feedback.
Best regards,
My tour in Italy
L
Linda_L
May 29, 2026 · via Viator
Did not occur
The 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
Operator response
Dear Customer,
Thank you for your feedback!
As an alternative tour was offered to you, you were informed in advance about the updated itinerary and the differences from the original tour, and you agreed to proceed with the alternative option.
Please also note that free time is included at each stop, allowing guests to explore the locations independently.
Regarding the restrooms, wineries and wine estates commonly have restrooms located in outdoor areas. Unfortunately, the location and setup of these facilities are outside our control.
We appreciate your understanding and your feedback.
Best regards,
my Tour
W
Whitney_l
May 27, 2026 · via Viator
We loved everything about...
We 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!
Operator response
Dear Customer,
Thank you for your feedback!
We’re very happy to hear you enjoyed the tour, the wineries, and Luca’s guidance.
We truly appreciate you sharing your experience with us.
Best regards,
my Tour in Italy
M
MICHELLE_N
April 26, 2026 · via Viator
Best tour of our trip
Fantastico! 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.
Operator response
Dear Customer,
Thank you for your feedback!
We’re glad you enjoyed the winery tasting, the extra stops, and your guide V and driver Fernando.
Hope to see you again soon!
Best regards,
my Tour In Italy
R
Raquel_D
April 3, 2026 · via Viator
The experience was nice....
Such 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).
Operator response
Dear Customer,
Thank you for your feedback!
We’re glad you enjoyed the day in Tuscany and that the guides made your experience special.
We appreciate your recommendation and hope to see you again soon.
Best regards,
my Tour in Italy
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Hidden Castles & Chianti Wine Experience– Small Group
