Tours and Tickets

Small-Group Chianti Wine-Tasting and Castles Trip from Siena provided by Tuscan Escapes

LIKELY TO SELL OUT*

Small-Group Chianti Wine-Tasting and Castles Trip from Siena

Small-Group Chianti Wine-Tasting and Castles Trip from Siena
5
Book in advance
from
$169.80
per adult
Reserve now & pay later: Save your spot free of charge with flexible booking.
100% of travelers recommend this experience
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Tour snapshot
Combine wine tasting and visits to medieval castles on this Chianti day trip
Duration:
8h
Taking Covid-19 safety measures
Group size:
8
Stroller accessible
Ticket type:
Mobile
Free cancellation
  • Duration:
    8h
  • Taking Covid-19 safety measures
  • Group size:
    8
  • Stroller accessible
  • Ticket type:
    Mobile
  • Free cancellation
About
This is the ideal tour for wine lovers, and architecture fans. Save hours of research and planning time, and go on a comprehensive small-group tour to Chianti. See spectacular countryside views, and visit Castello di Brolio—a historic castle and the birthplace of Chianti wine. This stress-free tour including multiple winery visits, wine tastings, and a delicious Tuscan lunch.
Know before you go
  • Duration: 8h
  • Mobile tickets accepted
Cancellation policy
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Available languages
English, Italian
Highlights
  • Travel with ease between countryside sights in an air-conditioned vehicle
  • Small-group tour with a limit of eight travelers
  • Enjoy the perk of having wine tastings and a delicious Tuscan lunch included
What to expect
Know before you go
  • Duration: 8h
  • Mobile tickets accepted
Available languages
English, Italian
Cancellation policy
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Highlights
  • Travel with ease between countryside sights in an air-conditioned vehicle
  • Small-group tour with a limit of eight travelers
  • Enjoy the perk of having wine tastings and a delicious Tuscan lunch included
What to expect
Need help booking?
Call the number below and use the product code: 5493CHIANTICASTLES
Important information
Inclusions
  • Professional guide
  • Lunch
  • Wine tasting
  • Air-conditioned vehicle
  • Entry/Admission - Castello di Brolio
Exclusions
  • Gratuities
  • Hotel pickup and drop-off
  • Entrance to Castello di Brolio
Duration
8h
Departure details
  • Piazza San Domenico, Piazza S. Domenico, 53100 Siena SI, Italy Meet under the large tree next to the red brick church
Additional information
  • Confirmation will be received at time of booking
  • Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol
  • Not wheelchair accessible
  • Stroller accessible
  • Service animals allowed
  • Infant seats available
  • No heart problems or other serious medical conditions
  • Most travelers can participate
  • This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
  • This tour/activity will have a maximum of 8 travelers
Inclusions
  • Professional guide
  • Lunch
  • Wine tasting
  • Air-conditioned vehicle
  • Entry/Admission - Castello di Brolio
Exclusions
  • Gratuities
  • Hotel pickup and drop-off
  • Entrance to Castello di Brolio
Departure details
  • Piazza San Domenico, Piazza S. Domenico, 53100 Siena SI, Italy Meet under the large tree next to the red brick church
Duration
8h
Return details
  • Returns to original departure point
Additional information
  • Confirmation will be received at time of booking
  • Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol
  • Not wheelchair accessible
  • Stroller accessible
  • Service animals allowed
  • Infant seats available
  • No heart problems or other serious medical conditions
  • Most travelers can participate
  • This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
  • This tour/activity will have a maximum of 8 travelers
Travel safe during COVID-19
Last updated: Mar 13, 2022
A note from Small-Group Chianti Wine-Tasting and Castles Trip from Siena
All travelers will have to wear their own personal protective equipment (masks covering nose and mouth).
What you can expect during your visit
  • Regular temperature checks for staff
  • Regularly sanitized high-traffic areas
  • Guides required to regularly wash hands
What you can expect during your visit
  • Regular temperature checks for staff
  • Regularly sanitized high-traffic areas
  • Guides required to regularly wash hands
  • Hand sanitizer available to travelers and staff
  • Transportation vehicles regularly sanitized
  • Face masks required for guides in public areas
  • Paid stay-at-home policy for staff with symptoms
  • Gear/equipment sanitized between use
  • Face masks required for travelers in public areas
  • Social distancing enforced throughout experience
Itinerary
  • You'll start at
    Piazza San Domenico
    Piazza S. Domenico, 53100 Siena SI, Italy
    Meet under the large tree next to the red brick church
    See address & details
  • 1
    Castello di Brolio
    Stop: 50 minutes - Admission included
    See details
  • 2
    Castello di Vertine
    Stop: 20 minutes
    See details
  • 3
    Radda in Chianti
    Stop: 40 minutes
    See details
  • You'll return to the starting point
+
Detailed Reviews: Reviews order informed by descriptiveness of user-identified themes such as cleanliness, atmosphere, general tips and location information.
Popular mentions

5.0
17 reviews
Excellent
16
Very good
1
Average
0
Poor
0
Terrible
0

Liss C
1 contribution
Jul 2021 • Couples
The Chianti and Castles tour was a major highlight of our entire trip to Italy. Giorgia was an exceptional guide, she is so knowledgeable about the history of the area as well as the wine making process. We learned so much from her and she was very relatable and easy to get along with. We were the only ones in the small group tour and Giorgia allowed us choice and flexibility throughout the day. Each stop was so special however, the lunch and wine tasting was beyond anything we had expected. There was so much delicious, homemade, authentic food and the wine was so good. As a couple traveling on a budget, we were treating ourselves with this experience and I can confidently say it was worth every penny to experience Tuscany in this way. Thank you!!
Written July 30, 2021
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Valentin A
3 contributions
Aug 2021
First of all, Danielle has been a great host, very knowledgeable, patient, professional and friendly. He took us to 3 different locations for wine tasting but also to another two small and wonderful little towns where we could spend as much time as we wanted to visit/take pictures and enjoy the views.

The entire tour lasted more than we expected, around 08h 30’, which was great and at no time there was any feeling that we are in a rush. We felt very comfortable with Danielle, he explained and provided lots of information about wine, Toscana in general. It was great to chat with him along the way.

The places where we tasted wines were very different and we enjoyed the varieties of red wine that the region has to offer.
The meal was more than enough for the 3 of us, local products, very fresh, homemade pasta and a great dessert.
Written August 31, 2021
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Peter T
Jindera NSW3 contributions
Sep 2019 • Couples
Most amazing experience. Our guide was so knowledgeable and went out of his way to make this a day we will never forget. Beautiful wines, beautiful food, spectacular countryside and villages, magnificent wineries and amazing company. Many thanks Tuscan Escapes.
Written September 20, 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

ASingleJulie
Saint Louis, MO41 contributions
Jul 2019 • Friends
My family loved this tour! We had a great guide--very friendly and talkative, full of interesting information about the history in Tuscany. We went to a number of amazing locations, including wineries and a fantastic restaurant! The number of people included was also small, so we could take our time and did not ever feel rushed or overlooked. This was a great way to see the Chianti region and taste a lot of delicious wine without having to worry about driving ourselves. I would recommend this company to those traveling in Tuscany!
Written July 11, 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Kimberly T
19 contributions
Ellena was an awesome guide in this tour. We learned a lot about Chianti Classico. Our lunch was picturesque at Il Rustoro di Ama. I had the cheese cannelloni and I promise you, I have never tasted cheese like this. I'm not much of a wine drinker, but every thing we tasted was excellent. It was a full day and on the 30 min drive after lunch, I had the best nap. I would recommend this tour to everyone.
Written June 9, 2018
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Barb M
1 contribution
Oct 2019
David our tour guide made us feel comfortable and welcome. He was very knowledgeable and took us to three fabulous wineries. They were all different but each one had experienced owners that we learned so much from. The wine and the food were exceptional. We highly recommend this tour.
Written October 15, 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Jo&steve
4 contributions
Aug 2019 • Couples
We had the most amazing tour of Siena with William. It was a very personalised tour as there was only the two of us on the day His knowledge of the Tuscan area was outstanding. He answered our questions with patience and enthusiasm. The castle and wineries we visited were superb. However it was the elegant lunch we had that continues to linger - it could only be described as Devine. We were treated like the most important couple to ever have visited, my husband and I were humbled. We informed William of our stay in Florence and to our amazement enhanced and further improved our knowledge of this beautiful historic city. Thank you William you made our stay in Siena so very memorable it will be because of you and your passion that we will be returning and do so hope you will be still doing tours. Grazi
Kind regards jo and steve
Written August 27, 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Tour Guide
Australia19 contributions
May 2019 • Couples
Had a great day on your in Tuscany, small group great fun and amazing lunch. Beautiful sights and architecture. Highly recommended tour with David. Thanks again 😀
Written May 16, 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Barbara d'Avila
7 contributions
Our tour guide, Daniel, is an authentic wine specialist! He gave us really detailed explanations about the production and preservation of local Chianti wine. We visited three different wineries and had a superb lunch in one of them. He also showed us an amazing little medieval town on the way. If you want to discover Chianti, I highly recommend this tour!
Written May 14, 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

JohnPuzey
Hastings, New Zealand51 contributions
Aug 2018 • Couples
This was one of the highlights of our stay in Siena. Can 100% recommend Tuscan Escapes. We were met exactly on time and where we were supposed to be met. In the morning the air conditioned mini bus (maximum 8, we were just 4) took us on a guided tour of the Chianti region, we visited a beautiful castle with extensive views over the region, stopped at scenic spots on the way, and had the first wine tasting.
Back in the minibus and off to another cellar with a wine tasting over an excellent lunch. A visit to the historic town of Radda in Chianti (check out the ice cream parlour!) followed by another special wine tour and tasting. All sounds hectic, but it was timed to perfection, just enough time at each location, followed by enough time in the bus to cool down. But..........what made the tour was our guide David. His knowledge of wine, wine-making and the Tuscan region was superb. He was able to keep conversations going and made the day easy and relaxed. Only regret, we didn't have time to do other tours with them.
Written October 2, 2018
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Showing results 1-10 of 15
*Likely to sell out: Based on Viator’s booking data and information from the provider from the past 30 days, it seems likely this experience will sell out through Viator, a Tripadvisor company.
About the operator

Don’t take it from us – here’s what people have to say about this operator.

By: Tuscan Escapes
1974jenniferr
1974jenniferr
00
Fun, informative trip!
This tour was wonderful! Guillermo was so thoughtful and caring. He did not rush us and answered every question we
angelopL5070VO
angelopL5070VO
00
Brunello Wine experience
Our guide was knowledgeable and very helpful. He took us to dreamy Tuscan landscapes and a great wine experience. I
kbinsb
kbinsb
00
Epic
This was one of our best experiences in Europe ever. We’ve been visiting Europe regularly since 1987 so we don’t ta
Synchro12
Synchro12
00
The only way to tour Tuscany!
We booked a small group eBike tour with Tuscan Escapes and it was a highlight of our entire trip. The Tuscan spring
Louise C
Louise C
00
Glorious Tuscany
What an amazing tour. Spend a glorious day in Tuscany. Our guide Daniel was the perfect guide for our small group
694KARENA
694KARENA
00
Sunset Dinner Tour - Top Notch
Our party of four went on the Chianti and San Gimignano Sunset Tour with Dinner. Our small group tour guide - Will
manuelz897
manuelz897
00
Siena in a morning...........
We were a small group of 4 persons. we enjoyed every minute of the tour. A spècial thank and congratulation to the
Meander65090172923
Meander65090172923
00
Phenomenal Day
The most phenomenal day enjoying the countryside with our guide Mattia! Not only is he your guide he is an experien
StevenJA65
StevenJA65
00
Wowed in Chianti
I was exploring Tuscany with my brothers and we were fortunate to discover Tuscan Escapes. We spent an afternoon a
Michael A
Michael A
00
A Magnificent Experience!
This was an outstanding experience. It began with a visit to a small, family-run winery (“Il Poderino”) in Chianti,
Todd A
Todd A
00
A Tuscan Tour to Remember
My brothers and I signed up for this tour and couldn’t have been happier. William was our guide and he was excellen
Barbara M
Barbara M
00
Always Wonderful: Sunset Tour of Chianti including San Gimignano
This is the third time we've taken this tour. Even though the weather was miserable, it was still a wonderful after
Tamera D
Tamera D
00
Authentic tour of Tuscany
Let me first start off by saying this day trip was the highlight of our 2+weeks in Italy. Our guide Guglielmo could
N2012NMdanah
N2012NMdanah
00
Great tour!
My husband, son and I loved this tour! Daniel was a fantastic guide. He was friendly and knowledgeable about the ar
jjefls
jjefls
00
Awesome experience!
Daniel was knowledgeable about the area and the wine making process. A passionate man that made the trip even more
Frequently Asked Questions about Small-Group Chianti Wine-Tasting and Castles Trip from Siena

Small-Group Chianti Wine-Tasting and Castles Trip from Siena will start at 9:30 AM. Discover and book Small-Group Chianti Wine-Tasting and Castles Trip from Siena on Tripadvisor


Small-Group Chianti Wine-Tasting and Castles Trip from Siena price starts from $169.39. Discover and book Small-Group Chianti Wine-Tasting and Castles Trip from Siena on Tripadvisor

Small-Group Chianti Wine-Tasting and Castles Trip from Siena cancellation policy: For a full refund, cancel at least 24 hours in advance of the start date of the experience. Discover and book Small-Group Chianti Wine-Tasting and Castles Trip from Siena on Tripadvisor