Small-Group Chianti Trip with Wine Tasting from Siena

Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star half v4
(84)
Photo of heartV2
Add to Wishlist
Share
Photo of img box all
Show all photos
Photo of 9f
Photo of 38
Photo of fa
Show all photos
Photo of 4c
+8
Photo of heartV2

Small-Group Chianti Trip with Wine Tasting from Siena

Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star half v4
(84)
Photo of heartV2
Add to Wishlist
Share
Photo of img box all
Show all photos
 US$220.39  per guest
Photo of user add
Adult x1
Photo of calendar
Select a Date
Check Availability
Photo of calendar mark
Earliest available date: September 10, 2026
Free cancellation (24 hours notice)
Photo of arrow button down
Photo of group 14
For each guest that attends this experience, byFood will donate
10 meals
Summary
Experience Details
What You’ll Experience
Where to Meet
Reviews
Photo of exp duration
Duration
8 hours
Photo of exp guest
Number of Guests
1 - 8 guests
Photo of exp language
Language
English
Photo of mobile ticket
Digital Ticket
Mobile or paper ticket accepted
Photo of group 14
For each guest that attends this experience, byFood will donate
10 meals

Experience Details

Combine Chianti's fine wines with its impressive castles on a full-day trip from Siena! Giving the rugged Tuscan landscape a remarkable grandeur, these stunning Italian castles are a must-see for any visitor to the region. With your expert guide, visit Castello di Brolio, renowned as the birthplace of Chianti wine. Sample the esteemed Chianti Classico wine, enjoy an authentic Italian lunch at a Tuscan wine estate and tour the cellars to learn about the passion behind this traditional wine directly from the producer. Enjoy some of the region’s best wines directly at the winery.


Numbers are limited to eight people on your small-group trip, ensuring you'll receive personalized attention from your guide.

What You Get

Professional guide
Wine tasting
Lunch
Gratuities
Hotel pickup and drop-off
Entrance to Castello di Brolio

Good To Know

  • Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol
  • Not recommended for travelers with poor cardiovascular health
  • Infants and small children can ride in a pram or stroller
  • Suitable for all physical fitness levels
  • Specialized infant seats are available
  • Service animals allowed

What You’ll Experience

1

Castello di Brolio

visit the gardens of Castello di Brolio, learn about its history and enjoy the stunning views overlooking the nighbouring valleys and hills before tasting their fantastic wines
50 minutesAdmission Ticket Included
2

Castello di Vertine

visit the beautiful hamlet of Vertine or Gaiole in Chianti to see a typical fortified medieval village
30 minutesAdmission Ticket Free

Meeting & Pickup

Meeting Point

Piazza San Domenico, Siena Provincia di Siena Toscana, Italy, IT, 53100

Open in Google Maps
Meet in front of the church steps of the San Domenico red brick church (also called Basilica Cateriniana)
End Point

This experience ends at the meeting point.

Cancellation Policy

Cancel your booking at least 24 hours before the experience start time to receive a full refund.

Read more

Reviews
4.9
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star half v4
based on 84 reviews
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
(TripAdvisor)
Photo of avatar
Fabulous adventure
June 23, 2026

Juliano was an excellent guide, very knowledgeable, very interesting, and very organized. I particularly enjoyed the small family vineyard we visited. The lunch on the with wine was memorable

Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
(TripAdvisor)
Photo of avatar
A fabulous Chianti Classico experience
June 19, 2026

Our Chianti Classico day trip was fantastic. Our guide, Kiko, was very knowledgeable and he shared some interesting information and stories about the region with us. We really enjoyed the wine tast...read more

Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
(TripAdvisor)
Photo of avatar
A fun experience!
June 09, 2026

Our guide Mattai was exceptionally knowledgeable and fun! Every experience was great with the exception of the last winery that was mediocre.

Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
(TripAdvisor)
Photo of avatar
Small group tour, amazing scenery and tasty wines!
May 29, 2026

Mattia was an excellent guide to tell us all about the wines we tasted and areas we visited. The lunch was a highlight - one of our best meals of the trip!

Photo of caption
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
(TripAdvisor)
Photo of avatar
Excellence with Danielle and his curated experience
May 29, 2026

Danielle was amazing as a guide. Very knowledgeable, funny and relateable. We visited amazing wineries and had great food and wine. The selection of locations, quality and experience was outstandin...read more

Load more
You may also be interested in these experiences
Photo of 4f
Photo of star fill v4
5.0 (1)
Private Vintage Fiat 500 tour in Chianti From Siena
Siena
5 hours
Private Experience
US$486.99
Photo of empty heartV2
Photo of 4f
Photo of star fill v4
4.6 (10)
Private wine tour of Chianti
Siena
6 hours
Private Experience
US$855.31
Photo of empty heartV2