Meeting Point
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Tom_COctober 2026 • Viator
Tour Guide exceptional!
Guide was excellent-giving much information and personable. Wine tastings and tours were the best! Small group all bonded.
Small-Group Chianti Trip with Wine Tasting from Siena
4.9
85
Reviews
Recommended by 100% travellers
100% of guests rated this experience 4 stars or higher
4.9 (85)
Recommended by 100% travellers
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4.9
85
Reviews
Recommended by 100% travellers
100% of guests rated this experience 4 stars or higher
4.9 (85)
Recommended by 100% travellers
Earliest Date Available: November 2, 2026This experience is in high demand. Book now to lock in the next available date.
Free CancellationCancel for free up to 1 day before your experience
Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world
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4.9
•85 reviews US$212.52 per guest
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Adult x1
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Earliest Date Available: November 2, 2026This experience is in high demand. Book now to lock in the next available date.
Free CancellationCancel for free up to 1 day before your experience
Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world
Why book with byFood?Japan's #1 food travel platform
Japan's #1 food travel platformTrusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT
Description
Good to Know
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.
Professional guide
Wine tasting
Lunch
In-vehicle air conditioning
Air-conditioned vehicle
Gratuities
Hotel pickup and drop-off
Entrance to Castello di Brolio
1
50 minutes · Admission Ticket Included
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
visit the gardens of Castello di Brolio, learn about its history and enjoy the stunning views overlo…
2
30 minutes · Admission Ticket Free
Castello di Vertine
visit the beautiful hamlet of Vertine or Gaiole in Chianti to see a typical fortified medieval village
visit the beautiful hamlet of Vertine or Gaiole in Chianti to see a typical fortified medieval villa…
Meeting Point
Piazza San Domenico, Siena Provincia di Siena Toscana, Italy, IT, 53100
Open in Google MapsMeet 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.
Free cancellation
Cancel up to 1 day before for a full refund.
No refund within 1 day of the experience or no-shows.
4.9
85 reviews
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+9 photos85 reviews
U
usernamesarenotfunJune 2026 • TripAdvisor
Fabulous adventure
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
H
Halo5June 2026 • TripAdvisor
A fabulous Chianti Classico experience
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 tasting at two small wineries, Nardi and Casanova Di Bricciano, with a delicious Tuscan lunch at the second, overlooking the beautiful Tuscan countryside. The third wine tasting was also a great experience at a larger winery, Ricasoli. We bought wine at all three. The day ended with a walk around the castl...read more
R
rschaffer2023June 2026 • TripAdvisor
A fun experience!
Our guide Mattai was exceptionally knowledgeable and fun! Every experience was great with the exception of the last winery that was mediocre.
ED
Erin DMay 2026 • TripAdvisor
Small group tour, amazing scenery and tasty wines!
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!
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