Small-Group Chianti Trip with Wine Tasting from Siena
Overview
Available languages
8 hours
Mobile ticket
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.
Additional Info
Infants and small children can ride in a pram or stroller
Service animals allowed
Specialized infant seats are available
Not recommended for travelers with poor cardiovascular health
Suitable for all physical fitness levels
Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
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
Castello di Vertine
visit the beautiful hamlet of Vertine or Gaiole in Chianti to see a typical fortified medieval village
What‘s Included
Professional guide
Wine tasting
Lunch
Air-conditioned vehicle
Gratuities
Hotel pickup and drop-off
Entrance to Castello di Brolio
Options
Small-Group Chianti Trip with Wine Tasting from Siena
Reviews
71 reviews
Total reviews and rating from Viator & Tripadvisor
Very thoughtful itinerary...
Mark J,,Oct 3, 2025
- Review from Viator
5.00Very thoughtful itinerary with a knowledgeable guide. Marco was great! We learned about winemaking, the Chianti Classico region, and its people. Lunch was amazing and beautifully presented.
Excellent wine tour
Janice K,,Sep 25, 2025
- Review from Viator
5.00If you are looking for an all-day wine tour that visits more than one winery this is a great option. The tour stops at three wineries. The first two were my favorite. The second tour included an excellent lunch. Our driver/host was knowledgeable and explained the pyramid of wines and we traveled. He was very courteous and gave the group options on how long we wanted to stay.
Wonderful experience....
Lori S,,Sep 10, 2025
- Review from Viator
5.00Wonderful experience. Loved visiting small family owned/operated wineries. People were exceptionally friendly and hospitable. Julia was a lovely guide. Lunch, cooked by”Mama”, was beyond imagination. This day will go down as one of the best of our Italian holiday. By the end of the day I felt like we had been with family.
Wonderful wine tour
Jessica S,,Jul 31, 2025
- Review from Viator
5.00We didn't actually do the chianti tour because there wasn't enough people on it, so we were switched (after checking with us and giving us the option of cancellation) to the brunello di montalcino tour (but to save on admin the booking wasnt switched over so i cant review the tour i actually did!!) . I can't say how the chianti tour was but the brunello tour was 12/10 and overall it was great to see and taste wines that are overall probably of a higher quality/rarity. Our driver and tour guide, Emmanuele was also so great and knowledgeable and a safe driver. This tour was our favourite day so far and well worth the price. I would imagine the chianti tour was as good!
Tuscan Escapes Day Tour.
kathy b,,May 23, 2025
- Review from Viator
5.00Keko, our guide, was fantastic. The tour was also small so it felt very personal. The three wineries we visited where also well chosen. We would recommend it.
Paolo was an extremely...
Dawn A,,May 20, 2025
- Review from Viator
5.00Paolo was an extremely entertaining and knowledgeable guide. We had a fascinating insight into the Chianti region past and present. The lunch at a small family winery was out of this world.
Fantastic tour, highly recommended
Stephen O,,May 8, 2025
- Review from Viator
5.00Marco was an excellent and knowledgeable driver and guide. The 3 winery visits were very good, in particular the two small family ones. The lunch at the Azienda Agricola Casanova di Bricciano was superb, and we bought a case of their very nice Chianti Classico Riserva. It was a lovely introduction to the Tuscan countryside.
Small Group winery tour of Chianti
Andrea P,,May 2, 2025
- Review from Viator
5.00What a wonderful experience we had traveling with this tour. Our guide and driver Francesco (Keko) was a knowledgeable and informative host. We were picked up on time at the designated meeting spot and quickly began our journey through the Chianti region of Tuscany . All through the drive Keko gave historical and current information. Our first stop was a tour of the castle grounds at Riccasoli followed by a tasting of their wines. Next was a quick visit to the charming town of Radda, where we wandered freely for a bit, giving a chance to shop. Then on to our second winery where we had a tour of the cellars, an explanation of the wine making process and a delicious 4 course lunch accompanied by a wine tasting for each course. Both the food and wine were delicious and generous. Our final stop was a tour and tasting of yet another winery. All in all a very complete tour I highly recommend.
Great Chianti tour
Dana L,,Oct 21, 2024
- Review from Viator
5.00A great tour of the Chianti region of Italy. We enjoyed visiting the small Vineyards and the lunch was so delicious! I highly recommend this tour
Best Wine Tour Ever
Peggy M,,Sep 26, 2024
- Review from Viator
5.00This is the best wine tasting tour we’ve ever been on. We visited 3 boutique wineries, one of which included an excellent lunch. In addition we toured a castle and visited a small town. Our guide Julia was fantastic, informative and spoke English very well. I highly recommend this tour.
Related Experiences
Operated by Tuscan Escapes by Papilio SRL