Available languages
5 hours 30 minutes
Mobile ticket
Escape the crowds of Florence and immerse yourself in the Tuscan countryside on a relaxing wine experience in the heart of Chianti.
Visit two local wineries and enjoy guided tastings of regional wines, including Chianti Classico, complemented by olive oil and traditional Tuscan specialties.
Along the way, admire the rolling hills, vineyards, and olive groves that make this region world-famous.
Your experience also includes a stop in Monteriggioni or San Gimignano, depending on the option selected—both iconic medieval villages, ideal for scenic views, photos, and a short stroll.
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
Please advise any specific dietary requirements at time of booking for the product tasting.
Please note that we can guarantee the French, Chinese, Japanese and the Portuguese guide with 4 minimum pax only. Otherwise, the tour will be in English.
Morning option: Visit San Gimignano, famous for its medieval towers
Afternoon option: Visit Monteriggioni, a perfectly preserved walled village
For a full refund, cancel at least 24 hours before the scheduled departure time.
Spend an afternoon visiting the heart of Tuscany and its well known Chianti region. Leave in the early afternoon and head south, you will soon be immersed in a picturesque landscape with gently rolling hills and little hilltop villages. The first stop will be at a charming wine estate in the countryside. Here you will enjoy a guided tour of the wine cellar, having the opportunity to gain insight to the various stages of wine production; but most important you will have the chance to taste some locally produced Chianti wine, the famous wise blend of Sangiovese, Canaiolo, Merlot and Cabernet Sauvignon grapes. You will also taste some local products such as cold meat and salami, together with some typical bruschetta. The second stop of the day will be Monteriggioni the charming walled medieval village. Enjoy some free time and take a walk in this small village known and famous thanks to Dante Alighieri who cited it on his masterpiece The Divine Comedy. Afterwords you will continue with the second winery in the middle of Chianti Classico area. Fall in love with this boutique winery surrounded by endless garden, olive trees and nature. Learn the history of the property, see the wine cellars and finish your visit with an authentic wine tasting. Then take some time to take unique pictures before heading back to Florence where the tour will end.
Guided tasting of 8 local wines
Olive oil, balsamic vinegar, and salami tasting
Visit to 2 selected wine estates
Travel by air-conditioned coach or minivan with wifi
Live commentary on board
Gratuities
Pickup and Drop off service
Limited Spots
Departure at 08:00
793 reviews
Total reviews and rating from Viator & Tripadvisor
I3949TDmonicaa,May 4, 2026
- Review from Tripadvisor
We had a great day with our guide, Lily. The weather was perfect, our group was very funny and the experience was very nice. We tasted different types of wine and did shopping. :)
682mellanies,May 4, 2026
- Review from Tripadvisor
Lily was such a fun, and sweet tour guide she was very attentive and helpful throughout our winery experience and made it the best time on our trip!! If you go on this tour I hope you get Lily!! Also the trip is very worth the price we visited 2 wineries as well as a beautiful castle/town!!!
lexyl750,May 4, 2026
- Review from Tripadvisor
omg amazing. my bff book and it was magical. both of our tour guide were perfection!! 5 american girls love this girl. i’m obsessed
sydneyf208,May 4, 2026
- Review from Tripadvisor
Leli was an amazing tour guide! She was very cute and funny, we had a great time!
santiagocN8053YO,May 4, 2026
- Review from Tripadvisor
Lely was the best tour guide! We had a blast exploring beautiful Tuscany with her, including Montereggiano. Just book it and have a blast if you like wine and fun. Otherwise, I dunno, stay home and be lame?
D7432CBdrewh,May 4, 2026
- Review from Tripadvisor
Lela was amazing!! She was very knowledgeable!
Beep r,May 4, 2026
- Review from Tripadvisor
This was a beautiful experience l. It was relaxing and the country side is beautiful. There are lots of opportunities for great pictures! Lilly was fantastic She is very good at her job





Caroline B,May 4, 2026
- Review from Tripadvisor
Great experience thanks Lily for a great time!
N9398JSgiadar,May 2, 2026
- Review from Tripadvisor
I had a great time with Lily and the driver. Very nice and professional. Especially for the availability for any need. It was an experience also thanks to Lily’s management and the professionalism and sympathy of the staff during the stops


peppe2994,May 2, 2026
- Review from Tripadvisor
I had a great afternoon. The tour was very well balanced. Excellent choice of wineries Special mention for our guide Lily, very kind and professional


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