Chianti and San Gimignano Winery Tour: Unforgettable Wine Tasting and Food Pairing Experience

Embark on an unforgettable wine tasting and food pairing experience in Chianti and San Gimignano. Visit charming wineries, explore beautiful villages, and indulge in the best of Tuscan cuisine. Book now!

Duration: 8 hours
Cancellation: 1 day learn more
Highlights
  • Monteriggioni - Visit a first Chianti Classico Winery near Monteriggioni, one of the oldest and more famous in the region
  • Chianti Road - Enjoy the ride with our English Speaking drive-guide who will tell you more about the territory and wines!
  • Historic Centre of San Gimignano - Stroll around San Gimignano, the “gem” of the area, a beautiful town like it was seven centuries ago.. and.. why not .. have a gelato before we go to the next winery!
  • San Gimignano - Enjoy a special lunch with wine pairing in a winery in San Gimignano. Here you will taste also white wines such as Vernaccia, Sparkling Sangiovese and Vin Santo.
What's Included
  • Hotel pickup and drop-off
  • Wine-paired lunch in Chianti Winery
  • Tours and tastings at two wineries
  • Knowledgeable English-speaking driver-guide
  • Comfortable in-vehicle air conditioning
  • Complimentary bottled water
What's Not Included
  • Gratuities
Additional Information

Our expert driver-guide will pick you up at your point of stay, ( No rally points, we come to you! ) embarking on a journey toward the core of Chianti Classico. Enjoy an exhilarating 1-day exploration in the pulse of Chianti and discover the most picturesque village in the locality.

Step 1 - Enchanting boutique winery in Chianti

Step 2 - Exploration of Monteriggioni and/or San Gimignano

Step 3 - Culinary pairing for lunch at the most esteemed winery in the area

Duration of Tour: 7 to 8 hours.

Commencement Time: From Florence at 9:30 AM - From Siena at 10:00 AM

Note: During this expedition, you will be transported in a luxurious Mercedes 9 seat minivan that guarantees extreme comfort, with climate control, large scenic windows and plush seating.
Unless specific requests for privacy are made, it is possible that other individuals may join the tour ( maximum 1 van )

Fame: *  (top-selling winery and culinary tour in Tuscany)

Location
Monteriggioni
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.9
(39 Ratings)
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Rebecca_w
Jul 22, 2024
Winery tour - We had an amazing day. Stephan was a wonderful guide and we absolutely loved everything about the day. San Gimignano was beautiful and we had just the right amount of time to explore. The wineries were both very different and we loved them both. I would highly recommend this tour and guide!
Review provided by Viator
Carol_i
Jul 14, 2024
I love chianti! - Our tour leader was amazing and knew so much about the entire area. The two wineries visited were different and gave is a true feel for the land, wine, and operation.
Review provided by Viator
Pamelap832
Jun 18, 2024
Just AMAZING ! - My husband, myself and our two grown daughters in early 20s had the most wonderful experience at these Tuscan wineries. The Tour is run beautifully and our driver was knowledgeable & professional. The first winery is a small, family owned and operated and just gorgeous in every way. It was a very personal experience being there and Niccola was exceptional. Our tastings were paired with beautiful nibbles from the region. The wines are gorgeous. The second winery is a larger venue that caters to events etc. Here we had wines paired with a traditional Tuscan lunch. The food was delicious. This is a busier places with more groups present and a dining area more like a restaurant. The drive through the Tuscan country side is breathtaking. Our brief stop for an hour in San Gimignano was very fun and the views from the top of the town are lovely and worth the trek up. At the top I caught a glimpse of "Dante Allegheri" in full period garb reciting his poetry from his time in exile. I wish we had more time in this beautiful walled town but it's worth the peek and inspired us to see more of Tuscany. We recommend this tour highly. It's worth every penny and the tour company is excellent !
Review provided by Tripadvisor
Debra_a
May 1, 2024
Great way to spend a Tuscan day! - Our guide, Stefan, was wonderful: profession and personable. Very much enjoyed the whole experience. Lunch was so more than expected. Great food and wine!
Review provided by Viator
Voyage556886
Apr 9, 2024
Tours of Tuscany is the BEST - My husband and I took this tour during our honeymoon and it was absolutely wonderful! Our tour guide was incredibly knowledgeable, the wineries and the wines were some of the best we have ever tasted and visited. Tours of Tuscany is truly the best! If you were looking for a review to convince you to book this tour, this is it! Tours of Tuscany can tailor a trip just for you or you can take one of their already planned out tours. Truly an incredible experience I will remember for a lifetime!
Review provided by Tripadvisor
Pcakes808
Nov 3, 2023
Impeccable service and enjoyable tours - Our tour with Tours of Tuscany was our party's favorite part of our time in Tuscany. The professionalism and ease was experienced right from the beginning. From planning- Sylvia was very responsive and answered all my questions. She helped me design a tour that would work for us. To the day of: We were picked up in a timely manner by the pleasant, knowledgeable, warm Niccolo. He was not only a driver, but a true guide to the area and the wineries we were about to visit. He taught our group about what it meant to be Chianti classico, and the nuances between the different certifications. He was so easy to talk to and didn't make us feel like novices, even though we were. He also suggested the best gelato we had on our entire trip, during our stop in San Gimignano. We will all dream of that gelato for many moons to come! Our tasting and lunch at the 2nd winery were delicious and a perfect cap to a beautiful day. Do not hesitate to contact them and book an itinerary that works for your group. They had great suggestions and were very flexible. We hope to come back one day soon and try another tour. Grazi mille, Sylvia and Niccolo!
Review provided by Tripadvisor
Cindy_w
Oct 24, 2023
Super great tour - Our driver and tourguide Keeko was terrific—-knowledgeable and safe driver. Host for the tasting w lunch was amazing. Winery choices all excellent. Gorgeous scenery…what we anticipated for Tuscany.Would highly recommend this tour for all ages. Beware winding roads and some rough terrain if your prone to motion sickness.
Review provided by Viator
Curious29004103402
Oct 17, 2023
Amazing tour of Tuscany!! - We had the MOST amazing day with Niccolo as our guide. The 6 of us in our party visited 2 amazing wineries and spent a bit of time in San Gimignano as well. Niccolo was informative and very patient (we asked a LOT of questions). We could not have asked for a better day. Thanks, Niccolo, for the wonderful memories!!
Review provided by Tripadvisor
Alessandrocapp
Oct 4, 2023
Highly recommended - Beautiful experience in San Gimignano, we discovered many things both about the area and about the local wine. Highly recommended!
Review provided by Tripadvisor
A9045vgannam
Sep 23, 2023
Great experience! Recommend! - We highly recommend Tours of Tuscany. Booking was quick and easy via email. Niccolo was prompt, communicative, and professional. There were 4 people total on our tour. In addition to selecting two excellent wineries (one smaller and one larger) he was a wealth of information about the customs and culture of winemaking and of the region. While this tour was more expensive than the others we considered, I am very glad we booked with this family owned business as the quality of the service provided was exceptional.
Review provided by Tripadvisor
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