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HALF-DAY: Chianti Classic Tour with Wine Experience & visit of San Gimignano
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HALF-DAY: Chianti Classic Tour with Wine Experience & visit of San Gimignano

5.0(9 reviews)
5 hour(s)
English
Skip the line
Florence, Italy

Experience tastings of Chianti, Super Tuscan, and Vernaccia wines

Discover the medieval charm of San Gimignano’s historic towers

Enjoy wandering artisan shops within preserved medieval streets

Experience authentic Tuscan culture away from city crowds

Price start from

520

478.40

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Experience the timeless allure of Tuscany as you leave the bustle of the city behind and immerse yourself in the rolling landscapes of the Chianti countryside. Verdant hills, vineyards, and olive groves create a picture-perfect setting as you explore one of the world’s most celebrated wine regions. This private journey invites you to savor a selection of outstanding Tuscan wines while enjoying the peaceful rhythm and natural beauty that define rural Tuscany.

Discover the rich traditions of Chianti through an intimate visit to a family-run winery, where you’ll learn the basics of winemaking and uncover the legend of the iconic Black Rooster. The experience continues in San Gimignano, a remarkable medieval village known for its soaring towers and well-preserved historic center. Wandering its narrow streets, you’ll encounter artisan shops, centuries-old architecture, and an atmosphere that feels like stepping into a living open-air museum.

Bottled water

Five delicious glasses of wine

Air-conditioned vehicle

Transportation

Local expert driver and tour leader

All inclusive tour

Gratuities

Casual wear and sneakers

Sun protection recommended: hat, sunglasses and sunscreen

Travelers with Limited mobility impairments
No pets allowed
Families with children
Nature enthusiasts
Couples
Groups of friends
Seniors and mature travelers
Physically fit travelers
Photography lovers

No public transportation nearby

Not wheelchair accessible

Keep your items organized and handy

Confirmation will be received at time of booking

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Type in your hotel/accommodation to see how far the attraction or departure point is.

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Activity Provider: Pek Tuscany Tours

Customer Reviews

9 reviews
5.0
based on 9 reviews
I

I.C.

September 24, 2025
Google

Do not second guess, book this tour! Chianti is a must if you’re visiting the Tuscany region. You will be fed with the vast beautiful vineyards and learn bit of wine culture! Aaron (Antonio) our guide was very knowledgeable and friendly. Our driver Simone made sure we have the smooth and safe ride. This was truly an intoxicating experience!

R

Russell

July 19, 2025
Google

Beautiful tour, great guide, great wine and food! Highly recommend!

S

Sze

January 1, 2025
GetYourGuide

Andre was a fantastic guide. We enjoyed our guided tour of Volterra and San Gimignano very much. We visited on Christmas Eve and both towns are absolutely beautiful. Unfortunately, there was a road closure on our way to Volterra, and we had to back track and take another route. As a result, it was a bit rushed as there is a lunch reservation at the winery. We spent about 45mins to an hour at both towns, and we definitely wished we had more time to explore the towns on our own. If there is one thing to change, it would be the lunch at the winery. While it was informative and educational (and the wines are delicious), we felt compelled to buy some products in the end. On our way back, Andre stopped by Piazzale Michelangelo to let us take in the views of Florence at sunset. It was a wonderful Christmas Eve. Grazie mille, Andre!

L

Lina

October 15, 2024
Google

This experience took our Euro trip to another level! It was perfect from beginning to end, our tour person Bijo was knowledgeable and super fun, he made sure the ride was entertaining and had a great Spotify playlist. The farm and the wineries we went to were very pleasant, they had great wine and amazing cheese and olive oil. If you have the time and the means, go for this trip! These memories will live forever in my mind as one of the happiest of my life! 🥰

I

Ileana

October 8, 2024
GetYourGuide

This activity was the highlight of my trip! Luciano, our driver was very friendly and professional. The winery that we visited was Podere La Marronaia. The place, the food and the wine were spectacular. Both Volterra and San Gimignano are beautiful towns. Although I would love to make another visit and stay for the night in San Gimignano to have more time to explore the town and stay longer in the winery, this is a very convenient option for a day trip form Florence. The price is excellent considering the private transportation and the quality of the food and wine.

G

GetYourGuide

July 14, 2024
GetYourGuide

Stephano our guide was fantastic , we thoroughly enjoyed the ride and the places we visited but especially Volterra because we had never been there before such an interesting medieval mountain top town. The wine tasty and lunch was very nice and the location was stunning. Would highly recommend this tour if you are in Florence and want to see some of Tuscany and the region of Pisa.

J

James

May 26, 2024
GetYourGuide

Absolutely incredible day exploring Toscana!

N

Noel

February 20, 2024
Google

WOW!! What an amazing day, our tour guide was prob the best tour guide we've ever had, so friendly, fun, knowledgeable & entertaining. The drive was smooth & comfortable, the vineyards were amazing, the views on the drive were unbelievable. The wine tastings were so so delizioso!! The lunch was so big and so tasty, so much delicious food. I couldn't recommend this tour enough, I would do this tour again & again.

J

josiah

February 19, 2022
Google

We had a fantastic time! Make sure you ask for Daniele. He absolutely made the experience amazing and super fun. It is the perfect amount of time for San Gimignano and a good mix of wine and scenery.