San Gimignano, Italy

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clock-o5 hours (Approx.)
ticket-oMobile ticket
commentOffered in: English and 2 more


Soak up the local vino and small-town charm of San Gimignano with this 5-hour wine tasting trip from Siena. Explore San Gimignano first at your leisure, spotting landmarks such as the Collegiata and Pizza del Duomo while strolling the medieval streets. Afterward, travel deeper into the Tuscan hills, where you’ll enjoy an intimate winery tour. Sip and swirl Chianti blends with an inside look at the wine-making process. Your trip will conclude back in Siena.
  • Half-day San Gimignano tour from Siena
  • Hear tales of San Gimignano’s medieval history from an expert guide
  • Explore the hilltop town at your own pace, seeing sights like Via Francigena and the Collegiata
  • Learn about wine production in Chianti and discover the difference between Super Tuscan and Gallo Nero wines
  • Sample red and white Tuscan wine during a tasting session, and enjoy a plate of antipasto
Meet your guide in central Siena and hop aboard your coach toward San Gimignano. Learn about the UNESCO-listed town from your guide as you go, a destination complete with impressive towers, old city walls and set on a hill overlooking the Val d’Elsa valley.
After arriving, explore the medieval town at your own speed. Stroll along the ancient pilgrimage trail of Via Francigena, check out the architecture in Piazza del Duomo or browse the artisan pottery and crafts in the local shops.
Then reunite with your guide and journey to the Chianti region, celebrated for its world-class wine and stunning landscape. Take a winery tour, exploring the vineyards, bottling rooms and cellars of a Tuscan estate.
After learning about the production process, treat your palette to an array of reds and whites, noting the distinct characteristics of each. A selection of traditional Tuscan snacks, such as local cheeses, bruschetta or cured meats, will complement your tastings.
After five hours of sightseeing and fine wine, your tour will conclude with transportation back to Siena.


Please note: occasionally this tour may run in reverse order, meaning your visit to Chianti will take place before San Gimignano.


Viator Traveller's Reviews

134 reviews
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, Oct 2018

The tour was amazing. Alessandra was a great guide. Super informed and easy to understand. Gave clear directions for what we were doing that day. The amount of time we had at each stop was excellent. The wine tasting exceeded my expectations. The winery owner was informative and funny. And had great wine. Totally recommend this tour. Easy to find the pick up spot and there were delicious restaurants and gelato place right there. So have some time to check those out!

, Oct 2018

The tour was very well organized. Our tour guide Luvina was great. She was giving us a lot of information, she was also helpful with special requests. The wine tasting was wonderful and fun. I can recommend this tour highly.

, Oct 2018

We started out our day with a trip to San Gimignano, a vibrant old town. We trekked up a hill to the walls surrounding the quaint town. The view was spectacular from the entering gates. There were many shops and restaurants to choose from within. Next, we went to Chianti to a winery with beautiful grounds surrounded by grapevines. Our host for wine tasting was a grandson of the original owner of the vineyards. He was very entertaining while presenting each wine. The very quiet crowd became very talkative and lively by the time all of the tasting was finished. A good time was had by all. Kudos to the host.

, Sep 2018

Learned a lot and enjoyed the group. Tour guide was the best, very organized and personable. I would suggest this tour to anyone.

, Aug 2018

Great trip and tour !

, Mar 2018

This tour was great. Our driver was very knowledgeable about the area and gave us information only a local would know. We had time to see a typical town in the Chianti region and then spent some time in San Gimignano. It would have been nice to have had more time there but after we went to a wine tasting where we had the chance to try about 7 different wines with light appetizers. I would definitely recommend this tour.

, Mar 2018

The driver and guide Paolo was nice friendly and gave us plenty of usefull information : best of friendly italian charm :

, Nov 2017

Not much history was given of any of the few places we visited and the tour was very rushed. The winery was the high light of the tour. The tour guide didn't give us any information on San Gimignano. We were just let of the bus and told to meet back at a certain time.

, Oct 2017

The tour was absolutely the best from start to finish. Our guide was so nice and so engaging that the ride itself was enjoyable. The wine tasting was absolutely the best, the young lady that gave us the tour and tasting couldn't have been any better. She was funny, charming and insightful. Great time

, Oct 2017

Very nice tour of San Gimignano and visited a family winery where we got to taste some wonderful olive oil and good wine. Nice way to see the countryside, especially for a first time visitor.

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Product code: 5919CHIANTISANGIM

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