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See the Tuscan gems of San Gimignano, Siena and Greve in Chianti on a day trip from Florence. Stop first in the city of Siena to visit a 'contrada' museum for some Sienese history, as well as the Basilica di San Domenico for an interior tour. Afterward, explore the medieval hilltop town of San Gimignano and enjoy a tasting of local blends at a nearby winery. Top off your trip at the village of Greve in Chianti before returning to Florence.


  • Day trip to Siena and San Gimignano from Florence, led by a tour escort
  • Travel through the picturesque Chianti countryside in Tuscany
  • Inside visit of the Basilica of San Domenico in Siena
  • Explore Siena old town with your guide
  • Visit one of Siena's contrade museums and learn all about the city's famous contrades
  • Visit of a Picturesque medieval Chianti village, famous for its colors and charm

Recent Photos of This Tour

What You Can Expect

Siena, San Gimignano and Greve in Chianti Day Trip from Florence with Wine Tasting

Admire the beautiful Siena Duomo

Depart from central Florence and ride south through the Tuscan countryside by coach. Gaze out at the olive groves, green hills and vineyards that make the Chianti region so stunning.

Arrive in Siena, heading first to the Basilica of San Domenico. Admire the Renaissance artwork inside with your guide before taking off on a walking tour. Pause to marvel at the striped marble of the Siena Cathedral and then enter one of the city's contrada museums.

Learn the history behind the contrades, or districts, of the city as you wander the exhibits. Hear about the individual traditions of each still celebrated today during the famous Palio horse race, which takes place in the main square twice a year. Afterward, relax with a brief break to purchase lunch.

Continue to San Gimignano, a medieval hill town best known for its impressive towers and frescoes. Soak up some free time to explore its streets independently before traveling to a small winery in the Chianti hillside. Walk in the vineyards, visit the barrel room and sample four delicious local wines, accompanied by snacks.

Top off your trip with a visit to the charming village of Greve in Chianti to peruse the local shops and main square. Your trip will conclude with transportation back to Florence.

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Please note: When the Museum and the Oratory of the Contrada are not accessible, it will be replaced with the interior visit of the Cathedral or another site of particular historic and cultural interest.

Customer Reviews

Stéphane C

5 star rating: Highly Recommended August 2016

Amazing visit to San Gimignano to begin. Very knowledgeable guide Donatella explains everything on the way and you can tell she is passionate about Italy!
Siena was a major highlight. Medieval italian town and absolutely stunning to visit... and stay longer!
Grève in Chianti was a stop at a local Vine Yard with wine tasting and product samples. The wine was wonderful but especially the site... Beautiful landscapes, valleys and mountains along with grape vines. Lots of time for photo opportunities :-


5 star rating: Highly Recommended August 2016

This was a full and excellent trip, with a brilliant guide. well worth the money.

Shama K

5 star rating: Highly Recommended August 2016

a wonderful day trip.


5 star rating: Highly Recommended August 2016

The tour guide was very personable and well informed. The coach was comfortable, and the tour delivered everything promise.

Gianluca M

5 star rating: Highly Recommended August 2016

The tour was excellent! In one day we managed to see all the major sites of Tuscany and make amazing memories! There was a perfect balance between free-time to explore and guided tours to explain the history and background of all major cities. Would strongly recommend!

Jason G

5 star rating: Highly Recommended August 2016

Best way to see Tuscany. Fantastic tour!

Austin S

5 star rating: Highly Recommended August 2016

This was a perfect way to explore the Tuscany/Chianti region with limited time in Italy. The walking tour of Siene was very informative and our time in San Gimignano was charming. A solid foundation for future exploration of the Italian countryside.

Paul V

5 star rating: Highly Recommended August 2016

Such a full day and really great value. I also have a much greater appreciation for Sienna, the guide was a great story teller and we covered a lot of history. WInery to finish was fantastic as well. Big thumbs up

Yolanda T

5 star rating: Highly Recommended August 2016

Great trip for a day.

Khushboo G

5 star rating: Highly Recommended July 2016

Really nice and comprehensive one day tour.
Ends up having more families and kids rather than younger people but for somebody who wants to go to all the above places near Florence which are very difficult to get to otherwise because of lack of proper public transport this is still a great one day tour. Sam Gimignano and Siena are gorgeous and please don't miss the optional walking tour in Siena, that's really nice.

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