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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

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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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Customer Reviews

Robert B

5 star rating: Highly Recommended October 2016

Very good tour. Guide well versed in 3 languages. Adequate bathroom opportunities. If she could have managed the weather it would have been perfect. Glad we did it as opposed to renting a car.

Russell B

5 star rating: Highly Recommended October 2016

This was a very fine tour

Christine N

5 star rating: Highly Recommended October 2016

This tour was a great way to see Siena, San Gimignano love, love, love and Greve in Chiati all in one day! The guide was very knowledgeable and sweet! The wine tasting and the beautiful vineyard was a nice end to a very nice tour!

Simon J

5 star rating: Highly Recommended October 2016

This was a fantastic way to fit in San Gimignano and Sienna into our itinerary. The trip through the Chianti hills and stop at the vineyard were excellent. The stop at Greve made the day a little bit long. Great tour guide through Sienna.

Alex B

5 star rating: Highly Recommended October 2016

Excellent tour guide in Siena but the bus tour guide was disorganised leaving people unsure where and when to meet causing some confusion. He also gave little local information while on the bus. The wine tasting was done very efficiently considering the size of the group.

Jennifer C

5 star rating: Highly Recommended October 2016

Absolutely loved this tour. Next time I come to Italy I'm definitely staying in San Gimignano! Such a beautiful part of Italy. Our tour guide in Siena was fabulous. The wine tasting could be a bit longer.

Mary S

5 star rating: Highly Recommended October 2016

Excellent tour which was the first day of our holiday and really gave us a great sense of the countryside and steeped us in the culture and history of the area . Was a fabulous day . Mary

Susan F

5 star rating: Highly Recommended September 2016

Loved all three towns!!! Our tour guide was Great!


5 star rating: Highly Recommended September 2016

It was the best tour we did so far in italy


5 star rating: Highly Recommended September 2016

tour and tour guide were excellent! loved it! really beautiful Dont miss this one!

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