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See the Tuscan gems of San Gimignano, Siena, and Chianti on a day trip from Florence. Stop first in the city of Siena to visit a 'contrada' museum for some Sienese history. 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 in Chianti before returning to Florence.


  • Day trip to Siena and San Gimignano from Florence, led by a professional tour escort
  • Travel through the Chianti countryside in Tuscany
  • Explore Siena's Old Town with your guide
  • Explore one of Siena's contrade museums
  • Discover the famous Siena Cathedral and its treasures
  • Make a stop in a charming village in Chianti

What You Can Expect

Siena with Palio’s Contrada, San Gimignano and Chianti, Day Trip from Florence with Wines and Food Tasting

Admire the beautiful Siena Duomo

Depart from central Florence (near Santa Maria Novella train station) and ride south through the Tuscan countryside by coach.

After a scenic drive past the vineyards, arrive in Siena. Admire the Renaissance artwork inside with your guide before taking off on a walking tour. Take note of the uniquely 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, take 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 to sample fine local wines, accompanied by snacks.

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

Please note that the order of the visits may change.


Customer Reviews


5 star rating: Highly Recommended March 2018

This tour was amazing!! Extremely informative with lots of things to see. Our tour guide was a doll, she was so sweet and very smart! Definitely recommend, my family and I loved this trip!

Daniel L

5 star rating: Highly Recommended March 2018

We enjoy visiting these small towns, each with their own particular point of view and interest, and the trip went by very quickly. You take in a lot of interesting stuff.

Christine W

5 star rating: Highly Recommended March 2018

A great tour with a knowledgeable and informed guide who was most thoughtful and helpful. An enlightening visit which brought alive the history and traditions of the places visited. The bus driver was 'the best' and reliable in difficult driving conditions in the evening in the clouds of the Tuscan hills.

Alan P

5 star rating: Highly Recommended February 2018

This trip wad amazing! Our guide Alicia was delightful and informative. This trip was so worth it!! Beautiful country! Saw so much all in one day! Love, love Loved!

Margaret S

5 star rating: Highly Recommended January 2018

so much fun!

Patricia C USA

5 star rating: Highly Recommended November 2017

Fantastic all inclusive tour. Everything was on time and varied. San Gimignano was a great experience with a temptation to return. Siena is a beautiful city with a lot of historic culture. The visit to the costume museum was something different to experience, the Church is amazing. Our time in Chianti was very comprehensive, the vineyard was charming as were the family who hosted us. They are very proud of their wines, cheeses, salami, and vinegar. All available for purchase. A full complete day.


5 star rating: Highly Recommended November 2017

It was a wonderful tour even with the bus breaking down. It was remedied in a reasonable about of time. I would recommend it.

Helen G

5 star rating: Highly Recommended November 2017

Amazing day. We were so lucky as the sun shone and the whole trip was brilliant. It was an early start but so worth it as we saw so much of Tuscany. The hardest part was finding the coach as you have to enter the train station and walk along platform 16 on the right hand side past the palm trees and coffee shop all the way to platform 17 but then walk down a slope that exits the station to find the bus stops. we did a trial run the night before to ensure we knew where we were going :
The trip starts in San Gimigmano for the beautiful views which is about an hour on the coach. This is followed by another hour to Siena . We had a great guide Paulo who lives in Siena and is an expert. we learned all about the horse race and visited the local areas and a church and the outside of the cathedral. He had so much knowledge and his English was excellent. thank you Paulo.
We had lunch here overlooking the sunny square and the town hall. On the way back we ade 2 stops one for wine tasting and one for a coffee/wine before arriving back at the station around 7pm. It was a full day and worth every penny. The viator guide was also really good.

Marie K

5 star rating: Highly Recommended November 2017

This was our favorite tour while in Italy! All three places visited were interesting and gave us a flavor for the places. The weather was great on this day which also helped. The scenery in the Chianti area was gorgeous.


5 star rating: Highly Recommended October 2017

Although the weather was freezing that day, the tour was excellent! I would highly recommend it!

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