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Spend a delightful day exploring the hills and vineyards of Tuscany of a full-day tour from Florence. Stroll through the medieval streets of UNESCO-listed San Gimignano, learn the history of Monteriggioni’s imposing fortress and see highlights of Siena including the impressive cathedral and Piazza del Campo. Midday, stop at a winery in the famed Chianto Classico region for a lunch of Tuscan specialties and tasting of regional wine and olive oil.


  • Full-day tour of the beautiful Tuscan countryside from Florence
  • Wander the World Heritage-listed medieval town of San Gimignano
  • Discover the history of Monteriggioni’s impressive fortress
  • Savor a picnic lunch of Tuscan specialties
  • Taste Chianti wines and olive oil at a local winery
  • See Siena's famous cathedral and Piazza del Campo, home of the Palio de Siena horse race

Recent Photos of This Tour

What You Can Expect

Full Day Tuscan Countryside Tour from Florence


Customer Reviews

Mary P

5 star rating: Highly Recommended January 2017

This was a fabulous tour and was one of the highlights of our trip to Italy. We enjoyed visiting the small Tuscan towns and enjoyed our guided tour of Siena. It was a rather long day , but it was nice not to be rushed at each location. The lunch and wine tasting was very good and a nice respite from touring. I would definitely recommend this tour which was a great value for the many experiences that it included.


5 star rating: Highly Recommended October 2016

My spouse and I were thrilled with this tour for the time and value! An agent picked us up from our Florence hotel and brought us to the bus location where we met up with about 30 other My Tours travelers. Our guide spoke English, French, and Italian for our group. Friendly note: make sure to select your preferred language when you purchase this tour, since the company has tour guides in many common languages!

The coach bus was air conditioned and had enough room for all 30 of us, including a couple of well-behaved kids. There was space to store luggage/strollers underneath the bus. Wifi was supposed to be available, but we didn't try to connect any devices. During the scenic drive, our guide narrated some history of each location before arrival. There is a lot of walking on this tour, often with inclines, but nothing too strenuous for the average traveler. Our slower companions were able to keep up with a few breaks to catch their breaths.

The first stop was San Gimignano, which is beautiful, and on a clear day, we got great photos. We had about 1.5 hours there to explore. Then we headed to lunch with another My Tours group at a Chianti winery, which included a wine tasting and a brief history of the Chianti region. Wine was available for purchase. Lunch for our combined group of about 60 was fine, nothing special but filling enough until the next stop. A vegetarian option was available.

After the winery, we went to Siena and our combined groups had a 20-minute walking tour with guides who spoke our travelers' home languages English, French, Italian, and Spanish. Our English guide, Claudia, was informative, funny, and pleasant! She gave a great local look at the town. Then we were given about an hour to walk around on our own and explore the town. Then we met with our group and walked to a bakery/gift shop where we sampled traditional Siennese sweets and could purchase food gift items.

Our last stop was the quaint medieval fort town of Monteriggioni. By this time, the sun had started to set, so we only spent about 30 minutes here and the fort area is very small so this was perfect. The drive back to the Firenze SMN train station took about one hour and our driver did a good job. We were extremely happy with this tour and would highly recommend it for anyone who would like to get away from Florence, get a good overview of the Tuscany region, and let someone else do the planning!

Hannah E

5 star rating: Highly Recommended October 2016

Great tour guide who made it for us. Very informative but respected our own explore time, great balance of guided tour and own time. Day well planned so you are never in the coach long. Great value for money. I did this tour 7 years ago and it is better than I remember. The only thing we think that could be done to improve is smaller groups but the group size was managed well.

Narelle C

5 star rating: Highly Recommended August 2016

Great tour to get an overview of the Tuscany area. Great to have some time in each town to explore yourself and the tour guide in Sienna gave a great overview of the town.

John K

5 star rating: Highly Recommended July 2016

Great day. All the cities were amazing. Tour guides were incredible. So knowledgable. Wine tasting and lunch was delicious. Great way to see so much in Tuscany.

Christine B

5 star rating: Highly Recommended July 2016

The scenery was beautiful. San Gimignano was so picturesque. Lovely shops and just the right small size to see in a short visit. Then on to lunch and wine tasting. The wine and food, delicious. However they packed in two tour groups and were not efficient in making sure everyone had what they needed, for example, my daughter wanted cheese for her delicious pasta but they gave it all to the first people to be served. Some very pushy tourists!. We went on the tour with mytours. They were wonderful, even as unforeseen problems came up, bus broke down at the vineyard and one couple very rudely put their seats back on our laps and would not move them repeatedly every time we were on the bus, after several arguments, the tour guides moved us to the other bus which was great! our two tour guides handled everything adeptly and helpfully. Eduardo and Kiara were their names and they did a fantastic job! Sienna is exquisite. By the time we got to Monteriggionis impressive fortress we were exhausted and hot. It was nice there too, very short visit to see the fortress and then back on the bus, luckily that's when they moved us and the next bus was well air conditioned and spacious! All and all the tour was great and worth the money to see so much in one day. Also they picked us up at the apartment, found us, and delivered us to the meeting point for the bus. So you don't have to stay in a hotel to get picked up in the am. Also as you leave Florence the tour guide tells you much about History and areas on the way.

Vera C

5 star rating: Highly Recommended July 2016

A wonderful full day trip through a great part of Italy. Very enjoyful.


5 star rating: Highly Recommended July 2016

This tour was amazing. I really recommend.

Edward P G

5 star rating: Highly Recommended June 2016

This was amazing tour we could not have seen so much of Tuscany on our own in one day. The bus was very comfortable we were lucky enough to be sitting in the front upstairs which allowed us to take wonderful photos on that cloudy day. If you only have one day, do this tour.


5 star rating: Highly Recommended June 2016

Had an hour and half at San Gimignano then had wine tasting, I don't drink much but the wine was very nice!! Had lunch there then stopped at Rio Maggiore and on to Siena. Plenty of time to explore the towns not rushed so that was nice.

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