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Combine medieval gems, fine wines and UNESCO-listed monuments on this full-day tour of Central Tuscany from Florence. Marvel over the medieval castle of Monteriggioni; explore the architectural wonders of historic Siena; and admire the striking skyline of hilltop San Gimignano. Finish your tour soaking up the scenery of the Chianti wine region and indulging in wine tasting at a local winery.


  • Full-day tour of Central Tuscany from Florence
  • Visit the UNESCO-listed towns of Siena and San Gimignano
  • See the magnificent Siena Cathedral and the medieval castle of Monteriggioni
  • Enjoy wine tasting in the Chianti wine region
  • Perfect introduction for first-time visitors

Recent Photos of This Tour

What You Can Expect

Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence

Explore the Piazza del Campo in Siena

Customer Reviews

Kat C

5 star rating: Highly Recommended November 2016

Long day but so worth it. Tuscany countryside is beautiful no matter what time of year you go. Our guide Mario was so funny and informative.

shaju s

5 star rating: Highly Recommended November 2016

Though little expensive, the trip was Amazing. Me, my husband and our daughter enjoyed every bit of it. The local guide at Siena was very pleasant and gave us in depth knowledge about the region, culture, tradition etc. and this made the visit more enjoyable.The cathedral of Siena was breath-taking. San Gimgnano is a unique place not to be missed. Chianti Wine tasting was a good experience as well. The bus was very comfortable and the tour was well organized. This tour requires lot of walking with slopping path ways in many areas. Will recommend to anybody visiting Florence.


5 star rating: Highly Recommended November 2016

This tour was fantastic ,we had a wonderful day exploring the Beautiful Tuscany .The wine tasting was alot of fun Thankyou

Dianne M

5 star rating: Highly Recommended October 2016

The guide was wonderful and the pace was great. We packed a lot of things into one day. The gelato and the wine tasting were definite highlights.

Katherine M

5 star rating: Highly Recommended October 2016

Super Mario is a super tour guide!! He's a man of many languages and my style of humor - the bus ride will not be boring. If you're really hoping to see some very old medieval structures or you're an Assassin's Creed fan.., you're in for more than you can imagine. We traveled throughout most of Italy, and this was one of the best days in the country. The tour group is larger, but splits up into three groups in Siena - the only place you really need a guided walk. In Monteriggioni, bring some extra euro to climb the castle walls for a unique view of Tuscany! Also, no matter HOW long that line for gelato is in San Gimignano, you can't pass up the best gelato in existence. It's amazing. Thank you for everything, Super Mario!


5 star rating: Highly Recommended October 2016

My family of 5 loved this trip because it let us get outside of the city and into the Tuscan countryside to see the smaller and historic towns. Our tour guide was great and the bus was comfortable. It was a sizable tour group, but we were given free time at every town so except for travelling on the bus together, the guided tour in Siena, and the wine tasting which was at a vineyard and it was just our group at that winery, we were able to venture on our own. I only wish we could have had more time in each location, but I understand that we had a full day and so to get to each place, there had to be time limits.

Tom L

5 star rating: Highly Recommended October 2016

The only part which was too rushed for me was the wine tasting. Although I'm not a big fan of wine anyway! The rest of the places we're awesome though

Eric D

5 star rating: Highly Recommended September 2016

This was a really nice tour and we managed to see a great deal in a little time. It was worth the money and the driver and tour guide were really helpful and lovely people.

Suzanne F

5 star rating: Highly Recommended September 2016

This trip was amazing. We did a lot and saw a lot as well. The sights, the food, the smells - agh to be back in Tuscany. 3


5 star rating: Highly Recommended August 2016

This tour was good in that we could see 4 towns in one day and if you wanted to do one in depth you could go back on your own. The tour guide was wonderful until he got hurt and had to leave. The guide in Siena was knowledgeable and made the tour interesting. The wine tasting was at a lovely winery and the tasting was great and unrushed. It was interesting to see how the wine is made and stored. The replacement guide was nice but had a very strong accent so was hard to understand. He got us into a tiny Gelato shop that was voted the best. It was very good. The hills of the town were steep and a little hard to maneuver if you have walking troubles. But the cities were all beautiful and still very Medieval. I would take this one again.

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