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Small Group Tuscany Day Trip From Florence with Chianti, Siena and San Gimignano

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If you want to enjoy the best of Tuscany’s culture, food and history without the hassle of trying to find your way around its beautiful but often confusing country roads, our Tuscany Day Trip From Florence with Chianti, Siena and San Gimignano is the perfect trip for you. All you have to do is indulge your senses with wine, food and medieval architecture that exists nowhere else in the world.
  • Travel in a comfortable, air-conditioned vehicle from Florence
  • A small-group tour makes for an intimate experience
  • Enjoy a traditional Tuscan lunch and wine pairings at a local vineyard
  • See Siena, the Chianti wine region, and San Gimignano all in one day
What to Expect
After meeting in the center of Florence, climb aboard your air-conditioned vehicle and make your way to the Tuscan countryside. On the way, pause at the Piazzale Michelangelo to take in views of Florence.
Next, stop at the medieval town of Siena, a UNESCO World Heritage Site known for its beautifully preserved architecture. Learn about the Palio horse race that’s held here, and visit the opulently decorated Siena Cathedral.
Continue on to the rolling hills of the Chianti wine region. Stop at a family-owned winery and farm for a tour of the vineyards and cellar, and then settle in for a freshly cooked Tuscan lunch with wine.
Your final stop is the San Gimignano, a UNESCO-listed medieval town known for its soaring towers. Explore at your leisure before returning back to your vehicle for the ride back to Piazza della Repubblica in Florence, where the tour ends.
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Reviews (96)
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All reviews lunch and wine tasting siena and san gimignano parking location italy tour smaller towns gelato delicious lunch final stop wonderful guide walking tour amazing trip highly recommend this trip interesting facts piazzale michelangelo great wine great job highlight of our trip
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1 - 5 of 57 reviews
Reviewed 1 week ago

The day is packed with so many stops, but our guide was knowledgeable, patient and kept us entertained. We enjoyed lunch and wines at a Chianti winery we visited. However, when the wine we ordered finally has arrived to the States, it was undrinkable. They...More

Date of experience: September 2018
Thank EP_SFran14
Reviewed 2 weeks ago

The trip was one of the best we have attended. There were only 7 travelling in our bus - the group was split in half- so that made the experience relaxing and informative. The sights were beautiful, the food was tasty and the guide was...More

Date of experience: August 2019
Thank magson
Reviewed 2 weeks ago

We had a wonderful time on this Walks tour with our guide Sandra. Sandra was very friendly and knowledgeable and helped guide us through Siena and San Gimignano in a way that we would not have been able to do on our own. The lunch...More

Date of experience: July 2019
Thank ferrara10101
Reviewed 4 weeks ago

We had a day to see the countryside and this was the best way to do so. Family of 4 with 2 "kids" (17, 20) We did not get to the correct meeting point in Florence, due to a glitch in the address/GPS, but our...More

Date of experience: July 2019
Thank Jersey_Jet_Setter
Reviewed 4 weeks ago

After nearly a week in Florence, which we loved, this was a welcome side-trip. San Gimignano was perfect for family pictures and had some wonderful shops and gelato. Then it was on to a pleasant winery visit/lunch. From there, we went to Siena and walked...More

Date of experience: July 2019
Thank Frayed99
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5 August 2019|
AnswerShow all 3 answers
Response from ferrara10101 | Reviewed this property |
They did ask us if any one had any food allergies, no one did so I don’t know what the substitute would be. The lunch started with bruschetta and prosciutto, than ravioli and than a pork dish with salad. It ended with... More
24 May 2019|
Response from NH2CA | Reviewed this property |
It's a good amount of time in each place. The guide gives plenty of free time in each place. In my review, it says time to wander, time to get gelato, time by ourselves. There is plenty of time with and without the group.
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