Tuscany Day Trip From Florence With Chianti, Siena and San Gimignano

1279 reviews

10 hours

Max 14

Why take this tour?


  • Explore the gems of Tuscany in an air-conditioned minibus with a small group of no more than 14 people
  • Spend the afternoon hours at a local vineyard in Chianti - complete with gourmet lunch and Italian wine pairings
  • Take a walking tour of Siena, one of Italy’s most picturesque towns and home to the celebrated Palio horse race
  • Explore one of Tuscany’s gems – the town of San Gimignano – a UNESCO World Heritage site
  • Relax knowing your two experts, a designated driver and local Italian guide have all the logistics for a perfect day in Italy
  • Sites Visited
  • Piazzale Michelangelo
  • Tuscany Region
  • Siena
  • Siena Cathedral (exterior)
  • Chianti farmhouse & vineyard
  • San Gimignano
  • Tour Includes
  • Expert English-speaking guide
  • Designated professional driver
  • Air-conditioned transport
  • Expertly guided walking tour of Siena
  • Expertly guided walking tour of San Gimignano
  • Gourmet lunch and wine tasting in Chianti

Take a walk through Siena, San Gimignano & the Chianti wine region

Book Now

Verified Customer Reviews

Overall Rating
4.8 /5
based on 1279 reviews
Rating summary by category
Value for money
Latest reviews
We had so little time at the two towns we visited. I think the tour should skip the stop at Piazza Michelangelo to have more time at Sienna. The tour also advertised being served a typical Tuscan meal and we were served spaghetti with meat sauce. I had some delicious Tuscan Sausage in Florence. But I loved seeing the beautiful Tuscan countryside.
Ramona · Mar 23, 2023 · United States · Female · 55 to 64 years
Our tour guide, Stephanie was excellent. She was knowledgeable, interesting and enjoyable to tour with. The tour, lunch and wine tasting were great.
Lori · Mar 23, 2023 · Female · 55 to 64 years
We had a phenomenal tour with Eleonora as our guide and Stefano as our driver. Siena was an unquestioned highlight. Our lunch and wine tasting was spectacular, and we very much enjoyed San Gimigniano as well. If you’re hesitating in any way - don’t! You’ll have a great time.
Richard · Mar 12, 2023 · United States · Male · 45 to 54 years
Great day and really enjoyed the tour. Think including tickets to a couple of the cathedrals or similar with some guided support would make it even better.
Lee-anne · Dec 25, 2022 · Australia · Female · 55 to 64 years
We had a great time on this tour. Our guide, Ishmael, was excellent and knowledgeable.
Philip · Dec 12, 2022 · United States · Female · 55 to 64 years

Meeting Point

Meeting Point Map ⟶

Meeting Point

We meet by the Carousel in Piazza della Repubblica. Piazza della Repubblica is one of the main squares in the historical centre of Florence. In the middle of the square you will see a Carousel. We meet just by the Carousel, next to the ticket booth. Your guide will be holding a green Walks sign. 

Please meet 15 minutes prior to the tour start time.


Is this tour wheelchair accessible?
Some of the Gaudí residences are not completely wheelchair accessible. Because of this, we regret that we cannot offer this tour to people who use wheelchair or have mobility limitations.
Does this tour accommodate vegetarians & people with food allergies?
Yes, but please contact our customer service team after you book ([email protected]) so that your guide will be aware on the day of the tour. Also, not all of the tastings on the tour can be substituted for others, but we will do our very best to make sure that you always have something to eat.
What if the weather is bad (rain, snow, hail, etc.) on the day of my tour?
Our tours run rain or shine so please dress for the elements. We also ask you to please remember hats and sunscreen if you are taking this tour in the summer as it might be very hot.
Can I bring my child's stroller on this tour?
Although the places we visit on this tour accomodate strollers we don't always have enough room in our transport vans to accomodate them. Please notify us after booking if you are traveling with an infant. Also contact us after booking if you require a car seat.
Does this tour include lunch?
No, but because it's over five hours, we stop in the Parque Güell and give you time to buy a snack.
Can I take this tour if I use a wheelchair?
Unfortunately, our vehicles cannot accomodate wheelchairs and some of the sights, like the farm, farm, are not wheelchair accessible.
Does this tour go inside the Cathedral of Siena?
Tickets for inside the Cathedral are not included on this tour, however you will receive an introduction to the cathedral from outside. Your guide can assist in buying tickets if you wish to go inside the cathedral.

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