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

1163 reviews

10 hours

Max 13

Why take this tour?


  • Explore the gems of Tuscany in an air-conditioned minibus with a small group of no more than 13 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
  • Discover how Italians make authentic pasta from scratch with a pasta-making demonstration
  • 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
  • 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
  • Pasta-making demonstration

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

Free Cancellation

Verified guest reviews


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Latest Reviews

The tour with our guide Leonora and our driver Stefano was professional and well organised from start to finish. The interaction was relaxed and genuine and they made a real effort to learn a little about each of us and connect that with the themes of the tour. Leonora continually checked in with us to make sure we were ok and to provide any extra information needed. We were well informed of the schedule at every stage, and there was an ideal mix of structured time and free time throughout. Leonora's historical knowledge was spot on and conveyed in an engaging and enthusiastic way. The entire tour was seamless, relaxed, informative, professional and hospitable. Grazie Leonora e Stefano.

Perfect way to explore Tuscany in a day! So beautiful, amazing food at the farm and an amazing guide! Totally worth every penny!

A highly enjoyable day with our fantastic guide, Nabel (my apologies if the spelling is incorrect) and our two wonderful drivers, Fabio and Stefan. The process, including the meeting point and drop off at the end of the day was seamless. As a solo traveller, I loved meeting 9 new people, all of whom were gorgeous!. We had an amazing day! There was a lot of laughter, sharing of stories and fun. We were in vans of five with our respective drivers and after each well timed and relaxing visit, Nabel took turns to be with each group. Fabio was a great driver and the ride was smooth and comfortable (next time, we will try harder to get him to sing for us). Nabel could answer any question we asked and provided us with so much information about interesting places to visit, what to see and lots of helpful tips about Firenze and other towns. I noticed that Nabel was constantly checking to ensure everyone was being looked after and was genuinely pleased to see how well the group had melded - a happy atmosphere the whole day!. The lunch was the highlight, as others have said, and Nicola was a terrific host. I would definitely recommend this tour and if possible, would like to see more itineraries added, with Florence as the base.

Everything about the tour was excellente!- we thoroughly enjoyed the entire experience-the sites visited, the tour Guide, the food & wine and comfortable transportation.

This was an amazing tour. We were very pleased with the places we stopped and the wine tasting experience was so much fun. There is a lot of uphill walking on this tour, but well worth it. There was confusion at the beginning as several of us were told to meet at one location and the meeting location had been changed. The driver found us though and we were able to join the tour. Our tour guide, Constanza, was wonderful. She knows the area very well and was very informative and friendly. This was just a fabulous day!

Meeting Point

Meeting Point Map ⟶

Meeting Point

Piazza San Marco, by the statue in the middle of the square. Piazza San Marco is a centrally-located square adjacent to Via degli Arazzieri and Via Giorgio la Pira, about 1/3 mile north of Santa Maria del Fiore Cathedral

Please meet 15 minutes prior to the tour start time.


Is this tour wheelchair accessible?
No. Unfortunately, due to site restrictions we cannot accommodate wheelchairs on this tour. If you use a wheelchair and book this tour by accident, we are happy to offer you credit for a future tour that is wheelchair accessible anywhere in the world, or a full refund.
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.
Do we always enter the cathedral in Siena?
No, the cathedral is closed on Sundays and festival days.
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.
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.
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.
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 include lunch?
Yes! Please email us beforehand and let us know if you have any dietary restrictions or food allergies.