Approx. 10 hrs
8:30 AM
Max 14


  • World-famous for its hillside towns, sweeping views, cuisine, and wine, there are endless reasons to visit Tuscany. Experience all of these in the most authentic, relaxed way possible on this meticulously planned Tuscany day trip from Florence. Take the hassle out of your visit so you can sit back, relax, and enjoy a glass of wine (or two).
  • Travel through Tuscany to Siena, Chianti, and San Gimignano in a small luxury vehicle with no more than 14 others.
  • Stroll the beautiful medieval town of Siena, see its cathedral and the location of the Palio, and wander its atmospheric streets.
  • Sit down for a relaxing lunch and wine tasting at an authentic Chianti farmhouse and vineyard.
  • Explore one of Tuscany’s gems—the town of San Gimignano, a UNESCO World Heritage site—with a knowledgeable guide.
  • Relax knowing that your two experts, a professional driver and local guide, have all the logistics handled for a perfect day in Italy.

Tour description

Sites visited


Verified guest reviews

4.7 / 5
1404 Customer Reviews
  1. Excellent


  2. Great


  3. Good


  4. Average


  5. Poor



Oct 20, 2023

The tour was excellent! Interesting places. Special thanks to the driver! He was so calm and told us some interesting details while driving. Thank you!


Oct 18, 2023

Sandra was a GREAT guide, and the sites visited were fantastic!


Oct 14, 2023

This was my 6th tour with Walks/Devour and once again I was impressed with the quality of the tour, the knowledge and kindness of our guide, and the unique overall experience. Our group was small which made it easy to get from place to place. The vans were very comfortable. The lunch at the winery was delicious and the wine abundant, served by a very warm and courteous staff. We made new friends along the way and bonded well as a group. I would highly recommend this company to anyone looking for a unique and authentic experience.


Oct 12, 2023

We fully enjoyed the tour. Our guide Francesca was full of passion and our driver Leonardo was very friendly and helpful. The Sienna Catherderal was incredible and the winery visit was wonderful with delicious food and wine and Marco was a welcoming host.


Oct 11, 2023

This tour was so good. The wine tasting and lunch was excellent and our guide was delightful. I could have listened to Eleanora all day. If you want a taste of Tuscany with someone showing you the way then take this tour!

Know before you book

From $179
Free Cancellation