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

Firenze, Italy
Book online or call: (888) 651-9785(888) 651-9785

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10 hours  (Approx.)
Mobile ticket
Offered in: English


When visiting Florence, don’t miss a day trip to the scenic, gourmet paradise of the Tuscan countryside. On this small-group tour, visit the remarkably well-preserved medieval town of Siena, home to a magnificent cathedral and the famous Palio horse race. Indulge your taste buds with a seasonal lunch and wine tastings at a family-run farm in the Chianti region, and wander the storybook streets of the UNESCO-listed village San Gimignano. Group size is limited to 14 for a more personalized experience.
  • Full-day tour to the picturesque Tuscan countryside from Florence
  • Step back in time in the medieval town of Siena
  • See where the famed Palio horse race is held at the Piazza del Campo
  • Learn about traditional wine production methods at a family-run farm and winery in the renowned Chianti region
  • Enjoy a sumptuous Tuscan lunch paired with Chianti wine
  • See why the hilltop village of San Gimignano earned UNESCO World Heritage status
  • Small-group tour limited to 14 people or fewer

Traveler Photos


105 Reviews
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Reviews by Viator travelers
Excellent Tour. Great food
John H
, Oct 2019
The locations represented Tuscany perfectly. Very small group. Great balance of local info and private time to roam. Wine and food were perfect!
Response from Host , Oct 2019
There's no better way to take in Tuscany than with an all-inclusive roam through the countryside! We're glad you enjoyed it.
Wonderful Tuscany
Clare C
, Sep 2019
Very informative. Wonderful snap shot of Tuscany. Definitely small group is best. The winery was terrific too. Good food. Big day, not for the feint hearted. It's go go go.
Response from Host , Oct 2019
Hello Clare C Thank you for the thoughtful review of our Tuscany Day trip! It is a pleasure to bring guests like yourself to such a spectacular place like Tuscany, we are thrilled that you enjoyed yourself. We hope that you choose us again for your next trip! Warm regards, The Walks Team
A glimpse of Siena
, Sep 2019
The highlight of this trip was the lunch at the vineyard. Absolutely delicious. The problem was that this left us with barely one hour to explore Sienna. Also, our guide Antonio, was a man of few words. He started strong on the way to our sights, but once we were there, he had very little to say. I saw other guides pointing out things that we just walked past. The entire bus ride back to Florence he was either silent or talked with our driver. We were very disappointed. I had book two other trips with this company, and those guides were outstanding.
Response from Host , Oct 2019
Hello ambc05, Thank you very much for taking time to share your experience from your recent Tuscany Day Trip, we really value the feedback that we receive here at Walks! We are sorry to hear that your time on our Tuscany Day tour was less than wonderful, that is really not what we want for our guests to experience with us. We work incredibly hard to find and train the best guides in the markets that we operate in, and so are disheartened to learn that you felt our guide was anything but enthusiastic and chatty. For this particular tour, it can sometimes be hard for our guides to strike the right balance between allowing our guests to soak in the sights as they drive through the countryside, and engaging them in interesting discussions. We will certainly be taking your feedback onboard so that all of our guides on our Tuscany Day trip can improve wherever possible! We truly hope that we will see you again on another of our exciting excursions, as we would love another opportunity to really impress you! All the very best, The Walks Team
Adequate but uninspired
, Sep 2019
This tour was largely transportation, lunch, and tickets to the church at Siena, with a bare minimum of information provided. Too much time was spent at the adequate winery for the bland lunch, and there was just enough time to experience the main floor of Siena, but not really see anything else in detail. Guide was present and made sure everyone came back but otherwise mostly unengaged. Basically, you pay triple the price of the mega tours for a smaller group that doesn’t really take advantage being a smaller group. My suggestion would be to skip San Gimignano and just go to Siena by yourself on a train or by bus, spending the substantial money you’ll save on a guidebook and a nice lunch. If you want to drink a lot of wine, the winery was at least liberal with its bottles.
Response from Host , Sep 2019
Hell opiopolo, Thank you for taking the time to share your feedback with us. We truly appreciate you taking the time to do so! We are terribly sorry to learn that your tour experience did not live up to your expectations finding that the majority of the tour was spent on transportation and that is lacked information. This is far from what we want for our tours. We work so hard to ensure our clients have the best possible experience and always strive to find a solution. If you're interested in discussing this matter further with our feedback team feel free to reach out at All the best, The Walks Team
Tuscany Day Trip
Steven L
, Jun 2019
Sandra was a pleasure to be with and both my wife and I so enjoyed all her knowledge about Tuscany -- can't go wrong with this tour
Even better than expected!
, Jun 2019
This was our first time to Italy and we wanted to make sure we were able to see the best of Tuscany. We saw this tour and signed up immediately based on other reviews. What we experienced was even better than our expectations. Not only is Tuscany one of the most beautiful places we've been to, but the experience we had due to our guide was incredible. A tour is only as good as the guide, and she made sure we had nothing short of an amazing time. Great food; great company; great information and great wine! I would recommend this tour to anyone. 5 stars without question!
Excellent guide and driver
, Jun 2019
Lisa and Franco made everyone feel comfortable. Lisa's knowledge and enthusiasm was delightful to experience. She was attentive to the needs of the participants was most apparent and appreciated. Franco's driving was outstanding. I would recommend them and this tour
Excellent !
, Jun 2019
My husband and I had a great time on this tour and would highly recommend. Greta was a fantastic tour guide and made sure everyone was happy the whole time. A highlight was definitely the wine lunch in chianti, one of the best wine tastings we had while in Italy and could not resist shipping some bottles home. I would recommend this tour to anyone who wants a great guide and to see some unique cities.
Norman from NY
, Jun 2019
Great Day with an excellent tour guide. Lunch and wine tasting was the terrific. Tours were very informative and appreciated the free time as well.
One of the Best tours we have had!!
, May 2019
This is a great tour from the itinerary to the Tour Guide Laura!! She was knowledgeable, funny, engaging, interactive and made the best out of a very rainy hard day. This is a very well rounded tour one of my favorites was the Wine tasting tour lunch! honestly one of the best! HIGHLY recommend!! WE LOVED IT!

Product code: 15693P28

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