Florence to Tuscany Day Trip with Chianti, Siena & San Gimignano

Badge of ExcellenceFirenze, Italy

From $201.09

Select Date and Travelers

Free cancellation
Up to 24 hours in advance.
  • 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
  • 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

What's Included

  • 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
  • Gratuities
  • Hotel Pick-Up/Drop-Off

Meeting And Pickup

Meeting point

  • Piazza della Repubblica
    Piazza della Repubblica, 50123 Firenze FI, Italy

    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 Walks sign.

Start time

08:30 AM

End point

This activity ends back at the meeting point.

What To Expect


1 hour 30 minutesAdmission Ticket Free


1 hour 30 minutesAdmission Ticket Free

Duomo di Siena

20 minutesAdmission Ticket Not Included

Piazza del Campo

20 minutesAdmission Ticket Free


3 hours Admission Ticket Free

San Gimignano

1 hour 30 minutesAdmission Ticket Free

Additional Info

  • Confirmation will be received at time of booking
  • We are unable to accommodate guests with mobility limitations, wheelchairs, or strollers on this tour.
  • In order to get into the city center, we utilize small luxury minivans. This allows us to avoid the parking lots outside of the center requiring us to walk. Your guide may need to split time between vehicles on groups larger than 8.
  • Those with dietary restrictions need to contact us after booking the tour so we can arrange your lunch.
  • If you are traveling with a small child, please contact us. We need to confirm space on the vehicle for them.
  • Not wheelchair accessible
  • Near public transportation
  • Infant seats available
  • Walks complies with all local government regulations. You may need to wear a mask or provide proof of vaccination to enter certain venues. Please refer to Italy government guidelines for the most up to date information.
  • Most travelers can participate
  • This tour/activity will have a maximum of 14 travelers

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.

Traveler Photos

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Featured review
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!


131 reviews
Total review count and overall rating based on Viator and Tripadvisor reviews
Reviews by Viator travelers.
Showing 1-10 of 131 reviews
A must do
Toni_F, Jun 2023
Our tour guide was awesome, Nubo? Great trip! The farm lunch, wine with our host Josie! Was the best
Definitely worth a day trip 👍
Michael_T, May 2023
Our guide Naboisha (I may not have the proper spelling) was great, very knowledgeable and engaging 😊 Siena and San Gimignano were beautiful, and the owners of the winery took great care of everyone, the food and wine were amazing!
Disappointed In Florence
Carol_O, May 2023
We were picked up for the wrong Tuscany all day trip. When we were picked up, no one scanned our ticket or they would have see. It was not the tour we should have been on. By the time we realized it, it was too late to go back to Florence. We contacted both Viator and the local touring company. I emailed both and no one responded . Today was our last full day to be here and because no one bothered to contact us, we cannot tour Tuscany on the tour we chose . The tour we were on Was pleasant but not the one we wanted. Because no one contacted us we give these companies a very poor rating. And are upset we did not see the one thing we were most excited to see.
Response from Host, May 2023
Dear Carol_O, Thank you for sharing your feedback regarding your recent experience on the Florence to Tuscany Day Trip tour. We deeply regret any confusion or disappointment you encountered during your tour, and we would like to address your concerns. After thoroughly reviewing your case, it appears that there may have been a misunderstanding regarding the tour you joined. Our records indicate that you had the correct meeting point specified on your voucher, which aligns with our tour itinerary. It is possible that you inadvertently met another tour guide from a different company and inadvertently joined the wrong tour. Our records indicate that you were marked as a no-show for the scheduled tour you initially booked, as you did not attend the correct meeting point. We understand that realizing this mistake during the tour must have been frustrating, especially as it was your last full day in the area. We sincerely apologize for any inconvenience caused. We encourage our guests to carefully check their vouchers and ensure they are meeting with the correct tour guide to avoid such situations. Regarding your attempts to contact Viator and our company, we apologize if there was a delay in response. Our team strives to address customer inquiries promptly, and we regret any lapse in communication that occurred in this instance. We appreciate your patience and understanding. We value your feedback and would like to offer our assistance in resolving this matter further. Please feel free to contact us at feedback@walks.org, and our dedicated team will be more than happy to assist you and explore any possible solutions. Thank you for bringing this matter to our attention, and we hope to have the opportunity to welcome you on a future tour where we can provide the exceptional experience you deserve. Best regards, Jhonas.
Don’t hesitate — Do this tour
Christina_S, May 2023
What an amazing day! It was so nice getting a glimpse of Tuscany’s medieval villages and a winery! I loved how the small group made the whole day feel more intimate and personalized! Our tour guide, Antonio, was also a wine expert and gave us great information throughout the day. I was worried that doing a tour would limit our free time, but this tour gave us a little over an hour in each place of free time, and we covered lots of ground together while Antonio provided the history! Would 100% recommend you do this tour!
Experiencing Tuscany
David_W, May 2023
This was a full day tour of Tuscany. Though there is no way to see all of Tuscany in a day we certainly got to enjoy special highlights. Medieval cities, a delicious lunch at an awesome winery and beautiful scenery. Our tour guide (Sandra) was very nice and informative. She did everything possible to make sure that everyone in the group felt comfortable and involved. The driver was excellent. Overall it was a very pleasant and enjoyable day. I highly recommend this tour.
Kimberly_R, Apr 2023
Matt was amazing! Excellent, knowledgeable, kind and fantastic personality. Highly recommended. The whole experience was delightful. We all made friends.
Great day in Tuscany
Priscilla_M, Apr 2023
The whole day was wonderful. Anthony was the best guide. We loved our day in Siena and San Gimignano. And the winery was delicious.
Best day tour of Tuscany from Florence
Karen_M, Mar 2023
We went on the same tour with Walks 5 years ago. It is still excellent. Easy pick up location and lovely drive to two towns and a very nice winery. The food at the winery was delicious and the people were friendly and welcoming. The owner thanked us for our visit. We had time for photos at several locations and time on our own in the towns to explore. Highly recommend this tour!
Great way to spend a day
Ashley_H, Dec 2022
Fun, informative and well executed. Safe drivers and attentive guide made this a really fun day. The winery was also nice and had delicious food and wine.
Absolutely incredible day
Colleen_M, Nov 2022
Absolutely amazing and perfect day trip! The perfect way to get a feel for the Tuscany region from Florence - so easy, perfect amount of time at each stop and our guide Antonio was awesome. 10000% recommend
Over the top wine and lunch in Chianti! Siena and San Giamiano where also lovely!
Judith_G, Aug 2022
All so good! Chianti wine tour and lunch over the top! Sienna was lovely and Stephanie our guide was great! Loved the history in San Giamiano. I would highly recommend this tour!
Sumptuous and stunning
Elizabeth_B, May 2022
Greta, our guided, and the driver were pleasant and professional. She was interested in each member of our small group. The lunch and wine tasting in an outdoor setting at the summer home of the wine’s producer were excellent. San Gimignano and Siena are stunning.
Great meal with the tour
Michael_L, May 2022
Great tour and tour guide. Loved the free time in each town. The meal at a Tuscan home with wine pairing was amazing.
Tuscany Day Trip
Patricia_M, Apr 2022
Everything about this tour was fabulous. Our guide was great! It was the right amount of time at each stop. The vineyard tour was my favorite.
A must take private tour. It was worth every dollar.
Maged_M, Jun 2021
Post Covid 19 tours The trip was so relaxing, out tour guide and driver were so friendly, knowledgeable and accomodatig. We were happy too with their pick of where to have lunch. We went to Poggio Amorelli for wine , extra verging olive oil tasting, pasta making, and lunch, it was an amazing experience. Valentina our tour guide was very knowledgeable also, and she answered all our questions.
Response from Host, Jul 2021
Hi Maged, Thank you so much for the 5-star review. Walks strive to curate the perfect experience every time and we are delighted to hear how much you enjoyed it.
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
Ann_C, 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
Carl_S, 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 info@takewalks.com. 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

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