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

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Firenze, Italy
Florence Small Group Tuscany Day Trip with Chianti, Siena & San Gimignano

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Free cancellation
Up to 24 hours in advance. Learn more
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Safety measures
icon10 hours  (approx.)
Mobile ticket
iconOffered in: English
Good for avoiding crowds


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
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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
Hotel Pick-Up/Drop-Off
Piazza San Marco , Piazza San Marco, Firenze FI, Italy

The tour meets in Piazza San Marco, by the statue in the middle of the square. This 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.

8:30 AM
This activity will end right where it started.
  • 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 13 travelers
  • OPERATED BY Walks - Italy, Spain & Greece
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.

Learn more about cancellations.

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
What is the policy on face masks and attendee health during Florence Small Group Tuscany Day Trip with Chianti, Siena & San Gimignano?
A:The policies on face masks and attendee health are:

  • Face masks required for travelers in public areas
  • Face masks required for guides in public areas
  • Face masks provided for travelers
See all safety measures taken by Florence Small Group Tuscany Day Trip with Chianti, Siena & San Gimignano.
What is the policy on sanitization during Florence Small Group Tuscany Day Trip with Chianti, Siena & San Gimignano?
A:The policies on sanitization are:

  • Hand sanitizer available to travelers and staff
  • Transportation vehicles regularly sanitized
See all safety measures taken by Florence Small Group Tuscany Day Trip with Chianti, Siena & San Gimignano.
What is the social distancing policy during Florence Small Group Tuscany Day Trip with Chianti, Siena & San Gimignano?
A:The policy on social distancing is:

  • Social distancing enforced throughout experience
See all safety measures taken by Florence Small Group Tuscany Day Trip with Chianti, Siena & San Gimignano.

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114 Reviews
2 stars

Reviews by Viator travelers

Showing 1-10 of 114 reviews
Sumptuous and stunning
, 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
, 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
, 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.
, 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.
icon 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!
icon 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.
icon 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.
icon 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.
icon 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
, 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!
1 traveler found this review helpful
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!
Susan, Macon, GA
, May 2019
This was a fantastic tour. It rained most of the day but it was still great. San Gimignano was gorgeous, a small town with some of the best gelato. Then we had a delicious lunch and wine tasting. Above all was our excellent guide Violet. She made the trip informative, interesting and was funny as well. Worth every penny.
Great trip
, May 2019
Spent the day touring in private mini van with a small group. Our tour guide was very informative, knowledgeable and funny. The three towns were all different and we had enough time to walk round by ourselves. Lunch at the eco tourist farm was wonderful, such an interesting place. Would highly recommend this tour.
Meeting point changed & we were not advised
, May 2019
I have used Viator many times over the past few years, after booking I always print off the confirmation vouchers with barcode & take this on holiday. Never have I had an issue up to now. We arrived at the meeting point as advised 15 mins early, when no one appeared 20 mins later alarm bells rang! Immediately I rang the tel no. to be told that the meeting point had changed & email sent. All emails had been checked & we were not sent this! I said we were in a taxi & would catch up with the tour only 15 mins away but I was advised this was not possible. In fact no help was offered only a refund which has so far has not appeared! This was the last day of our holiday & my Birthday, customer service was appalling. Beware fellow travellers check via a phone call a day before because even their app doesn’t work! I’m sure the trip is lovely, this I sadly will never experience.
icon Response from Host , Sep 2019
Hi KatiePXC, We are so sorry for the miscommunication regarding your meeting point. As a company that values travel and strives to share unique and enjoyable experiences with our customers, we can only imagine how stressful that morning was trying to find your tour, and then missing it. This isn’t an issue that we take lightly, and this misinformation has been corrected for future tours. Again, we are deeply sorry that this happened to you, especially on your birthday. We would like to follow up with you to ensure that you have gotten your refund. If not, please send us an email to We want to get you taken care of as soon as possible. All the best, The Walks Team
A great tour!
, May 2019
Valentina was very informative and professional. But, more than that, kind and fun. The winery meal was excellent, as was the wine!
Wine tasting with 2 site seeing stops
, Apr 2019
Meeting instructions where a little vague and ended up a couple of minutes late. Guide (Antonio)was brilliant and had a lot of local knowledge that he relaid very clearly and couldn’t be more helpful all day long. The two site seeing stops where interesting although very busy with other tours. The winery turned out to be a farm - which was quiet and in the middle of nowhere,where the host showed us around the vineyards and also the bee hives!, once inside the farm we tasted two red wines and one white along with a pasta meal and then cheese with their local honey( very nice). Quite a long day (8.30am - 6.30pm), but most enjoyable!
Day trip on 14 dec
, Dec 2018
We have a good time. Our guide Viola was very knowledgeable. Take care of us well. Excellent. The walking tour is good. Would recommend to friends.

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