Florence Day Trip: Chianti Wine Tasting, Siena, San Gimignano
Overview
Available languages
9 hours
Mobile ticket
Experience the best of Tuscany on this Florence day trip to Chianti, Siena, and San Gimignano. Enjoy a Chianti wine tasting at a local estate, explore the medieval streets of Siena and San Gimignano, and savor a delicious Tuscan lunch with regional specialties included in your tour. Led by a local expert guide, this small-group tour combines culture, history, and food for the ultimate Tuscan adventure.
Additional Info
Public transportation options are available nearby
Specialized infant seats are available
Suitable for all physical fitness levels
This tour is in English.
Unfortunately due to the nature of this tour it is not suitable for guests with mobility impairments or with wheelchairs, or strollers.
This is a walking tour. Guests should be able to walk at a moderate pace without difficulty.
Those with dietary restrictions need to contact us after booking the tour so we can arrange your lunch. Unfortunately, we cannot accommodate vegans or those with celiacs.
Tickets for the Siena Cathedral are not included in the tour price. If you wish to visit the Cathedral, your guide will assist you. The Cathedral is closed on Sundays and for certain holy days.
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.
Walks and Devour comply with all local government regulations. Please refer to local government guidelines for the most up to date information.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What‘s Included
Expertly guided walking tour of Siena
Expertly guided walking tour of San Gimignano
Expert English-speaking guide
Designated professional driver
Gourmet lunch and wine tasting in Chianti
Air-conditioned transport
Gratuities
Hotel Pick-Up/Drop-Off
What To Expect
Tuscany
Your driver and guide will pick you up in a comfortable, air-conditioned transport in central Florence and drive you through the hills of Tuscany. You'll pass the best panoramic viewpoint of Florence and pause for pictures.
Siena
Siena is one of the best-preserved examples of medieval Italian architecture in the world. Spared German bombing in WWII, this time capsule of ancient, precarious-looking buildings is home to the Palio, one of the greatest and most dangerous horse races in the world.
Options
Private Tuscany from Florence
Siena, San Gimignano & Chianti
Small Group Tour
Group Tour
Reviews
256 reviews
Total reviews and rating from Viator & Tripadvisor
Nice tour
Joseph G,
Sep 27, 2025
- Viator
4.00Tour guide Jessica and driver Gabriel were very nice Jessica was very informative Lunch was wonderful
Perfect day in Tuscany
Robert M,
Sep 24, 2025
- Viator
5.00Perfect agenda Small groups Knowledgeable and congenial guide Great driver Wine tasting was wonderful, so much fun and great food
Tuscan Treasures brought to life!
Andra B,
Sep 23, 2025
- Viator
5.00What a magical day! Antonio was the best guide…funny, knowledgeable and passionate. We were in a small group of 10, split across 2 luxury vans making it easy at every stop. The visit for lunch and wine pairings at the stunning Fattoria Il Colombaio was something very special, not to mention delicious. Marco and his family are winning at life. I HIGHLY RECOMMEND this tour and our guide.
Florence Day Trip through Tuscany
JoAnn V,
Sep 22, 2025
- Viator
5.00Great tour guide -very knowledgeable. The small group was more manageable. Siena and San Gimignano were beautiful and the winery was wonderful. Had the best time!!!
5 Stars for Sandra
David P,
Sep 7, 2025
- Viator
5.00This trip was just absolutely amazing!!!! Sandra was excellent and gave us so much detail about the local areas of Sienna and San Gimignano. Both cities were amazing with the architecture and history of the buildings. Our trip was sandwiched between our wine tasting and lunch. The lunch provided was 5 star and not to give it less of importance, the wine tasting turned into so much more!!! The balsamic vinaigrette was the best ever - that was just the tip of the iceberg. The wine was some of the best we’ve had including the top black rooster chianti was superb. Overall, this was a 5 star trip!
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