Tuscan Countryside Tour: Siena, Chianti, San Gimignano

Embark on a gourmet adventure in the picturesque Tuscan countryside on a day trip from Florence. Explore the medieval town of Siena, savor a delicious lunch and wine tastings at a family-run farm in Chianti, and wander the enchanting streets of San Gimignano. Limited group size ensures a personalized experience.

Duration: 9 hours
Cancellation: 24 hours
Highlights
  • 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…
What's Included
  • Expertly guided walking tours of Siena and San Gimignano
  • Knowledgeable English-speaking guide
  • Professional driver designated for your safety
  • Gourmet lunch accompanied by a wine tasting in Chianti
  • Comfortable air-conditioned transportation
What's Not Included
  • Gratuities
  • Hotel Pick-Up/Drop-Off
Additional Information

When in Florence, be sure to spare a day for a trip to the picturesque, culinary heaven of rural Tuscany. With this intimate group excursion, explore the beautifully maintained medieval town of Siena, where a striking cathedral and the renowned Palio horse race reside. Please your palate with a seasonal lunch and samples of wine at a local family farm…

Location
Piazza della Repubblica
Please arrive 15 minutes prior to the start of your tour, your guide will be holding a green Walks sign. This tour meets by the Carousel in Piazza della Repubblica.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.7
(231 Ratings)
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James_m
May 10, 2025
Wine & Dine - Our tour guide was very informative and good group of people. An added bonus was a stop at the Piazzale Michelangelo before heading out. The tour does not include entry to the Duomo in Siena. If you want to see the inside, purchase tickets ahead of time as the line was long & you'd spend your free time on line. The wine tasing and lunch was very good and a nice break from walking.
Review provided by Viator
Nicpac99
May 3, 2025
Beautiful Tuscany - One of my favorite days of the trip... seeing the medieval city of San Gimignano with such history and beauty, then lunch at a vineyard. We were hosted by the incredibly warm and lovely family that owns the vineyard, had an amazing lunch and wine pairing - perfect afternoon! Then on to Siena to see more modern Tuscan life. Wonderful day, and Tommaso Rampi was a fantastic guide and driver!
Review provided by Tripadvisor
Annmx3072ga
May 2, 2025
Siena, Chianti, San Giorgamano - Jessica was an amazed ng tour guide. Warm and knowledgeable. Our tour went to Sienna, a winery in Chianti, and San Gigignano. We had a great balance of guided tour and time on our own to explore. I highly recommend Jessica!
Review provided by Tripadvisor
U9368yzandrewb
May 2, 2025
Amazing Day! - Multiple stops with great comments by our guide Jessica. The highlight was the wine tasting and lunch. An absolute great day.
Review provided by Tripadvisor
H2037atalexb
May 2, 2025
Great time! - We took a Tour with Jessica and it was fantastic! Very informative, scenic, and fun! The wine tasting with lunch was a great break in between the other stops. Jessica knew so much about the areas!
Review provided by Tripadvisor
Marymm1293ua
May 2, 2025
Lovely trip - A lovely trip - we very much enjoyed Jessica’s knowledge and hospitality. Highly recommend the day excursion!! Bellisimo!
Review provided by Tripadvisor
Debbieobrien519
Apr 19, 2025
The Trip of a Lifetime - This tour made my dream of a lifetime come true. Our guide, Antonio, was kind, informative and funny, we were a small group, 7 in total, along with our guide and our driver. Antonio was so knowledgeable and gave detailed history of each town we visited, Sienna and San Gimignano, and the lunch at wine tasting was exceptional. I would highly recommend this tour for anyone wanting to experience Tuscany.
Review provided by Tripadvisor
Kalpatr
Apr 17, 2025
Excellent Tuscany Tour! - Amazing trip to the countryside of Tuscany. Our favorite tour in Italy. This experience was made possible through our guide Antonio. He was friendly, passionate, knowledgeable, and fun. Everything you hope for in a tour guide. We can't recommend this tour enough and we hope you get paired up with Antonio!
Review provided by Tripadvisor
Jabo1949
Apr 10, 2025
Winery and Farmhouse Lunch Tour - Our guide Jana was great. Friendly, personable and very knowledgeable. Very accommodating with the group. The highlight of the tour was the farmhouse lunch and wine tasting. The host at the farmhouse made the lunch fun and the food was also very delicious. Would highly recommend.
Review provided by Tripadvisor
Jennifer_l
May 1, 2025
Tour Guide issues - Tour was ok - the winery portion was outstanding! Delicious food and wine. Our tour guide was split up between 2 vans of people, so our “guide” was only in our van a small portion of time. He didn’t really give us much info even when he was in the van with us for some of the rides. Our driver didn’t speak English, so we didn’t get any information from him. Overall, we would’ve been better to have just hired a driver to take us exploring.
Review provided by Viator
From $212
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).