Siena and San Gimignano Day Trip: Tuscany's Medieval Gems

Discover Siena & San Gimignano: Explore medieval streets, savor Chianti wines, and enjoy a delightful lunch on this captivating day trip from Florence.

Duration: 9 hours
Cancellation: 24 hours
Highlights
  • Siena - Your day starts with a bus journey from Florence to Siena with your English speaking Tour Leader, who will tell you all about the history and traditions of this town.
    Renowned for the Palio, which dates to the Middle Ages, this town is also a UNESCO World Heritage Site.
    Upon reaching Siena, our expert, English-speaking tour leader will…
What's Included
  • Private Coach with Wi-Fi, USB charger, and water
  • Guided tour of Siena with English-speaking local guide (April to October)
  • Visit to an organic winery
  • Tasting of 4 different wines
  • Round trip transportation on air-conditioned coach
  • Free time to explore Siena & San Gimignano
  • 3-course lunch and wine pairing at an organic winery
  • Expert, English-speaking tour leader throughout the day
What's Not Included
  • Hotel pick-up and drop-off
  • Gratuities
Additional Information

Embark on a captivating Siena and San Gimignano Day Trip from Florence, seamlessly blending rich history, stunning landscapes, and culinary delights in the Chianti Region. Explore the medieval charm of Siena, marveling at its architectural gems and the historic Piazza del Campo. Discover the iconic towers of San Gimignano and stroll through its medieval…

Location
Piazzale Montelungo
The meeting point is at Piazzale Montelungo, Firenze FI, Italy. Your guide will be waiting on the left side of the street, opposite the parking lot, holding a City Wonders tour sign. GPS Coordinates: 43.78077118492485, 11.246669397085265
Cancellation Policy

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

Customer Ratings
4.7
(70 Ratings)
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H920dhjoed
Apr 19, 2025
Professional, knowledgeable staff. - We had an amazing tour with City Wonders Tours. Our tour guide, Elisabetta Benedetti, shared interesting details en route and at each location. She provided a WhatsApp number to make sure we could contact her if we had any questions or issues during our free time. Elisabetta was very professional, knowledgeable, and personable. The lunch with wine tasting was incredible and our driver, Baar, was reliable, professional, and safe. With Elisabetta and Baar, we were in excellent hands. I highly recommend City Wonders Tours.
Review provided by Tripadvisor
Kris_f
Apr 12, 2025
Great tour - Loved visiting Siena and learning the history of the town. Our guide, Renata, was very helpful and informative. Lunch was good at the winery. We were pretty tired after all the wine and the last town had many steep uphill walks to get into town and get around.
Review provided by Viator
Bruce511
Apr 11, 2025
Great - Renata was a great guide and the trip was very well arranged and good fun. I’m glad we didn’t do the trip that included Pisa.
Review provided by Tripadvisor
Anne_w
Apr 1, 2025
Excellent tour. Glad we did just 2 cities option! - Excellent tour all around. Perfect amount of time in both cities and very fun wine+lunch. Guide was great. Lots of walking!
Review provided by Viator
Cynthia_h
Mar 23, 2025
The tour guide (Nathan)... - The tour guide (Nathan) was humorous and gave us a lesson on taking better pictures with iPhone. Really liked the Siena guide (Lucia) she was very informative and engaging. I would have liked a little more info about San Gimignano before we got off bus but we went around on our own and explored..
Review provided by Viator
Jeanmarie_r
Mar 15, 2025
Siena & San Gimignano Day Trip - Our day trip to Siena and San Gimignano was a great experience with a great tour leader, Nathan Smith. He was very knowledgeable, humorous and shared a lot of fun facts. We had a wonderful bus driver and an excellent tour guide. Everyone was so nice and very accommodating. I think the trip offered a little bit of everything for everyone.
Review provided by Viator
Amy_m
Feb 10, 2025
Great tour! - We had an amazing time on this tour. Dani, our guide was great. The wine tasting and lunch was perfect. We had a really fantastic day.
Review provided by Viator
Anifarino46
Nov 28, 2024
A really great day of amazing sights and Chianti wines! - An excellent trip led by Renata. She was very knowledgeable and we learnt so much about both Siena and San Gimignano. The wine tasting was great fun too! Our driver, Eric, ensured we got to each destination safely and with plenty of time to enjoy our tour.
Review provided by Tripadvisor
Neer_l
Nov 24, 2024
Great Tuscany tour - The time in Sienna and San Gimignano was the best. Our guide was great, and the bus was very comfortable. The views along the way were also stunning. The winery stop took too long and was just OK- wish we had less of that and more time in San Gimignano.
Review provided by Viator
Marianne_j
Mar 22, 2025
The ups and downs of this tour - This tour is ALOT of walking uphill on uneven pavement. A lot of walking to each town and back to the bus because the bus cannot go into the towns. At end of tour we were dropped off far from transportation to fend for ourselves. Description of the walking situation should be included in describing this tour. With all that said, the town’s were beautiful and the lunch was fabulous
Review provided by Viator
From $112
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).