Siena, San Gimignano and Chianti Wines Day Tour from Florence
Overview
Available languages
10 hours 30 minutes
Mobile ticket
A full day tour, taking in the key beauties of Central Tuscany including a delicious Chianti wine tasting. You'll roll through the sweeping countryside to arrive at the jewel of Siena, with its unique Square and Gothic Town Hall. Then you'll take the road for San Gimignano, the Medieval New York, and Monteriggioni - a hilltop castle with breath taking views. But it's still not over! End your visit with a Chianti winery where you savor the best of Italian wines. This is a perfect day-out to relax and replenish your spirits.
Additional Info
Infants and small children can ride in a pram or stroller
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Specialized infant seats are available
Not recommended for travelers with poor cardiovascular health
Travelers should have at least a moderate level of physical fitness
May be operated by a multi-lingual guide
Please note that the given order of the visits may change
Kindly note that the Semi independent option does not include the professional guide in Siena
LOW SEASON (From November, 1st until March, 31st): English and Spanish languages are always guaranteed. In order to confirm the excursion in French, Italian or Portuguese a minimum of 4 pax is required
HIGH SEASON (From April 1st until October 31st): this tour is always available in English and Spanish. Other languages are confirmed as follows: FRENCH: Tuesday - Friday, min 2 pax PORTUGUESE: Wednesday - min 2 pax ITALIAN: Saturday, Sunday - min 2 pax
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
There is no time to waste when exploring the stunning Tuscany hills! Meet your tour guide at Piazzale Montelungo Bus Terminal early in the morning. Piazzale Montelungo is located 5-10 minutes walking distance from the Santa Maria Novella train station. Hop on the comfortable coach bus, choose your seat, and relax before departing on your journey! The drive to Monteriggioni will take about one hour. During the journey, your guide will entertain you with plenty of interesting information about Tuscany and its sights on the way. Upon arrival, your expert guide will share some interesting information and fun stories about Monteriggioni! If you have any questions, your guide will be there to assist you.
Monteriggioni
After about 40 minutes by bus, arrive in Monteriggioni, a charming medieval fortress set atop a hill. Enjoy 45 minutes of free time to stroll through the village squares and soak up its timeless atmosphere. Guests may also choose to walk along the fortress walls (optional, extra cost).
What‘s Included
Free time in San Gimignano and Monteriggioni Medieval towns
Gran Turismo Luxury bus travel with WiFi on board
Expert multilingual Tour Leader
Visit to a charming Chianti wine estate with tastings of up to 2-3 Chianti wines and regional snacks
Siena tour with professional guide with Headsets (not included in the "+ Free Time" option)
Gratuities
Hotel pickup and drop-off
Siena Cathedral tickets (approx. 7€ pp)
Lunch
Options
French With Free Time
What is not included: Local Guide in Siena. What is included: Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery
English with Free Time
What is not included: Local Guide in Siena. What is included: Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery
Portuguese With Free Time
What is not included: Local Guide in Siena. What is included: Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery
English With Guided Siena
All inclusive tour in English : Including 1 hour guided tour in Siena, Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery
French With Guided Siena
All inclusive tour in French: Including 1 hour guided tour in Siena, Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery
Italian With Free Time
What is not included: Local Guide in Siena. What is included: Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery
Portuguese With Guided Siena
All inclusive tour -Portuguese: Including 1 hour guided tour in Siena, Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery
Italian With Guided Siena
All inclusive tour in Italian: Including 1 hour guided tour in Siena, Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery
Spanish With Guided Siena
All inclusive tour in Spanish: Including 1 hour guided tour in Siena, Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery
Spanish With Free Time
What is not included: Local Guide in Siena. What is included: Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery
Reviews
2,745 reviews
Total reviews and rating from Viator & Tripadvisor
great!
M5791JCivanam,Apr 18, 2026
- Review from Tripadvisor
5.00guide Camille and driver Rosano were great !
:)
sharletp2026,Apr 17, 2026
- Review from Tripadvisor
5.00Thank you for a nice day and trip:) The Ciao Florens team was well organized and with positive energy. Without a driving license I wouldn't be able to visit San Gimignano and taste wine in Chianti.
Visit to Tuscany
luisdP9560VT,Apr 16, 2026
- Review from Tripadvisor
5.00Excellent work and attention from IGNA and GIANCARLO. Very good experience
Fabiola
Sightsee20195084485,Apr 16, 2026
- Review from Tripadvisor
5.00Excellent experience on the Florence to Siena tour. Our guide Igna stood out for his professionalism, kindness and punctuality as well as Giancarlo driver. Although it was many hours, the day does not get heavy. The cathedral of Siena inside beautiful and the village of San Gimignano very picturesque. Visit highly recommended.
Excellent
Gislaine R,Apr 16, 2026
- Review from Viator
5.00The walk was excellent walk. The places are beautiful. And the guide very friendly and helpful. We love it.
Great, super recommended
adrianapatriciaa2026,Apr 16, 2026
- Review from Tripadvisor
5.00Amazing, perfect organization and beautiful tour. Our guide was Ignacio, we were delighted with him. All on time.
Spectacular with our IGNA Guide
felipeaP1814JU,Apr 16, 2026
- Review from Tripadvisor
5.00IGNA the best guide in Spanish. Always very attentive, with willingness and knowledge. It has made the tour spectacular. Super recommended
Great experience
Merike S,Apr 16, 2026
- Review from Viator
5.00Lovely places, plenty of time to explore them. Wine-tasting experience great, too. Cool tour guide and relaxing atmosphere.
In one day you can get to know and live the experience of the Tuscan region
JuanCarlos M,Apr 16, 2026
- Review from Viator
5.00Our guide Roberta is a teacher who simultaneously handles several languages and manages to coordinate a large group in an organized manner.
Guided tour in Tuscany
soniadM1568HJ,Apr 16, 2026
- Review from Tripadvisor
5.00Yesterday we enjoyed a full day in Tuscany thanks to the team of Sara, Luca and Luciano. Sara explained in detail throughout the day each of the places we were going to visit, the planned activities and recommendations. Luca, it made the journey very comfortable. I am easily dizzy on any means of transport and was afraid to ride on the top back of a bus. Everything was perfect. And Luciano formed the perfect tandem with his teammates. I hope you are encouraged to live a guided experience during your next getaway to Tuscany.
From €65.00
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Operated by Ciao Florence Tours Srl