




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.
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
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).
Historical explanations will be via audio guide (App) in Japanese. A Tour Leader will coordinate and provide lnfo in English.
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
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
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
Audio Guided Tour Chinese: Historical explanations will be via audio guide (App) in chinese. A Tour Leader will coordinate and provide lnfo in English.
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
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
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
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
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
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
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
Historical explanations will be via audio guide (App) in Korean. A Tour Leader will coordinate and provide lnfo in English.
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
For a full refund, cancel at least 24 hours before the scheduled departure time.
3,055 reviews
Total reviews and rating from Viator & Tripadvisor
229fl raf,Jun 30, 2026
- Review from Tripadvisor
We had a wonderful tour to Siena and San Gimignano. Everything was very well organized, the logistics were smooth, and our guides Reka and Roberto were amazing. The places we visited were beautiful, and we really appreciated having free time to explore on our own. Highly recommended!
elfidari,Jun 29, 2026
- Review from Tripadvisor
Roberto was a fantastic tour guide. His English was clear, and he was very friendly and knowledgeable. We loved all the places we visited and thoroughly enjoyed the trip. We will definitely recommend this tour to everyone!
R1398PAkimw,Jun 29, 2026
- Review from Tripadvisor
This was an excellent way to see some gorgeous parts of Tuscany without the hassle of hiring a car or planning the trip myself. Roberto was an excellent guide who made sure we had all the information we needed.




Johanna V,Jun 28, 2026
- Review from Viator
Nice experience and well organised. Definitely worth it. Host very nice. Definitely highly recommended
Veronique P,Jun 27, 2026
- Review from Viator
Fantastic FULL Day and reasonably priced for everything we did ! Superb organization both before the trip ( always with Viator booking and communication ) and Ciao Florence the tour operator ! Our 2 Guides Carmella & Anna were outstanding and Driver Boris just perfect ! Only comment is I wish I had known it was such a big group ( 78 people on the bus !) staff ran a very smooth tour THANK YOU ! Wine tasting was superb and fun , and all the stops worth it ! ( only wish passengers would tip the staff !! They sure deserve it , only a few of us did )
Adventure64259314991,Jun 25, 2026
- Review from Tripadvisor
Wonderful expedition and journey to discover other towns in Tuscany with a tasting of Chianti wine. Thank you to Leone, Camille, and Boris the driver. Unfortunately, there was not a French-speaking guide on the day we visited, but it was very helpful to write the times on a board to ensure everything was clearly understood.


213jonatasl,Jun 25, 2026
- Review from Tripadvisor
Nice walk. SAN Gimignano is TOP
isabelsW3380MG,Jun 25, 2026
- Review from Tripadvisor
The team is friendly, providing the best attention to everyone on the tour; they always informed us about each place, shared stories about each site, and relevant information.
Venture31653022807,Jun 25, 2026
- Review from Tripadvisor
Leo was a very informative interesting guide
Scenic24942312451,Jun 25, 2026
- Review from Tripadvisor
A beautiful experience with the guides Lion and Camila. Boris was spectacular.

Operated by Ciao Florence Tours Srl