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
For a full refund, cancel at least 24 hours before the scheduled departure time.
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).
Free time in San Gimignano and Monteriggioni Medieval towns
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)
Journey by fully-fitted GT Coach with Free Wifi on board
Gratuities
Hotel pickup and drop-off
Siena Cathedral tickets (approx. 7€ pp)
Lunch
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
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 -Portuguese: 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 Spanish: 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 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
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
2,498 reviews
Total reviews and rating from Viator & Tripadvisor
Kailee P,,Jan 8, 2026
- Review from Viator
We had a great time on this tour! Very well organized and packed in a lot of sites for a fun day! The guides were very friendly and there were many add ons to really customize the experience.
Carmen G,,Jan 5, 2026
- Review from Viator
Very expensive for what it offers, plus the tour you can pay for is very loose, short-lived and scarce information.
F5658SSjenniferf,,Jan 4, 2026
- Review from Tripadvisor
Gabrielle and John were very good guides. The tour included people who spoke Spanish, English, and Italian. They were sure to share the information in all three languages to include everyone. It was a full day that included lots of sights, tastes, and new experiences in the Siena and Tuscany region.





FarAway321453,,Jan 4, 2026
- Review from Tripadvisor
A very complete excursion, however doing so on Sunday the Siena Cathedral closes for Mass and you can not see in the time we were there as we chose the food (which was very good) organized instead of going on our own. We also could not visit because they close soon, the cathedral of San Giminiano. The mistake was to go on Sunday (I think) although we ran away from the crowds of Florence since on Sunday museums are free

isaacmY921RR,,Jan 4, 2026
- Review from Tripadvisor
Great full day tour! We enjoyed the scenic views, wine tasting and the old towns around Tuscany. The tour guide was very knowledgeable and kind to us and the large group.
rom ng2026,,Jan 4, 2026
- Review from Tripadvisor
Gabriele guide magnificent. The tour a great experience. The conductor Boris and the other guides Jh9n some cracks too.... .....
Airam G,,Jan 3, 2026
- Review from Tripadvisor
We went today Saturday, January 3 and it met expectations. Excellent treatment received. I highly recommend it
frana2026,,Jan 3, 2026
- Review from Tripadvisor
Costantino, Lucia and Luca were geniuses! Very good tour the explanations and good vibe!! If you go to Florence you can not miss this tour

Mers18,,Jan 3, 2026
- Review from Tripadvisor
Highly recommended tour of Tuscany with a lot of variety both on site and in gastronomy including a tasting of chianti wines
N8215GYroberta,,Dec 31, 2025
- Review from Tripadvisor
Wonderful job to Claudia, Anastasia, Boris, and John. All of the staff were true professionals and the tour was very relaxing with no stress.
Operated by Ciao Florence Tours Srl