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
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
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 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
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 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
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
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
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
Reviews
2,809 reviews
Total reviews and rating from Viator & Tripadvisor
Tuscan Highlights
Caroline S,Apr 27, 2026
- Review from Viator
5.00A great day out! The best of Tuscany in a day, with wine tasting. We went as a group of friends and had a fabulous time.
You should work on maps before you go
Sale K,Apr 27, 2026
- Review from Tripadvisor
5.00The best tour I ever had. The team was great specially Selena Lucy and the driver Mario was great persons.
Great experience
lyricala2026,Apr 27, 2026
- Review from Tripadvisor
4.00We had great experience with leo and John in the day trip. They guided us well. I feel the trip could have been more interactive. We friends enjoyed the trip. Surely recommended.
Full day tour to Siena and beyond
kihaan,Apr 27, 2026
- Review from Tripadvisor
4.00Leon, John and Luca did a great job showing us the best parts of Chianti and Tuscany. A long day but definitely worth it! Grazie! 🇫🇮
Day trip to Tuscany
594tresaj,Apr 27, 2026
- Review from Tripadvisor
5.00The trip was perfect. Leon, John & Luca the driver were excellent. Time management & execution was on target. The explanation during the trip was very informative.
Trip
Freedom36980006487,Apr 27, 2026
- Review from Tripadvisor
5.00Leon, John, and Luca (our driver) were outstanding throughout our trip. Each of them demonstrated excellent customer service and strong foreign language skills. It was truly a worthwhile experience!
Nice Experience
luiscN9512KY,Apr 27, 2026
- Review from Tripadvisor
4.00We had a good experience with Lion and Jhon. The trip and organization was very good.
Siena, San Gimignano, Monteriggioni ,Chianti wine tasting
Scenic30310673765,Apr 25, 2026
- Review from Tripadvisor
5.00Lucy, Celina and Mario did a great job with our 82 person tour of Siena, Montereggioni, San Gimignano and Chianti wine tasting. I loved our meal together in Siena, with a great opportunity to meet people from your tour. Thx for a great tour!
Amazing!
Alex F,Apr 25, 2026
- Review from Tripadvisor
5.00Best day ever, no joke. Selene, Lucia and Mario did a great job! Must do if you are in Florence! Book now!!!
Excellent day excursion
michelleaX717KJ,Apr 25, 2026
- Review from Tripadvisor
5.00Wondeful trip and lovely guides Lucia and Selene bott very helpful and informative I would defiantly recommend.
From €65.00
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Operated by Ciao Florence Tours Srl