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
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
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
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
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
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 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
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
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
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
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
Reviews
2,711 reviews
Total reviews and rating from Viator & Tripadvisor
Very Satisfied
Robert P,Apr 12, 2026
- Review from Viator
5.00Very well done - the guide was informative, the bus was comfortable, and the time at each stop was perfectly tailored to the needs to enjoy each.
Great tour guide!
Clementine M,Apr 12, 2026
- Review from Viator
5.00Alex was very good. He was very friendly and approachable, is knowledgeable about the cities’ past and present. It was very interesting tour!
Siena and San Gimigano tour with wine tasting
rachith n,Apr 11, 2026
- Review from Viator
5.00Sara was a fantastic guide, very knowledgeable about our stops and very upbeat. She went out of her way to assist us and provided recommendations on restaurants. She did this while assisting English and Spanish speaking customers. Hats off to her for a very professional job! Ronaldo was a great driver and kept us on track while navigating some tricky roads and parking areas.
Awesome tour
angchau,Apr 10, 2026
- Review from Tripadvisor
5.00Great tour, Federico , our guide was very friendly, knowledgeable and always helpful tips. The chofer , Patrocolo gave us a smooth ride through out the tour. Enjoyed absolutely everything, the sights, the wine tasting the guided tour. Highly recommend to anyone. Priced right A lot of walking involved.
Worth the trip
Y9372LPpatrickh,Apr 9, 2026
- Review from Tripadvisor
5.00The driver Simone and guide Roberto took care of us all day very well.
Great experince.
204nandid,Apr 9, 2026
- Review from Tripadvisor
5.00Very time efficient scheduled. Great with no nonse experience/ tour.. cleat communication & approachable guide Roberto. Well experienced driver Simone, felt safe during the journey. Tnx yo Roberto & Simone. Well recommend
Enjoyable day ont the Chianti
Go19113334020,Apr 9, 2026
- Review from Tripadvisor
5.00The Day was vert well organised. Roberto et Simone dix a fantastic job. Every things have ruyn smoothely. A most enjoyable day
Horrible experience with this company!
Jennifer H,Apr 9, 2026
- Review from Viator
1.00Horrible company! Complete scam. Just there to collect your money. Incredibly rude, unkind, and inconsiderate guides. Do not book this tour!
Great option for a tour group
Frank D,Apr 8, 2026
- Review from Viator
5.00So beautiful, great towns that I would not have visited on my own outside of a tour. Lots of hills, stairs, and steps that day (19k!) but well worth it! Wine testing was fun and short which was ok with me.
Recommend to see a lot in one day!
Stephdj70,Apr 7, 2026
- Review from Tripadvisor
5.00Cecil, our guide was very good. It’s a lot to fit into one day but thoroughly enjoyable. The additional option of lunch was very good value.
-25% off
From €48.75Was €65.00
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Operated by Ciao Florence Tours Srl