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
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
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
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 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
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
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
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
Reviews
2,587 reviews
Total reviews and rating from Viator & Tripadvisor
AWESOME (WINE WINE WINE WINE)
sophieaG6278QA,Mar 12, 2026
- Review from Tripadvisor
5.00The tour was timely and very fun. The views of the towns were beautiful, and the wine tasting was divine. Our tour guide Jian Marco was very friendly and informative.
A wonderful way to spend a day!
katyp127,Mar 12, 2026
- Review from Tripadvisor
5.00This was our first coach tour ever! We weren’t sure what to expect but we’ve had the best day! The tour is great value - you get to visit Monteriggioni (UNESCO), Siena (duomo is incredible, as is the Piazza del Campo, and there are lots of great restaurants), a vineyard back near Monteriggioni (really, really good wine tasting!) and then the incredible San Gigminano (also UNESCO). We should also mention our wonderful guide, GianMarco, and the rest of the team, who were hospitable, friendly and interesting. We learnt lots and loved travelling through the Tuscany countryside. We would definitely recommend them!
Amazing tour!
sla129,Mar 12, 2026
- Review from Tripadvisor
5.00Great experience. Would of love to stay longer in tge cities. Tour not to miss
A wonderful day spent with two great people, Jon Markus and Camille, the bus driver managed to wiggle us in and out
GlobeTrotting281411,Mar 12, 2026
- Review from Tripadvisor
5.00All the events and places were quite beautiful. We had great explanations from the guides, wonderful meals and gelato in San giamano Highly recommend this tour to all
wonderful !
Traveler31080598364,Mar 12, 2026
- Review from Tripadvisor
5.00so much fun! our tour guide was gian marco and he was so nice! everyone was lovely and happy to answer any questions/ show us around. everything went swimmingly! great tour!!!
Solid experience, tx!
71mehranm,Mar 12, 2026
- Review from Tripadvisor
5.00Gianmarco was great at being friendly with all, explaining things well, and keeping us on schedule.
Geat tour, costly walking tour
627 zge ,Mar 9, 2026
- Review from Tripadvisor
4.00I really liked the overall experience. The group was nice, the guides were nice and weather was great. I liked how the planning and communication were so organised. However I had added the walking tour in Siena, however, it was around 15-20 minutes tops. For that price, you could get a 2 hour tour in Florence. It was like a joke.
Chianti visit
Elaine Z,Mar 9, 2026
- Review from Tripadvisor
5.00We were kept very well informed, the places we visited were amazing even the winery
Travel to Siena
C2496OOmarinam,Mar 9, 2026
- Review from Tripadvisor
5.00We went with Reca, Valmira and Roberto. Reca was an excellent driver who did not make any startles on the road. Roberto's explanations were pleasant and Valmira was very friendly and accessible at all times. We would definitely repeat with them again.
Full Day!
Carmen J,Mar 9, 2026
- Review from Viator
5.00Enjoyed a variety of beautiful and interesting places to visit and received in this tour. The wine tasting was a fun and informational experience. Roberto and Reka were courteous and reliable, with Roberto providing relevant information and managing a large group well.
-25% off
From €48.75Was €65.00
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Operated by Ciao Florence Tours Srl