Tours/Florence/Siena, San Gimignano and Chianti Wines Day Tour from Florence
Viator · group up to 50 pax

Siena, San Gimignano and Chianti Wines Day Tour from Florence

4.6(3,105)Florence1 hour
VIATOR4.4(935)TRIPADVISOR4.7(2,170)

Description

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.

Tour 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
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
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
Chinese Audio Guided Tour
  • Audio Guided Tour Chinese: Historical explanations will be via audio guide (App) in chinese. A Tour Leader will coordinate and provide lnfo in English.
Audio Guided Tour Korean
  • Historical explanations will be via audio guide (App) in Korean. A Tour Leader will coordinate and provide lnfo in English.
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
Audio Guided Tour Japanese
  • Historical explanations will be via audio guide (App) in Japanese. A Tour Leader will coordinate and provide lnfo in English.
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
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 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

Itinerary

45 min

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.

60 min

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).

180 min

Continue to Siena, one of Tuscany’s most beautiful historic cities. Guests who select the Classic Tour option will enjoy a 1-hour guided walking tour with a professional guide, focusing on the city’s main highlights (exterior visits only). Guests with the Semi-Independent option will have approximately 2.5 hours of free time to explore Siena at their own pace.

30 min

During the guided tour, admire Piazza del Campo from the outside, one of Europe’s most stunning medieval squares. Your guide will explain its unique shell shape and its role as the setting of the famous Palio horse race, as well as the exterior of the Palazzo Pubblico and the Torre del Mangia.

Admission not included30 min

The final stop of the Siena visit is the Siena Cathedral, admired from the outside. Learn about this magnificent example of Italian Gothic architecture, renowned for its intricate marble façade.

60 min

After lunch, travel on to San Gimignano, the medieval town famous for its skyline of towers. Enjoy free time to wander through its cobblestone streets, browse local shops, or relax with a coffee in one of the charming squares.

Admission not included15 min

During your free time, you may choose to visit the Collegiata, the town’s main church, known for its well-preserved frescoes and Romanesque architecture (entrance optional).

Admission not included5 min

During your free time in San Gimignano, you may choose to stop at the famous Gelateria Dondoli, an award-winning gelato shop located in the main square. This is a great opportunity to taste some of Italy’s most renowned artisanal gelato (not included in the tour price).

60 min

In the evening, relax on the journey back to Florence, bringing an unforgettable day in Tuscany to a close.

Highlights

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)

What's included

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)
Not included
Gratuities
Hotel pickup and drop-off
Siena Cathedral tickets (approx. 7€ pp)
Lunch

Traveller Ratings

4.6
3,105 reviews
5
2,363
4
496
3
152
2
44
1
50

Important Information

  • 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

Reviews(3,105)

O
oc_annec2026
July 14, 2026
Easy and beautiful day!

Great experience, the guides were very kind, fluent in many languages, clear and helpful. The time in every city was just right. I would recommend if you want an easy day with beautiful historical places and panoramas.

8
802dimam
July 14, 2026
Very nice!

Very nice experiențe with Cecilia and Lotenza :)

L
luanadT3079HW
July 14, 2026
Great time!

Had a good time! The trip with Lorenza, Cecilia and Cosimo was great and well organized.

T
TizianaCaricato
July 13, 2026
A wonderfully planned...

A wonderfully planned experience, with two wonderful professionals. Lucia and Patroclo went above and beyond and were friendly and super reliable. The tour went very smoothly in spite of the unusual heat, and was pleasant and informative. Would definitely recommend. Grazie mille!

A
antoninov512
July 13, 2026
Great experience

Great experience…Lion was a superb tour guide. He was calm, patient, clear speaking and knowledgeable about the towns we visited. He made sure we were always on board before departing. Thank you Lion😊 Antonino and family!!

D
Dream387010
July 13, 2026
Wonderful Experience in Tuscans

If you want to experience Tuscans scenery, culture and food, please don’t miss the tour. You must can see everything beyond what you think!

M
Meander61994096886
July 13, 2026
Monteriggioni, Siena, Poggio Al Laghi, San Gimignano

Lion was super friendly and also very experience guide. I really enjoyed this tour

I
I9701DNkevinm
July 13, 2026
Family tour

Good experience with Lion and Patrick.

W
Will
July 12, 2026
Well organized, clear...

Well organized, clear instructions throughout, good amount of time in each spot. Lucy was a great host, calm with happy vibes. Patrick was a great bus driver. I recommend Du Versi restaurant in Siena!

K
kattiau2017
July 12, 2026
The perfect way to experience Tuscany in a day!

The tour was amazing, well organized, the bus was comfortable and clean. We had a great time in every city, the time given was great. We love having Lucia as a tour leader, her communication was clear and she is super kind! Her beautiful energy definitely added to the experience. Patrick is a great driver, we felt safe throughout the day. Thank you for such a beautiful day, we had the best of time in the Tuscany region!

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