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(3,254)Florence1 hour
VIATOR4.4(941)TRIPADVISOR4.8(2,313)

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

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

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
3,254 reviews
5
2,499
4
506
3
153
2
45
1
51

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(3,254)

A
angelomK3863II
August 18, 2026
Family Tuscany Day Tour

Booked my parents and aunty and uncle , who all had a great time. Constantino, Lucy and Pepe were great. Having a larger group provides concerns, however, communication and organisation were amazing. Kept the group on time and the biggest delay was a couple mins due to an item left behind by a passenger (human error). Great value for money for a larger group, would recommend if you would like to get bang for your buck.

D
Deepalk_B
August 14, 2026
Definitely worth the day!

We are not usually tour bus people, so this was different for us. Siena and San Gimignano were very fun experiences. Nice quaint cities that we walked around in for the time we were given. Definitely worth it. The first city Monteriggioni was small and some may have found it worthwhile, but we didn't. The wine tour was not as one would expect...they were more concerned about trying to sell us wine than educating us about their process and history. Overall it's worth the day and the price to experience this trip.

L
L8194UJluisr
August 14, 2026
A day in Tuscany

Very good experience, the sites Siena and Gimignano were spectacular and the wine tasting was very simple but informative. Perhaps there was not enough time to see the sites better. The guide Federico was excellent, super attentive to everything and everyone and with perfect organization. The trip with the driver Raúl was impeccable.

4
459st_phanev
August 14, 2026
Between Siena / Monteriggioni / San Gimignano

A day to dazzle your eyes. Lorenza, our guide, was always attentive, dynamic, and passionate in all her explanations.

M
mariasR4029AQ
August 14, 2026
Tuscany

Federico and Raúl made us have an unforgettable day. Very well organized in terms of the time dedicated to each activity and the punctuality of the departures. It is an excursion that, without a doubt, is worth it.

C
cl_mentm294
August 14, 2026
Very Good day in family in the Chianti

Lorenza was a very good guide, very Good day in beautiful city !

N
nicholask731
August 14, 2026
Comfortable, well organized, and friendly experience

The whole day was well organized with a friendly and personable guide. The bus was air conditioned and comfortable with outlets. We were offered a lunch at a very good price for the amount of food included. All of our stops felt like the appropriate amount of time to wander and sight see comfortably without feeling rushed or that we had too much time to spend. I would definitely recommend.

6
614florc
August 14, 2026
Excellent tour!

Excellent Federico the guide and Raúl the driver!!

Y
Y6449MEjanev
August 14, 2026
Excursion very rich in discovery

The guide was very professional and friendly.

A
Aurora_Muro
August 14, 2026
A day under the intense Tuscan sun!

A very pleasant excursion. The guide, Federico, and the driver, Raúl, made the trip much easier!!

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