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Siena, San Gimignano and Chianti Wines Day Tour from Florence

4.6 (3,299 reviews)
10 hours 30 minutes
From $77
USD per person (€65)
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Duration: 10 hours 30 minutes
Shared tour
Free cancellation up to 24 hours before
Offered in: en
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About This Tour

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.

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

  • Hotel pickup and drop-off
  • Siena Cathedral tickets (approx. 7€ pp)

Itinerary

1
Stop
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.
2
Stop
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).
3
Stop
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.
4
Stop
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.
5
Stop
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.
6
Stop
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.
7
Stop
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).
8
Stop
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).
9
Stop
In the evening, relax on the journey back to Florence, bringing an unforgettable day in Tuscany to a close.

Tour Options

This tour is available in multiple formats. Choose your preferred option when booking:

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 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

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

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

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 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.

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

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

Audio Guided Tour Japanese

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

Select your preferred option on the booking page. Prices may vary by option.

Good to Know

  • 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
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