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Siena, San Gimignano and Chianti Wines Day Tour from Florence

4.7 Great 3403 reviews
|
10h 30m
|
Portuguese, English, Italian, French, Spanish
Free cancellation Instant confirmation Live guide

Ratings & Reviews

4.7
3403 reviews
5
2631
4
520
3
156
2
45
1
51
Ratings collected from Guidekin & Viator & Tripadvisor

Guidekin's take

Coach, Siena guide option in our Siena & San Gimignano Day Trips comparison.

Trade-off: No lunch; Free Time tier has no Siena guide.

Last checked: September 18, 2026. Commissions never affect our verdicts.

Overview

Guidekin summary

A coach day that pairs Siena, San Gimignano and Monteriggioni with a Chianti estate visit and a tasting of up to three wines with snacks. Lunch and the Siena cathedral ticket are not included, and the free time tier drops the guided Siena walk, so read the option name before booking. 4.66 from 3,403 reviews for 10h 30m at €65 per person.

From the guide

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

The operator sells this tour in 13 versions. Prices are the operator's current list for two travellers; the calendar shows the exact figure for your date and party.

Audio Guided Tour Korean

from €65 / person
Guide: Korean

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

French With Free Time

from €65 / person
Guide: French

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 Japanese

from €65 / person
Guide: Japanese

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

Italian With Free Time

from €65 / person
Guide: Italian

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

from €65 / person
Guide: English

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

from €65 / person
Guide: Spanish

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

from €65 / person
Guide: Portuguese

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

from €65 / person
Guide: Chinese

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

Portuguese With Guided Siena

from €75 / person
Guide: Portuguese

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

French With Guided Siena

from €75 / person
Guide: French

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

Spanish With Guided Siena

from €75 / person
Guide: Spanish

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 Guided Siena

from €75 / person
Guide: Italian

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

from €75 / person
Guide: English

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

Schedule & Availability

Runs daily
Departs: 08:45
Available year-round

This tour runs daily, departing at 08:45. It runs year-round. These are the operator’s scheduled departures, not a live seat count: availability is confirmed at checkout. Schedule last checked September 18, 2026.

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)

What's Not Included

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

Itinerary

There is no time to waste when exploring the stunning Tuscany hills Stop 1
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.
45 min
Monteriggioni Stop 2
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).
1h
Siena Stop 3
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.
3h
Piazza del Campo Stop 4
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.
30 min
Duomo di Siena Stop 5
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.
30 min
San Gimignano Stop 6
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.
1h
Collegiata di Santa Maria Assunta - Duomo di San Gimignano Stop 7
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).
15 min
During your free time in San Gimignano, you may choose to stop at the famous ... Stop 8
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).
5 min
In the evening, relax on the journey back to Florence, bringing an unforgetta... Stop 9
In the evening, relax on the journey back to Florence, bringing an unforgettable day in Tuscany to a close.
1h

Departure & Return

Start point

TOURS & NEWS KIOSK AT PIAZZALE MONTELUNGO BUS TERMINAL Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. Look for our staff wearing a FUCHSIA CIAOFLORENCE JACKET and holding a CIAOFLORENCE CLIPBOARD!

End point

TOURS & NEWS KIOSK AT PIAZZALE MONTELUNGO BUS TERMINAL Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. Look for our staff wearing a FUCHSIA CIAOFLORENCE JACKET and holding a CIAOFLORENCE CLIPBOARD!

Additional 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

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

1+ daysFull refund
0-1 daysNo refund
From € 65 / person