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Siena, San Gimignano, Monteriggioni and Chianti Wines Day Tour from Florence
food_culinary

Siena, San Gimignano, Monteriggioni and Chianti Wines Day Tour from Florence

by Ciao Florence Tours Srl

11 hours
€58.50€65 on ViatorSave 10%/person
From
€58.50€65 on ViatorSave 10%per person

Choose from 13 available options

11 hours
Starting time
Friday 11 September 2026
Language
Free cancellation until 10 Sept 2026.
€117€130Save 10%
2 adults × €58.50
All taxes and fees included

How do you want to book?

Confirmation before Wed, 9 Sept - card's only charged if it's a yes. If it's a no, still time to book on Viator.

Book on Viator Confirmed right away, but you pay full price.€130
11 hours
€117€130Save 10%
2 adults × €58.50
All taxes and fees included
11 hours
€117€130Save 10%
2 adults × €58.50
All taxes and fees included
11 hours
€117€130Save 10%
2 adults × €58.50
All taxes and fees included
11 hours
€117€130Save 10%
2 adults × €58.50
All taxes and fees included
11 hours
€117€130Save 10%
2 adults × €58.50
All taxes and fees included
11 hours
€117€130Save 10%
2 adults × €58.50
All taxes and fees included
11 hours
€117€130Save 10%
2 adults × €58.50
All taxes and fees included
11 hours
€117€130Save 10%
2 adults × €58.50
All taxes and fees included
11 hours
€117€130Save 10%
2 adults × €58.50
All taxes and fees included
11 hours
€117€130Save 10%
2 adults × €58.50
All taxes and fees included
11 hours
€117€130Save 10%
2 adults × €58.50
All taxes and fees included
11 hours
€117€130Save 10%
2 adults × €58.50
All taxes and fees included

Overview

Tuscany's central region features historic towns and countryside known for medieval architecture and wine production. This full-day bus tour from Florence lasts about 10 and a half hours and includes stops in Monteriggioni, Siena, San Gimignano, and a Chianti wine estate. The tour begins at Piazzale Montelungo Bus Terminal near Florence’s Santa Maria Novella station. Participants board a luxury coach with WiFi for a roughly one-hour drive to Monteriggioni. Upon arrival, there is some introductory commentary followed by 45 minutes of free time to explore the medieval fortress town and its squares. Walking along the fortress walls is optional and comes at an extra cost. Next, the group travels to Siena, arriving after about 40 minutes. Those choosing the Classic Tour option join a one-hour guided walk covering Siena’s main sights, including the exterior of Piazza del Campo, Palazzo Pubblico, Torre del Mangia, and the outside of Siena Cathedral. The Semi-Independent option offers around two and a half hours of free time to explore Siena on one’s own. After Siena, the tour continues to San Gimignano for an hour of free time. Guests can stroll through the medieval streets, visit local shops, or relax in the squares. Optional visits include the Collegiata church with its frescoes and Romanesque style, or stopping at Gelateria Dondoli for gelato (not included). The final stop is a Chianti wine estate where participants taste two to three Chianti wines accompanied by regional snacks. The day concludes with a return bus ride to Florence. Included are luxury coach transport, a multilingual tour leader, free time in San Gimignano and Monteriggioni, a visit to a Chianti winery with tastings and snacks, and a Siena guided tour with headsets for Classic option participants. Entrance to Siena Cathedral, lunch, gratuities, and hotel transfers are not included.

Highlights

Visit Siena with guided tour or free time
Free time in San Gimignano and Monteriggioni
Chianti wine tasting with regional snacks
Luxury bus travel with WiFi
Professional multilingual tour leader

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 Chianti wine estate with tastings of 2-3 Chianti wines and regional snacks
Siena tour with professional guide and headsets (not included in "+ Free Time" option)

What's not included

Gratuities
Hotel pickup and drop-off
Siena Cathedral tickets (about 7€ per person)
Lunch

Itinerary

1

Piazzale Montelungo and journey to Monteriggioni

The tour begins at Piazzale Montelungo Bus Terminal, a 5-10 minute walk from Santa Maria Novella train station in Florence. After boarding the comfortable coach bus with WiFi, participants relax during the one-hour drive through Tuscany’s hills. The guide provides information about the region and sights en route. Upon arrival in Monteriggioni, the guide shares details and stories about the medieval village.

45 min

2

Monteriggioni medieval fortress

After about 40 minutes by bus, guests arrive at Monteriggioni, a medieval fortress on a hill. They have 45 minutes of free time to walk through the village squares and experience the atmosphere. Walking along the fortress walls is optional and requires an extra fee.

60 min

3

Siena guided or free time visit

After about 40 minutes by bus from Monteriggioni, the group arrives in Siena. Classic Tour participants enjoy a one-hour professional guided walking tour focusing on Siena’s main highlights, including exterior views only. Those selecting the Semi-Independent option have approximately two and a half hours of free time to explore Siena independently.

180 min

4

Piazza del Campo exterior visit

During the Siena guided tour, the group views Piazza del Campo from the outside. The guide explains the square’s shell shape and its role in the Palio horse race. Exterior views of Palazzo Pubblico and Torre del Mangia are also included.

30 min

5

Siena Cathedral exterior visit

The guided tour ends with an outside view of Siena Cathedral. The guide discusses the church’s Italian Gothic architecture and its detailed marble façade.

30 min

6

San Gimignano free time

The tour continues to San Gimignano, where participants have one hour of free time. They can walk the cobblestone streets, browse shops, or rest in the town’s squares.

60 min

7

Optional Collegiata visit in San Gimignano

During free time, guests may visit the Collegiata church known for its Romanesque architecture and preserved frescoes. Entrance is optional and not included in the tour price.

15 min

8

Gelateria Dondoli stop (optional)

Also during free time in San Gimignano, guests may choose to visit Gelateria Dondoli, an award-winning gelato shop in the main square. Gelato is not included in the tour price.

5 min

9

Chianti wine estate tasting

The final stop is a Chianti wine estate where a wine host leads a tasting of two to three Chianti wines. Light regional snacks are served alongside the wines.

60 min

10

Return to Florence

The tour finishes with a relaxing one-hour bus ride back to Florence.

60 min

Meeting 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!

Languages

Portuguese (guide)English (guide)Italian (guide)French (guide)Spanish (guide)

Cancellation policy

  • Cancel at least 24 hours before start for a full refund.

Additional info

1–15 travelers per booking
Mobile ticket
Pushchair and stroller friendly
Reachable by public transport
Infants travel on an adult's lap
Infant seats are available
Not advised for anyone with a heart condition
A moderate level of fitness is needed
The tour may be conducted by a multilingual guide
The order of visits may change
The Semi-Independent option does not include the professional guide in Siena
In low season (November 1 to March 31), English and Spanish are always available; French, Italian, and Portuguese require a minimum of 4 participants
In high season (April 1 to October 31), English and Spanish are always available; French is offered Tuesday to Friday with minimum 2 participants, Portuguese on Wednesday with minimum 2 participants, Italian on Saturday and Sunday with minimum 2 participants
Total
€117Save 10% vs Viator