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San Gimignano, Chianti, and Montalcino Day Trip from Siena
day_trips

San Gimignano, Chianti, and Montalcino Day Trip from Siena

by myTour in Italy

11 hours
San Gimignano
€126€140 on ViatorSave 10%/person
From
€126€140 on ViatorSave 10%per person

Choose from 1 available option

11 hours
Starting time
Friday 11 September 2026
Language
Free cancellation until 10 Sept 2026.
€252€280Save 10%
2 adults × €126
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.€280

Overview

San Gimignano is a medieval hill town in Tuscany known for its towers and historic streets. This day trip from Siena lasts about 11 hours and travels by air-conditioned minivan or minibus with an expert multilingual escort. The tour begins at Siena Railway Station, where participants meet the guide outside by the clock tower. The first stop is San Gimignano, where there is one hour of free time to explore the town. Visitors can optionally visit the Cathedral of San Gimignano (Collegiata di Santa Maria Assunta) during this time. Additional free time is available around Piazza Della Cisterna and Palazzo Pubblico e Torre Grossa. After San Gimignano, the trip continues through the Chianti region to a local winery in Montalcino. Here, guests enjoy lunch and a wine tasting featuring Brunello di Montalcino. The tour includes visits to two wine estates, one of which is exclusive, with two wine tastings total. Olive oil, balsamic vinegar, snacks, and alcoholic beverages are included. In Montalcino, there is time to explore the Fortezza di Montalcino and San Filippo. The tour also stops in the Val d'Orcia, where guests spend about one hour in the valley before returning to Siena. The vehicle accommodates up to 8 or 20 people depending on selection. Participants should be able to climb and descend stairs. A vegetarian lunch option is available if requested when booking.

Highlights

Visit medieval San Gimignano with free time to explore
Optional visit to Cathedral of San Gimignano
Lunch and wine tasting at a Montalcino winery
Tour of two wine estates including one exclusive
Stop in the Val d'Orcia for one hour
Travel in air-conditioned minivan or minibus

What's included

Travel in air-conditioned minivan for up to 8 people or minibus for up to 20 people
Expert multilingual escorts
Lunch included
Sampling of olive oil and balsamic vinegar
Snacks provided
Alcoholic beverages included
Tour of two wine estates with two wine tastings, one estate exclusive

What's not included

Gratuities

Itinerary

1

San Gimignano 1300

Guests have one hour of free time to walk around San Gimignano and explore its medieval streets.

60 min

2

Collegiata di Santa Maria Assunta - Duomo di San Gimignano

During free time in San Gimignano, visitors can choose to visit the Cathedral of San Gimignano for about 15 minutes.

15 min

3

Piazza Della Cisterna

There is 15 minutes of free time to spend in Piazza Della Cisterna, a central square in San Gimignano.

15 min

4

Palazzo Pubblico e Torre Grossa

Guests have 15 minutes of free time near the Palazzo Pubblico and Torre Grossa, key landmarks in San Gimignano.

15 min

5

Strada Statale 222 Chiantigiana

The tour stops for lunch and a wine tasting at a local winery in Montalcino, lasting about one hour.

60 min

6

Fortezza di Montalcino

There is one hour of free time to visit the Fortezza di Montalcino, a fortress in the town.

60 min

7

San Filippo Montalcino

Guests have additional free time to explore San Filippo, a location within Montalcino.

8

Val D'Orcia

The tour includes a one-hour visit to the Val d'Orcia, a valley known for its landscape.

60 min

9

Siena

The trip begins and ends at Siena Railway Station, where guests meet staff outside the main entrance by the clock tower and travel by minivan.

40 min

Meeting point

Meet our team at: Siena Stazione, Siena Province of Siena, Italy

End point

Please meet our staff outside Siena Railway Station (Stazione di Siena – Ferrovia), in front of the clock tower at the main station entrance.

Languages

English (guide)Italian (guide)Spanish (guide)

Cancellation policy

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

Additional info

1–8 travelers per booking
Mobile ticket
Pushchair and stroller friendly
Reachable by public transport
Infant seats are available
Suitable for all fitness levels
Participants must be able to climb and descend stairs.
A vegetarian option is available for the optional lunch; dietary requirements must be advised at booking.
Travel is in air-conditioned minivan for up to 8 people or minibus for up to 30 people.
Guests should meet staff outside Siena Railway Station at the main entrance in front of the clock tower.
Total
€252Save 10% vs Viator