

by myTour in Italy
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.€280San 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.
San Gimignano 1300
Guests have one hour of free time to walk around San Gimignano and explore its medieval streets.
60 min
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
Piazza Della Cisterna
There is 15 minutes of free time to spend in Piazza Della Cisterna, a central square in San Gimignano.
15 min
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
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
Fortezza di Montalcino
There is one hour of free time to visit the Fortezza di Montalcino, a fortress in the town.
60 min
San Filippo Montalcino
Guests have additional free time to explore San Filippo, a location within Montalcino.
Val D'Orcia
The tour includes a one-hour visit to the Val d'Orcia, a valley known for its landscape.
60 min
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
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.


by myTour in Italy
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.€280San 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.
San Gimignano 1300
Guests have one hour of free time to walk around San Gimignano and explore its medieval streets.
60 min
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
Piazza Della Cisterna
There is 15 minutes of free time to spend in Piazza Della Cisterna, a central square in San Gimignano.
15 min
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
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
Fortezza di Montalcino
There is one hour of free time to visit the Fortezza di Montalcino, a fortress in the town.
60 min
San Filippo Montalcino
Guests have additional free time to explore San Filippo, a location within Montalcino.
Val D'Orcia
The tour includes a one-hour visit to the Val d'Orcia, a valley known for its landscape.
60 min
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
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.