

by Caf Tour Travel
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.€158This 11-hour coach tour departs from Florence and covers several Tuscan highlights including San Gimignano, Monteriggioni, the Chianti region, and Siena. The first stop is the historic center of San Gimignano, a walled hilltown known for its medieval towers and frescoed churches. Visitors have two hours to walk around on their own, visiting artisan shops, quiet streets, and viewpoints over the Val d’Elsa. Next is Monteriggioni, a small fortress village surrounded by intact 13th-century walls. Guests have 40 minutes to explore the piazza, gates, and ramparts. From November to March, this stop is skipped and the return to Florence is about 30 minutes earlier. The tour then follows the Chiantigiana road, traveling through vineyards and olive groves to reach a winery. Here, participants receive a guided tour of the cellars and vineyards, followed by a three-course lunch made with local ingredients. The meal includes a tasting of three Chianti wines plus extra virgin olive oil, balsamic vinegar, and ends with cantucci biscuits and vin santo. After lunch, the coach continues to Siena where guests have two hours of free time to explore independently. They can walk through Gothic streets, visit artisan shops, and relax in wine bars. The itinerary also includes brief stops at Siena’s Duomo, with a short exterior and interior visit to the striped marble cathedral, and Piazza del Campo, known for its shell shape and the Palio horse race. These stops last 15 and 30 minutes respectively before returning to Florence by coach. The tour includes round-trip transport by air-conditioned coach, a licensed English-speaking escort throughout the day, and assistance at the meeting point. Hotel pickup and drop-off are not provided, and admission to Siena’s cathedral is not included. The order of visits may vary and comfortable walking shoes are recommended.
Historic Centre of San Gimignano
Guests spend two hours walking at their own pace in this walled hilltown famous for its medieval towers and churches with frescoes. The UNESCO-listed center includes artisan shops and quiet streets. Visitors can also enjoy views over the Val d’Elsa and have time for gelato or souvenirs.
120 min
Monteriggioni
This 40-minute stop allows visitors to enter a fortress village surrounded by intact 13th-century walls. Guests can walk around the small piazza and gates and take photos from the ramparts. From November to March, this stop is not included, and the return to Florence is about 30 minutes earlier.
40 min
Strada Statale 222 Chiantigiana
The coach travels along one of Tuscany’s scenic roads through vineyards, olive groves, and stone farmhouses. At a cozy winery, guests have a guided tour of the cellars and vineyards and a tasting of three Chianti wines paired with a zero-mile three-course lunch. The meal concludes with cantucci biscuits and vin santo.
90 min
Siena
There is two hours of free time for visitors to explore Siena independently. They can walk narrow Gothic streets, visit artisan boutiques, try local specialties, and enjoy the city’s warm terracotta colors. This time is intended for relaxed exploration and photography.
120 min
Duomo di Siena
Visitors pause for a 15-minute stop to see the exterior and briefly the interior of Siena’s striped marble cathedral. The façade features sculptures and artworks illustrating the city’s artistic heritage.
15 min
Piazza del Campo
This 30-minute stop is at one of Italy’s notable squares, known for the Palio horse race. Visitors can sit at a café, appreciate the shell-shaped slope, and view landmarks such as the Torre del Mangia and Palazzo Pubblico before the return journey.
30 min
An Assistant waits for you wearing blue clothing with Caf Tour and Gray Line Logos, at the end of the ramp connecting with the railway station.
End point
An Assistant waits for you wearing blue clothing with Caf Tour and Gray Line Logos, at the end of the ramp connecting with the railway station.


by Caf Tour Travel
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.€158This 11-hour coach tour departs from Florence and covers several Tuscan highlights including San Gimignano, Monteriggioni, the Chianti region, and Siena. The first stop is the historic center of San Gimignano, a walled hilltown known for its medieval towers and frescoed churches. Visitors have two hours to walk around on their own, visiting artisan shops, quiet streets, and viewpoints over the Val d’Elsa. Next is Monteriggioni, a small fortress village surrounded by intact 13th-century walls. Guests have 40 minutes to explore the piazza, gates, and ramparts. From November to March, this stop is skipped and the return to Florence is about 30 minutes earlier. The tour then follows the Chiantigiana road, traveling through vineyards and olive groves to reach a winery. Here, participants receive a guided tour of the cellars and vineyards, followed by a three-course lunch made with local ingredients. The meal includes a tasting of three Chianti wines plus extra virgin olive oil, balsamic vinegar, and ends with cantucci biscuits and vin santo. After lunch, the coach continues to Siena where guests have two hours of free time to explore independently. They can walk through Gothic streets, visit artisan shops, and relax in wine bars. The itinerary also includes brief stops at Siena’s Duomo, with a short exterior and interior visit to the striped marble cathedral, and Piazza del Campo, known for its shell shape and the Palio horse race. These stops last 15 and 30 minutes respectively before returning to Florence by coach. The tour includes round-trip transport by air-conditioned coach, a licensed English-speaking escort throughout the day, and assistance at the meeting point. Hotel pickup and drop-off are not provided, and admission to Siena’s cathedral is not included. The order of visits may vary and comfortable walking shoes are recommended.
Historic Centre of San Gimignano
Guests spend two hours walking at their own pace in this walled hilltown famous for its medieval towers and churches with frescoes. The UNESCO-listed center includes artisan shops and quiet streets. Visitors can also enjoy views over the Val d’Elsa and have time for gelato or souvenirs.
120 min
Monteriggioni
This 40-minute stop allows visitors to enter a fortress village surrounded by intact 13th-century walls. Guests can walk around the small piazza and gates and take photos from the ramparts. From November to March, this stop is not included, and the return to Florence is about 30 minutes earlier.
40 min
Strada Statale 222 Chiantigiana
The coach travels along one of Tuscany’s scenic roads through vineyards, olive groves, and stone farmhouses. At a cozy winery, guests have a guided tour of the cellars and vineyards and a tasting of three Chianti wines paired with a zero-mile three-course lunch. The meal concludes with cantucci biscuits and vin santo.
90 min
Siena
There is two hours of free time for visitors to explore Siena independently. They can walk narrow Gothic streets, visit artisan boutiques, try local specialties, and enjoy the city’s warm terracotta colors. This time is intended for relaxed exploration and photography.
120 min
Duomo di Siena
Visitors pause for a 15-minute stop to see the exterior and briefly the interior of Siena’s striped marble cathedral. The façade features sculptures and artworks illustrating the city’s artistic heritage.
15 min
Piazza del Campo
This 30-minute stop is at one of Italy’s notable squares, known for the Palio horse race. Visitors can sit at a café, appreciate the shell-shaped slope, and view landmarks such as the Torre del Mangia and Palazzo Pubblico before the return journey.
30 min
An Assistant waits for you wearing blue clothing with Caf Tour and Gray Line Logos, at the end of the ramp connecting with the railway station.
End point
An Assistant waits for you wearing blue clothing with Caf Tour and Gray Line Logos, at the end of the ramp connecting with the railway station.