



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 full-day bus tour starts in Florence and heads to San Gimignano, a medieval hilltop town famous for its towers. You will have about two hours of free time to walk the narrow streets, visit artisan shops, and take photos of the skyline. After San Gimignano, there is a brief stop at its main piazza to learn about the town’s merchant history. Next, the tour passes by the 14th-century walls of Monteriggioni, where your guide will explain the village’s historic defenses as you view the town from outside the walls. From April to October, you will have about 40 minutes to walk inside the intact walls of Monteriggioni and browse shops; note that this stop is not included from November to March. The group then crosses the Chianti countryside by coach, arriving at a winery where you will enjoy a guided cellar and vineyard visit. This includes tasting three Chianti wines and vin santo, accompanied by a three-course farm-to-table Tuscan lunch. In the afternoon, you arrive in Siena for a guided walking tour (if selected). The guide will show you the contrade banners, artisan shops, and main sights such as Piazza del Campo and Palazzo Pubblico. The tour includes a stop to admire Renaissance architecture and the Palio horse race square. If the cathedral visit option is chosen, you will enter Siena Cathedral and the Piccolomini Library, seeing the polychrome floors and frescoes. After the guided portion, you have free time to explore or relax before the return coach ride to Florence. The entire trip uses a comfortable, air-conditioned coach, includes a licensed tour escort, and offers bilingual guides in certain months. The itinerary may change depending on the season, and the return time is about 30 minutes earlier when Monteriggioni is not visited. Hotel pickup is not included.
San Gimignano
Spend about two hours in the UNESCO-listed town known as the “town of towers.” Walk through well-preserved medieval streets with panoramic views, artisan shops, and photo opportunities of the skyline.
120 min
San Gimignano Piazza
Stop for around 10 minutes in the main square to view the medieval stone well and tower-houses. A brief photo stop with historical commentary about the town’s merchant past.
10 min
Monteriggioni Drive-by
Pass by the 14th-century fortified walls and main gate of Monteriggioni while the guide explains the village’s medieval defenses and historical significance.
Monteriggioni Visit
From April to October, spend about 40 minutes walking inside Monteriggioni’s intact walls. Browse small craft shops and stroll through the piazza in this medieval village. From November to March, this stop is not included and the return to Florence is approximately 30 minutes earlier.
40 min
Chianti Winery
Travel through the Chianti hills and vineyards to a winery for a guided cellar and vineyard tour. Enjoy tasting three Chianti wines and vin santo along with a three-course farm-to-table Tuscan lunch.
90 min
Siena Guided Walking Tour
Join a guided walking tour lasting about two and a half hours (if selected). See contrade banners, artisan shops, and grand palaces that reflect Siena’s history. After the tour, enjoy free time to explore independently.
150 min
Siena Renaissance Architecture
Stop for about 15 minutes to view Renaissance buildings and learn about Siena’s banking history. This brief stop includes photo opportunities of elegant façades.
15 min
Piazza del Campo
Spend 15 minutes at Siena’s famous shell-shaped square, home to the Palio horse race. View Palazzo Pubblico and Torre del Mangia with guided explanations of the square’s traditions.
15 min
Siena Cathedral Exterior and Interior
Admire the striped marble Gothic exterior of Siena Cathedral. If the option is selected, enter the cathedral to see polychrome floors and important artworks during a 15-minute visit.
15 min
Piccolomini Library
Take a 10-minute look inside the Piccolomini Library to see Renaissance frescoes and illuminated manuscripts if the cathedral visit option is chosen.
10 min
Return to Florence
Travel back to Florence through vineyards and countryside, providing a relaxed conclusion to the day trip.
Check in time: 07:45am - Montelungo Square, at the end of the ramp connecting with the train station. An assistant will be waiting for you wearing blue clothing with CAF Tour - Gray Line logos.
End point
Check in time: 07:45am - Montelungo Square, at the end of the ramp connecting with the train station. An assistant will be waiting for you wearing blue clothing with CAF Tour - Gray Line logos.




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 full-day bus tour starts in Florence and heads to San Gimignano, a medieval hilltop town famous for its towers. You will have about two hours of free time to walk the narrow streets, visit artisan shops, and take photos of the skyline. After San Gimignano, there is a brief stop at its main piazza to learn about the town’s merchant history. Next, the tour passes by the 14th-century walls of Monteriggioni, where your guide will explain the village’s historic defenses as you view the town from outside the walls. From April to October, you will have about 40 minutes to walk inside the intact walls of Monteriggioni and browse shops; note that this stop is not included from November to March. The group then crosses the Chianti countryside by coach, arriving at a winery where you will enjoy a guided cellar and vineyard visit. This includes tasting three Chianti wines and vin santo, accompanied by a three-course farm-to-table Tuscan lunch. In the afternoon, you arrive in Siena for a guided walking tour (if selected). The guide will show you the contrade banners, artisan shops, and main sights such as Piazza del Campo and Palazzo Pubblico. The tour includes a stop to admire Renaissance architecture and the Palio horse race square. If the cathedral visit option is chosen, you will enter Siena Cathedral and the Piccolomini Library, seeing the polychrome floors and frescoes. After the guided portion, you have free time to explore or relax before the return coach ride to Florence. The entire trip uses a comfortable, air-conditioned coach, includes a licensed tour escort, and offers bilingual guides in certain months. The itinerary may change depending on the season, and the return time is about 30 minutes earlier when Monteriggioni is not visited. Hotel pickup is not included.
San Gimignano
Spend about two hours in the UNESCO-listed town known as the “town of towers.” Walk through well-preserved medieval streets with panoramic views, artisan shops, and photo opportunities of the skyline.
120 min
San Gimignano Piazza
Stop for around 10 minutes in the main square to view the medieval stone well and tower-houses. A brief photo stop with historical commentary about the town’s merchant past.
10 min
Monteriggioni Drive-by
Pass by the 14th-century fortified walls and main gate of Monteriggioni while the guide explains the village’s medieval defenses and historical significance.
Monteriggioni Visit
From April to October, spend about 40 minutes walking inside Monteriggioni’s intact walls. Browse small craft shops and stroll through the piazza in this medieval village. From November to March, this stop is not included and the return to Florence is approximately 30 minutes earlier.
40 min
Chianti Winery
Travel through the Chianti hills and vineyards to a winery for a guided cellar and vineyard tour. Enjoy tasting three Chianti wines and vin santo along with a three-course farm-to-table Tuscan lunch.
90 min
Siena Guided Walking Tour
Join a guided walking tour lasting about two and a half hours (if selected). See contrade banners, artisan shops, and grand palaces that reflect Siena’s history. After the tour, enjoy free time to explore independently.
150 min
Siena Renaissance Architecture
Stop for about 15 minutes to view Renaissance buildings and learn about Siena’s banking history. This brief stop includes photo opportunities of elegant façades.
15 min
Piazza del Campo
Spend 15 minutes at Siena’s famous shell-shaped square, home to the Palio horse race. View Palazzo Pubblico and Torre del Mangia with guided explanations of the square’s traditions.
15 min
Siena Cathedral Exterior and Interior
Admire the striped marble Gothic exterior of Siena Cathedral. If the option is selected, enter the cathedral to see polychrome floors and important artworks during a 15-minute visit.
15 min
Piccolomini Library
Take a 10-minute look inside the Piccolomini Library to see Renaissance frescoes and illuminated manuscripts if the cathedral visit option is chosen.
10 min
Return to Florence
Travel back to Florence through vineyards and countryside, providing a relaxed conclusion to the day trip.
Check in time: 07:45am - Montelungo Square, at the end of the ramp connecting with the train station. An assistant will be waiting for you wearing blue clothing with CAF Tour - Gray Line logos.
End point
Check in time: 07:45am - Montelungo Square, at the end of the ramp connecting with the train station. An assistant will be waiting for you wearing blue clothing with CAF Tour - Gray Line logos.