Pisa, Siena and San Gimignano Day Trip with Lunch and Wine Pairing from Florence
by Ciao Florence Tours and Travels
Choose from 18 available options
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.€91Overview
The day starts at Piazzale Montelungo Bus Station in Florence, where travelers board a comfortable coach with free Wi-Fi for a trip through the Tuscan countryside. The first stop is Siena, reached after about an hour’s drive. Upon arrival, a professional guide leads a walking tour through Siena’s medieval streets to Piazza del Campo, then to Torre del Mangia and ends at the Siena Cathedral square. The guided walking tour lasts about two hours, but the tour leader assists guests throughout. Next, the coach travels through the Tuscan hills to a family-owned winery near San Gimignano. Here, guests enjoy a three-course Tuscan lunch paired with local wines while taking in views of vineyards, olive groves, and rolling hills. After lunch, the group drives about fifteen minutes to San Gimignano. Visitors have one hour of free time to walk around this medieval town known for its thirteen remaining towers, including a stop at a panoramic viewpoint and the main square, Piazza della Cisterna, where they can also visit the Cathedral with its frescoes. The final stop is Pisa, about an hour’s drive from San Gimignano. The guide leads the group to Piazza dei Miracoli, home to the Leaning Tower, Cathedral, Baptistry, and Monumental Cemetery. Guests have about an hour to explore on their own, including the option to climb the Leaning Tower if queues allow. After Pisa, the coach returns to Florence, completing the approximately 12-hour day trip. Options include a guided Siena tour and lunch with wine pairing, which must be selected separately.
Highlights
What's included
What's not included
Itinerary
Florence
Meet the tour leader at Piazzale Montelungo Bus Terminal, a 5-10 minute walk from Santa Maria Novella station. Board the coach and relax while the guide shares information about Tuscany and Siena during the approximately one-hour drive.
60 min
Siena
Arrive in Siena and begin a guided walk to Piazza del Campo with a local professional guide. The tour lasts about one hour and covers key landmarks and stories of the city before ending at the Siena Cathedral square. This guided part is not included if the Semi Independent or Low Cost Option is selected.
120 min
Piazza del Campo
Spend about 30 minutes learning about Piazza del Campo, a main gathering place known for the historic bareback Palio horse race, with detailed explanations from the guide.
30 min
Torre del Mangia
After Piazza del Campo, the guide leads to Torre del Mangia, Siena’s striking clocktower and Italy’s third tallest tower, located next to Palazzo Publicco. Spend 15 minutes outside the tower while learning about its history.
15 min
Duomo di Siena
The walking tour ends at Siena Cathedral, showcasing various artistic styles and works by Renaissance artists. Guests may purchase tickets to enter and view the interior and the Piccolomini Library on their own, spending about 20 minutes inside before rejoining the group.
15 min
Strada Statale 222 Chiantigiana
Travel about one hour through Tuscan hills to a countryside winery near San Gimignano. Here, enjoy a three-course lunch paired with local wines while surrounded by vineyards, olive groves, and rolling hills. Afterwards, drive about 15 minutes to San Gimignano. Lunch is not included for the Low Cost Option.
120 min
San Gimignano
Arrive at San Gimignano, known for its thirteen intact medieval towers. Visit a panoramic viewpoint overlooking the Tuscan countryside, then enter the town. Guests have one hour of free time to explore.
60 min
Piazza Della Cisterna
Walk through San Gimignano’s alleys to Piazza della Cisterna, the main square featuring the Cathedral and local architecture. Visitors can enjoy gelato or coffee while observing the medieval surroundings.
15 min
Collegiata di Santa Maria Assunta - Duomo di San Gimignano
During free time, a visit to the town’s Cathedral is recommended to see colorful frescoes on the walls, a site often missed by tourists.
15 min
Pisa
Drive about one hour to Pisa while the guide provides information about the city and its monuments.
60 min
Piazza dei Miracoli
Arrive at the Square of Miracles and spend about an hour exploring the white marble buildings, including the Cathedral, Baptistry, Monumental Cemetery, and the Leaning Tower of Pisa.
15 min
Leaning Tower of Pisa
If there is no queue, guests may climb the Leaning Tower to view the Square of Miracles and Pisa city from above. The climb takes about 15 minutes.
15 min
Duomo di Pisa
Visit the Pisa Cathedral with its Romanesque architecture and colorful interior decorations, spending about 15 minutes before departure.
15 min
Florence
Return by coach to Piazzale Montelungo in Florence, a trip of about one hour, allowing travelers to rest after the full day.
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
Cancellation policy
- Cancel at least 24 hours before start for a full refund.
Additional info
Pisa, Siena and San Gimignano Day Trip with Lunch and Wine Pairing from Florence
by Ciao Florence Tours and Travels
Choose from 18 available options
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.€91Overview
The day starts at Piazzale Montelungo Bus Station in Florence, where travelers board a comfortable coach with free Wi-Fi for a trip through the Tuscan countryside. The first stop is Siena, reached after about an hour’s drive. Upon arrival, a professional guide leads a walking tour through Siena’s medieval streets to Piazza del Campo, then to Torre del Mangia and ends at the Siena Cathedral square. The guided walking tour lasts about two hours, but the tour leader assists guests throughout. Next, the coach travels through the Tuscan hills to a family-owned winery near San Gimignano. Here, guests enjoy a three-course Tuscan lunch paired with local wines while taking in views of vineyards, olive groves, and rolling hills. After lunch, the group drives about fifteen minutes to San Gimignano. Visitors have one hour of free time to walk around this medieval town known for its thirteen remaining towers, including a stop at a panoramic viewpoint and the main square, Piazza della Cisterna, where they can also visit the Cathedral with its frescoes. The final stop is Pisa, about an hour’s drive from San Gimignano. The guide leads the group to Piazza dei Miracoli, home to the Leaning Tower, Cathedral, Baptistry, and Monumental Cemetery. Guests have about an hour to explore on their own, including the option to climb the Leaning Tower if queues allow. After Pisa, the coach returns to Florence, completing the approximately 12-hour day trip. Options include a guided Siena tour and lunch with wine pairing, which must be selected separately.
Highlights
What's included
What's not included
Itinerary
Florence
Meet the tour leader at Piazzale Montelungo Bus Terminal, a 5-10 minute walk from Santa Maria Novella station. Board the coach and relax while the guide shares information about Tuscany and Siena during the approximately one-hour drive.
60 min
Siena
Arrive in Siena and begin a guided walk to Piazza del Campo with a local professional guide. The tour lasts about one hour and covers key landmarks and stories of the city before ending at the Siena Cathedral square. This guided part is not included if the Semi Independent or Low Cost Option is selected.
120 min
Piazza del Campo
Spend about 30 minutes learning about Piazza del Campo, a main gathering place known for the historic bareback Palio horse race, with detailed explanations from the guide.
30 min
Torre del Mangia
After Piazza del Campo, the guide leads to Torre del Mangia, Siena’s striking clocktower and Italy’s third tallest tower, located next to Palazzo Publicco. Spend 15 minutes outside the tower while learning about its history.
15 min
Duomo di Siena
The walking tour ends at Siena Cathedral, showcasing various artistic styles and works by Renaissance artists. Guests may purchase tickets to enter and view the interior and the Piccolomini Library on their own, spending about 20 minutes inside before rejoining the group.
15 min
Strada Statale 222 Chiantigiana
Travel about one hour through Tuscan hills to a countryside winery near San Gimignano. Here, enjoy a three-course lunch paired with local wines while surrounded by vineyards, olive groves, and rolling hills. Afterwards, drive about 15 minutes to San Gimignano. Lunch is not included for the Low Cost Option.
120 min
San Gimignano
Arrive at San Gimignano, known for its thirteen intact medieval towers. Visit a panoramic viewpoint overlooking the Tuscan countryside, then enter the town. Guests have one hour of free time to explore.
60 min
Piazza Della Cisterna
Walk through San Gimignano’s alleys to Piazza della Cisterna, the main square featuring the Cathedral and local architecture. Visitors can enjoy gelato or coffee while observing the medieval surroundings.
15 min
Collegiata di Santa Maria Assunta - Duomo di San Gimignano
During free time, a visit to the town’s Cathedral is recommended to see colorful frescoes on the walls, a site often missed by tourists.
15 min
Pisa
Drive about one hour to Pisa while the guide provides information about the city and its monuments.
60 min
Piazza dei Miracoli
Arrive at the Square of Miracles and spend about an hour exploring the white marble buildings, including the Cathedral, Baptistry, Monumental Cemetery, and the Leaning Tower of Pisa.
15 min
Leaning Tower of Pisa
If there is no queue, guests may climb the Leaning Tower to view the Square of Miracles and Pisa city from above. The climb takes about 15 minutes.
15 min
Duomo di Pisa
Visit the Pisa Cathedral with its Romanesque architecture and colorful interior decorations, spending about 15 minutes before departure.
15 min
Florence
Return by coach to Piazzale Montelungo in Florence, a trip of about one hour, allowing travelers to rest after the full day.
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
Cancellation policy
- Cancel at least 24 hours before start for a full refund.