Items | San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch
San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch
(4668) Reviews
San Gimignano
Important Information
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Infants and small children can ride in a pram or stroller
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Public transportation options are available nearby
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Specialized infant seats are available
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Travelers should have at least a moderate level of physical fitness
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A dress code is required to enter places of worships and selected museums. No shorts or sleeveless tops are allowed. Knees and shoulders MUST be covered for both men and women. This dress code is strictly enforced and you will risk refused entry if you fail to comply with requirements.
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For small groups, up to 8 pax, the Tour escort service could be replaced with an English speaking driver-guide service, while maintaining unchanged the entire program of the excursion.
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Comfortable walking shoes are recommended.
Cancellation policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
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For a full refund, you must cancel at least 24 hours before the experience’s start time.
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Cut-off times are based on the experience’s local time.
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If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
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This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
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Any changes made less than 24 hours before the experience’s start time will not be accepted.
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Discover Tuscany in one day from Florence. Begin in the hilltop UNESCO town of San Gimignano with about 2 hours of free time to explore towers, lanes, and artisan shops. Continue to Monteriggioni (seasonal; see note), a perfectly preserved walled village, with time to wander inside the walls. Cross the rolling Chianti hills to a cozy winery for a tasting of three wines and a three-course farm-to-table lunch, ending with cantucci. In the afternoon, enjoy a guided walking tour of Siena: stroll Piazza del Campo and see the Palazzo Pubblico, then admire the Cathedral (interior visit if option selected). Finish with free time before returning to Florence.
Please note that the order of the visits...
Highlights
11 hours
Offered in English & Spanish
Free Cancellation
Mobile Ticket
11 hours
Offered in English & Spanish
Free Cancellation
Mobile Ticket
What's Included
Licensed Tour Escort for on-board insights and coordination
If option selected: Skip-the-line access to visit inside Siena Cathedral & Piccolomini Library
If option selected: from November to March the visit in Siena can be bilingual (English and Spanish)
If option selected: April to October, visit in Siena is monolingual. Language selected while booking
If option selected: Guided walking tour of Siena with a professional local guide
The Shared Round Transport option does NOT include: Siena Guided Visit, Cathedral admission
From November to March, the itinerary does not include the stop at Monteriggioni
Hotel Pick-Up and Drop-Off is not available
Meeting Points
Departure
Piazzale Montelungo
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.
Return
San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch
(4668) Reviews
San Gimignano
About
Discover Tuscany in one day from Florence. Begin in the hilltop UNESCO town of San Gimignano with about 2 hours of free time to explore towers, lanes, and artisan shops. Continue to Monteriggioni (seasonal; see note), a perfectly preserved walled village, with time to wander inside the walls. Cross the rolling Chianti hills to a cozy winery for a tasting of three wines and a three-course farm-to-table lunch, ending with cantucci. In the afternoon, enjoy a guided walking tour of Siena: stroll Piazza del Campo and see the Palazzo Pubblico, then admire the Cathedral (interior visit if option selected). Finish with free time before returning to Florence.
Please note that the order of the visits...
Highlights
11 hours
Offered in English & Spanish
Free Cancellation
Mobile Ticket
11 hours
Offered in English & Spanish
Free Cancellation
Mobile Ticket
What's Included
Licensed Tour Escort for on-board insights and coordination
If option selected: Skip-the-line access to visit inside Siena Cathedral & Piccolomini Library
If option selected: from November to March the visit in Siena can be bilingual (English and Spanish)
If option selected: April to October, visit in Siena is monolingual. Language selected while booking
If option selected: Guided walking tour of Siena with a professional local guide
The Shared Round Transport option does NOT include: Siena Guided Visit, Cathedral admission
From November to March, the itinerary does not include the stop at Monteriggioni
Hotel Pick-Up and Drop-Off is not available
Meeting Points
Departure
Piazzale Montelungo
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.
Return
Itinerary
1
Collegiata di Santa Maria Assunta - Duomo di San Gimignano
Discover the UNESCO-listed “town of towers,” a perfectly preserved medieval hilltop gem with panoramic views, artisan boutiques, and photogenic alleys. Enjoy ample free time for your own exploring, from award-winning gelato to snapshots of the skyline—ideal on a day trip from Florence.
2 hours
2
Monteriggioni
Step inside a storybook fortress village encircled by intact walls and ramparts, beloved by filmmakers and history fans alike. Enjoy free time to browse tiny craft shops, stroll the piazza, and soak up authentic medieval Tuscany.
(*) From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier
40 minutes
3
Siena
Travel the legendary wine route through rolling vineyards, stone farmhouses, and cypress-lined ridges—classic Tuscany in every direction. Stop at a welcoming Chianti winery for a tasting of three wines and a farm-to-table 3-course lunch, ending sweetly with cantucci e vin santo.
1 hour and 30 minutes
4
Siena
Join a guided walking tour (if option selected) through contrade banners, artisan storefronts, and grand palazzi that reveal Siena’s golden age. Afterward, enjoy free time to sip an espresso, browse boutiques, or continue exploring this Gothic masterpiece at your own pace.
2 hours and 30 minutes
5
Piazza Armerina
Admire refined Renaissance architecture and hear how the world’s oldest operating bank shaped Siena’s wealth and culture. It’s a concise stop with rich history and elegant façades perfect for quick photos.
15 minutes
6
Piazza del Galdo-Sant'Angelo
Stand in Siena’s shell-shaped stage, home to the legendary Palio horse race, and take in Palazzo Pubblico and Torre del Mangia. Your guide unpacks centuries of tradition so the square’s drama and design truly resonate.
15 minutes
7
Duomo
Gaze at the striped marble exterior, a Gothic marvel that crowns the city; (if option selected) interior visit to admire polychrome floors and masterpieces. A powerful highlight that pairs art history with unforgettable visuals.
15 minutes
8
Biblioteca comunale di Mazara del Vallo
Step into a jewel box of vivid Pinturicchio frescoes and illuminated manuscripts that glow with Renaissance color. A quick but dazzling stop that rewards art lovers and casual visitors alike. (if cathedral option selected)
10 minutes
9
Via Cavour Firenze
Return along vineyard-draped hills and ancient hamlets, the perfect finale for golden-hour photos across the Tuscan countryside. A smooth, scenic drive back to Florence rounding off a day of towers, wine, and medieval splendor.
10
Mura di San Gimignano
Glide past the 14th-century fortifications and the most iconic gate, imagining pilgrims and traders entering centuries ago. Your tour leader shares context and highlights so you can appreciate the engineering and defense of a Tuscan walled city.
