San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch
Overview
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 may change
(*) November to March, the Tour does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier
What's Included
- Comfortable G.T. Coach transport from Florence in a modern, air-conditioned bus
- Immersive journey led by a Licensed Multilingual Tour Leader (English & Spanish)
- 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
- Dedicated Caf Tour & Travel Staff Assistance at the meeting point
- Guided tour in Siena with Earphones provided (if option selected)
- Chianti Winery experience: Guided Cellar visit plus 3-course Tuscan lunch & 3 Chianti Wines Tasting
- Siena Cathedral and Libreria Piccolomini entrance with guided visit (if option selected)
- From November to March, the itinerary does not include the stop at Monteriggioni
- Hotel pick up and drop off
Meeting Location
Piazzale Montelungo
50129 Firenze FI, Italy
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
This activity ends back at the meeting point.
What To Expect
Book Online
Safe & secure Easy breezy Hassle‑free
San Gimignano
2 hours Admission Ticket Free
Piazza Della Cisterna (pass by)
Mura di San Gimignano (pass by)
Monteriggioni
40 minutes Admission Ticket Free
Siena
2 hours 30 minutes Admission Ticket Free
Piazza del Campo
15 minutes Admission Ticket Free
Duomo di Siena
30 minutes Admission Ticket Included
Biblioteca Piccolomini
15 minutes Admission Ticket Included
Additional Info
- Confirmation is instant and will be received at time of booking
- Public transportation options are available nearby
- Clients with motor disabilities or wheelchair users are encouraged to notify the tour organizer in advance and seek medical advice to ensure suitability of services. Our tours and transportation are not suitable for people with motor disabilities or wheelchair users, so to prioritize the safety and well-being of all involved, the driver and tour manager retain the right to decline participation if they believe it may compromise safety. This decision rests solely with them, and no compensation will be provided in such cases. By accepting these terms, clients agree to respect decisions made by staff regarding participation.
- Travelers should have at least a moderate level of physical fitness
- Infants and small children can ride in a pram or stroller
- Specialized infant seats are available
- 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.
- 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.
- Comfortable walking shoes are recommended.
- From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier
- It is mandatory to arrive at the meeting point at the mentioned check in time. In case of delay or no show it will not be possible to join the tour, nor to have a refund or reschedule the tour.
- Please be advised that it is required to bring your original ID with you during the tour.
- Once the audio guides are handed over before the guided tour, they become the full responsibility of the customer. In case of loss, a fee of €80 will be charged.
- Vegetarian and gluten-intolerant options are available at the wineries; however, cross-contamination cannot be fully excluded.
- This tour/activity will have a maximum of 60 travelers
Frequently Asked Questions (7)
Q: What is the cancellation policy for the San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch?
Cancellation Policy
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Activity code: C-24283GROUP
Traveler Photos
Reviews
Average 4.55 out of 5 stars based on 4,519 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor
Additional Info
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Frequently Asked Questions (7)
The answers provided below were previously given in response to questions from Cool Shore Excursions customers.
Filter by:
- For a full refund, you must cancel at least 24 hours before the tour start time.
- If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
- Any changes made less than 24 hours before the tour start time will not be accepted.
- Cut-off times are based on the tour local time (CET).
- This tour 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.
- Comfortable G.T. Coach transport from Florence in a modern, air-conditioned bus.
- Immersive journey led by a Licensed Multilingual Tour Leader (English & Spanish).
- 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.
- Dedicated Caf Tour & Travel Staff Assistance at the meeting point.
- Guided tour in Siena with Earphones provided (if option selected).
- Chianti Winery experience: Guided Cellar visit plus 3-course Tuscan lunch & 3 Chianti Wines Tasting.
- Siena Cathedral and Libreria Piccolomini entrance with guided visit (if option selected).
- From November to March, the itinerary does not include the stop at Monteriggioni.
- Hotel pick up and drop off.
There is no minimum age for this tour, so bring your wee one along for an adventure..
Apr 2025If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.
If you find a date and time that works for you, book it NOW because things always sell out at this time of year.
Apr 2025Accessibility information for the San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch is as follows:
- Public transportation options are available nearby
- Clients with motor disabilities or wheelchair users are encouraged to notify the tour organizer in advance and seek medical advice to ensure suitability of services. Our tours and transportation are not suitable for people with motor disabilities or wheelchair users, so to prioritize the safety and well-being of all involved, the driver and tour manager retain the right to decline participation if they believe it may compromise safety. This decision rests solely with them, and no compensation will be provided in such cases. By accepting these terms, clients agree to respect decisions made by staff regarding participation.
- Travelers should have at least a moderate level of physical fitness
Detailed check-in instructions – including meeting point address, Google map, and parking information – for San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch will be included in your confirmation email from Cool Shore Excursions. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!
Mar 2024Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.
Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.
If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.
Oct 2026What's Included
- Comfortable G.T. Coach transport from Florence in a modern, air-conditioned bus
- Immersive journey led by a Licensed Multilingual Tour Leader (English & Spanish)
- 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
- Dedicated Caf Tour & Travel Staff Assistance at the meeting point
- Guided tour in Siena with Earphones provided (if option selected)
- Chianti Winery experience: Guided Cellar visit plus 3-course Tuscan lunch & 3 Chianti Wines Tasting
- Siena Cathedral and Libreria Piccolomini entrance with guided visit (if option selected)
- From November to March, the itinerary does not include the stop at Monteriggioni
- Hotel pick up and drop off
Additional Info
- Confirmation is instant and will be received at time of booking
- Public transportation options are available nearby
- Clients with motor disabilities or wheelchair users are encouraged to notify the tour organizer in advance and seek medical advice to ensure suitability of services. Our tours and transportation are not suitable for people with motor disabilities or wheelchair users, so to prioritize the safety and well-being of all involved, the driver and tour manager retain the right to decline participation if they believe it may compromise safety. This decision rests solely with them, and no compensation will be provided in such cases. By accepting these terms, clients agree to respect decisions made by staff regarding participation.
- Travelers should have at least a moderate level of physical fitness
- Infants and small children can ride in a pram or stroller
- Specialized infant seats are available
- 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.
- 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.
- Comfortable walking shoes are recommended.
- From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier
- It is mandatory to arrive at the meeting point at the mentioned check in time. In case of delay or no show it will not be possible to join the tour, nor to have a refund or reschedule the tour.
- Please be advised that it is required to bring your original ID with you during the tour.
- Once the audio guides are handed over before the guided tour, they become the full responsibility of the customer. In case of loss, a fee of €80 will be charged.
- Vegetarian and gluten-intolerant options are available at the wineries; however, cross-contamination cannot be fully excluded.
- This tour/activity will have a maximum of 60 travelers
