San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting
Overview
Experience Tuscany in a day from Florence: San Gimignano, Monteriggioni, Chianti, and Siena. 11-hour coach tour through medieval towers, walled hamlets, and rolling vineyards. Explore the UNESCO historic center of San Gimignano at your own pace; step inside Monteriggioni’s perfectly preserved fortress. Follow the scenic Chiantigiana road to a cozy winery for a guided tasting of 3 Chianti wines and a zero-mile, 3-course lunch, finishing with cantucci & vin santo. Enjoy free time in Siena to wander Gothic lanes, browse artisan shops, and relax in lively enotecas. Quick stops at the striped Duomo and shell-shaped Piazza del Campo, home of the Palio. Ideal for travelers seeking art, wine, and views in one effortless day—round-trip transport and tour leader included.
(*) From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier
What's Included
- Caf Tour staff assistance at the meeting point for smooth check-in
- Licensed English-speaking tour escort throughout the day
- Departure from Florence
- Tasting of three different Chianti Wines, extra virgin olive oil, balsamic vinegar & vin santo
- Round-trip transport by air-conditioned coach
- Chianti winery experience: guided visit of cellars and vineyards & 3-course traditional Tuscan lunch
- Cathedral admission in Siena
- Hotel Pick-Up and Drop-Off is not available
- Guided Service in Siena
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
Historic Centre of San Gimignano
2 hours Admission Ticket Free
Monteriggioni
40 minutes Admission Ticket Free
Strada Statale 222 Chiantigiana
1 hour 30 minutes Admission Ticket Free
Siena
2 hours Admission Ticket Free
Duomo di Siena
15 minutes Admission Ticket Free
Piazza del Campo
30 minutes Admission Ticket Free
Additional Info
- Confirmation is instant and will be received at time of booking
- Public transportation options are available nearby
- 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
- 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
- Please note that the order of the visits may change
- It is mandatory to arrive at the meeting point at the mentioned check in time. In case of delay it will not be possible to join the excursion, 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: Fully Escorted Tour, Lunch & Wine Tasting?
Cancellation Policy
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Activity code: C-2428P54
Traveler Photos
Reviews
Average 4.56 out of 5 stars based on 181 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.
- Caf Tour staff assistance at the meeting point for smooth check-in.
- Licensed English-speaking tour escort throughout the day.
- Departure from Florence.
- Tasting of three different Chianti Wines, extra virgin olive oil, balsamic vinegar & vin santo.
- Round-trip transport by air-conditioned coach.
- Chianti winery experience: guided visit of cellars and vineyards & 3-course traditional Tuscan lunch.
- Cathedral admission in Siena.
- Hotel Pick-Up and Drop-Off is not available.
- Guided Service in Siena.
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: Fully Escorted Tour, Lunch & Wine Tasting is as follows:
- Public transportation options are available nearby
- 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: Fully Escorted Tour, Lunch & Wine Tasting 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
- Caf Tour staff assistance at the meeting point for smooth check-in
- Licensed English-speaking tour escort throughout the day
- Departure from Florence
- Tasting of three different Chianti Wines, extra virgin olive oil, balsamic vinegar & vin santo
- Round-trip transport by air-conditioned coach
- Chianti winery experience: guided visit of cellars and vineyards & 3-course traditional Tuscan lunch
- Cathedral admission in Siena
- Hotel Pick-Up and Drop-Off is not available
- Guided Service in Siena
Additional Info
- Confirmation is instant and will be received at time of booking
- Public transportation options are available nearby
- 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
- 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
- Please note that the order of the visits may change
- It is mandatory to arrive at the meeting point at the mentioned check in time. In case of delay it will not be possible to join the excursion, 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
