Private Day Trip Siena, San Gimignano and Chianti from Florence
Overview
• EXPERIENCE FOR YOUR PRIVATE GROUP •
Enjoy an exclusive 8–9 hour private tour of Tuscany from Florence with a professional local driver-guide. Travel through the scenic Chianti wine region and explore the medieval gems of Siena, San Gimignano.
Visit iconic sites such as Piazza del Campo in Siena, famous for the Palio horse race, stroll among the medieval towers of San Gimignano (UNESCO site), and soak in the authentic atmosphere of the Tuscan countryside.
Upgrade your experience with an optional wine tasting or an optional traditional lunch at a local organic farm or winery.
• 8/9-hr Full-Day private tour of Tuscany
• Visit the medieval cities of Monteriggioni, San Gimignano and Siena
• Hear live commentary of the winery by your guide
• Taste Craft Chianti Classico wine at a local vineyard (option)
• Hotel or private address pick-up & drop-off
Perfect for couples, families, and small groups looking for a relaxed, authentic, and fully private Tuscany experience.
What's Included
- English-speaking licensed driver
- On-Board WiFi
- Unlimited cold mineral water
- Free time in Siena and San Gimignano
- Private transportation by MiniVan, Air-Conditioned
- Pick-up and drop-off at your selected hotel/location (in Downtown Florence)
Meeting and Pickup
You will be picked up directly at your hotel or address (in Florence Down Town) communicated at the time of booking at the start time of the tour. Upon request, you can change your pickup time (24hours before) We do not pick-up at train stations or airports.
What To Expect
Book Online
Safe & secure Easy breezy Hassle‑free
Siena
2 hours Admission Ticket Free
Duomo di Siena (pass by)
Piazza del Campo (pass by)
Monteriggioni
1 hour 30 minutes Admission Ticket Free
Marronaia Wine Garden
2 hours Admission Ticket Free
San Gimignano
1 hour 30 minutes Admission Ticket Free
Additional Info
- Confirmation is instant and will be received at time of booking
- Public transportation options are available nearby
- Minors under 18 years old are not allowed to drink alcohol (wine tasting)
- Suitable for all physical fitness levels
- Infants and small children can ride in a pram or stroller
- Specialized infant seats are available
- In case of rain the umbrellas are provided by your driver.
- Kindly share your mobile number for an easy communication during the pickup
- This tour/experience will have a maximum of 6 travelers (your private party).
- With agreements during the reservation we can organize lunch in winery, this is a highly recommended experience, especially for the wine lover. Dedicated lunches for people with cilia, allergies or vegetarians. (This option will exclude the possibility to visit the fortress of Monteriggioni). **Lunch in winery available (as an option on request) at an extra cost 55€pp to 65€pp per person. **
- Departure is suggest at 9:00am. Pick-up time can be choise during the reservation
- Authorized guide not included
Frequently Asked Questions (7)
Q: What is the cancellation policy for the Private Day Trip Siena, San Gimignano and Chianti from Florence?
Cancellation Policy
Still have questions?
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Activity code: C-266403P1
Traveler Photos
Reviews
Average 5.00 out of 5 stars based on 270 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).
- English-speaking licensed driver.
- On-Board WiFi.
- Unlimited cold mineral water.
- Free time in Siena and San Gimignano.
- Private transportation by MiniVan, Air-Conditioned.
- Pick-up and drop-off at your selected hotel/location (in Downtown Florence).
There is no minimum age for this tour, so bring your wee one along for an adventure. This tour requires at least one adult to accompany children..
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 Private Day Trip Siena, San Gimignano and Chianti from Florence is as follows:
- Public transportation options are available nearby
- Minors under 18 years old are not allowed to drink alcohol (wine tasting)
- Suitable for all physical fitness levels
Detailed check-in instructions – including meeting point address, Google map, and parking information – for Private Day Trip Siena, San Gimignano and Chianti from Florence 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
- English-speaking licensed driver
- On-Board WiFi
- Unlimited cold mineral water
- Free time in Siena and San Gimignano
- Private transportation by MiniVan, Air-Conditioned
- Pick-up and drop-off at your selected hotel/location (in Downtown Florence)
Additional Info
- Confirmation is instant and will be received at time of booking
- Public transportation options are available nearby
- Minors under 18 years old are not allowed to drink alcohol (wine tasting)
- Suitable for all physical fitness levels
- Infants and small children can ride in a pram or stroller
- Specialized infant seats are available
- In case of rain the umbrellas are provided by your driver.
- Kindly share your mobile number for an easy communication during the pickup
- This tour/experience will have a maximum of 6 travelers (your private party).
- With agreements during the reservation we can organize lunch in winery, this is a highly recommended experience, especially for the wine lover. Dedicated lunches for people with cilia, allergies or vegetarians. (This option will exclude the possibility to visit the fortress of Monteriggioni). **Lunch in winery available (as an option on request) at an extra cost 55€pp to 65€pp per person. **
- Departure is suggest at 9:00am. Pick-up time can be choise during the reservation
- Authorized guide not included
