Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence
Overview
*Experience for your private party*
Explore the art, culture and medieval history of Italy on this private 8 hrs tour.
Discover the delights of Tuscany on a private day trip from Florence.
With a knowledgeable English-speaking private driver, travel through the renowned Chianti wine region to visit the towns of Siena, the fortress of Monteriggioni (just if you won't need a stop for lunch) and San Gimignano.
See world-famous landmarks like Siena’s Piazza del Campo, home to the annual Palio horserace, and the medieval hilltop towers of San Gimignano.
• Our drivers are all extremely familiar with Tuscany and with the main destinations. They will always share historical information, curiosities and traditions about the area of the sightseeing and they are available at any needs.
* Would you like to have a traditional Italian meal’s experience? We can organize lunch in wine cellars or in the farms. This is a highly recommended experience, especially for the wine lovers.
What's Included
- Bottled water
- Expert english speaking driver
- Onboard Wi-Fi (on request at reservation)
- Air-conditioned vehicle
- Private luxury car or minivan
- Hotel pickup and drop-off in Florence
- Full lunch + wine tasting at winery (to be paid on spot) from 50/70 euros per adult
- Mance
- Licensed Guide in Siena
What To Expect
Book Online
Safe & secure Easy breezy Hassle‑free
Siena
2 hours Admission Ticket Free
San Gimignano
2 hours Admission Ticket Free
Strada Statale 222 Chiantigiana (pass by)
Historic Centre of San Gimignano
2 hours Admission Ticket Free
Additional Info
- Confirmation is instant and will be received at time of booking
- Suitable for all physical fitness levels
- Infants and small children can ride in a pram or stroller
- Specialized infant seats are available
- A maximum of seven people per booking
Frequently Asked Questions (7)
Q: What is the cancellation policy for the Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-23322P7
Traveler Photos
Reviews
Average 4.87 out of 5 stars based on 428 traveler reviews collected by Key West Private Charters and partner sites such as Cool Destinations and TripAdvisor
Additional Info
Similar Tours & Activities
Experience Florence from a unique perspective on a private panoramic tour. Travel along scenic riverbanks and tree-lined avenues, then ascend the Florentine hills for the...
$135
Street Art Tour in Florence
If you've had enough with galleries, if you think that art only hangs inside the museums, if you presume that Florence is just the cradle...
$67
Daily bike tour to discover San Gimignano, small walled medieval hill top town. San Gimignano has 13 unique and perfectly preserved tower houses which create...
$225
San Gimignano, a small Tuscan town with a perfectly preserved center dated back to the Middle Ages, except for some 19th and 20th-century renovations. The...
$674
Experience Florence from a unique perspective on a private panoramic tour. Travel along scenic riverbanks and tree-lined avenues, then ascend the Florentine hills for the...
$135
If you've had enough with galleries, if you think that art only hangs inside the museums, if you presume that Florence is just the cradle...
$67
Daily bike tour to discover San Gimignano, small walled medieval hill top town. San Gimignano has 13 unique and perfectly preserved tower houses which create...
$225
San Gimignano, a small Tuscan town with a perfectly preserved center dated back to the Middle Ages, except for some 19th and 20th-century renovations. The...
$674
Travelers Who Bought This Tour Also Bought
Spiritual awakening by Michelangelo: discover the red thread that links David to the Sistine Chapel! This is not standard experience above David , this is...
$30
Skip the line David Guided Experience
Accademia is a very small museum and does not allow more than 600 people inside, for this reason the queue can vary from 3 to...
$33
Explore Florence's hills on a small-group electric golf cart tour, along exclusive routes that reveal breathtaking panoramic views and a quieter, more authentic side of...
$70
Perfect for art lovers, history enthusiasts, and first-time visitors, this guided tour offers an in-depth exploration of Florence’s artistic heart—with expert commentary and fast-track access...
$42
Spiritual awakening by Michelangelo: discover the red thread that links David to the Sistine Chapel! This is not standard experience above David , this is...
$30
Accademia is a very small museum and does not allow more than 600 people inside, for this reason the queue can vary from 3 to...
$33
Explore Florence's hills on a small-group electric golf cart tour, along exclusive routes that reveal breathtaking panoramic views and a quieter, more authentic side of...
$70
Perfect for art lovers, history enthusiasts, and first-time visitors, this guided tour offers an in-depth exploration of Florence’s artistic heart—with expert commentary and fast-track access...
$42
Frequently Asked Questions (7)
The answers provided below were previously given in response to questions from Key West Private Charters 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).
- Bottled water.
- expert english speaking driver.
- Onboard Wi-Fi (on request at reservation).
- Air-conditioned vehicle.
- Private luxury car or minivan.
- Hotel pickup and drop-off in Florence.
- Full lunch + wine tasting at winery (to be paid on spot) from 50/70 euros per adult.
- mance.
- Licensed Guide 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 Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence is as follows:
- Suitable for all physical fitness levels
Detailed check-in instructions – including meeting point address, Google map, and parking information – for Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence will be included in your confirmation email from Key West Private Charters. 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
- Bottled water
- Expert english speaking driver
- Onboard Wi-Fi (on request at reservation)
- Air-conditioned vehicle
- Private luxury car or minivan
- Hotel pickup and drop-off in Florence
- Full lunch + wine tasting at winery (to be paid on spot) from 50/70 euros per adult
- Mance
- Licensed Guide in Siena
Additional Info
- Confirmation is instant and will be received at time of booking
- Suitable for all physical fitness levels
- Infants and small children can ride in a pram or stroller
- Specialized infant seats are available
- A maximum of seven people per booking
