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Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence

428 Reviews 4.87 out of 5 stars Based on 428 traveler reviews collected by Cool Shore Excursions and TripAdvisor | Recommended by 96% of reviewers | Florence, Italy
Don't miss out!
On average, this is booked 14 (0) days in advance.

8 hours (approx.)
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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)
  • Full lunch + wine tasting at winery (to be paid on spot) from 50/70 euros per adult
  • Mance
  • Licensed Guide in Siena
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What To Expect

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Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
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Siena

Siena is known throughout Italy for the quality of its medieval architecture. Upon arrival, enjoy the best local monuments such as the famous Conch-shaped Piazza del Campo and the outstanding 13th-century Siena Cathedral. Many local shops fill the historic streets of Siena that will allow you to taste or taste local food or buy some gifts!
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2 hours Admission Ticket Free

San Gimignano

*Option to organize lunch at a Farm/Winery for home made lunch with wine tasting (to be payed on site). We have several options about wineries. (This option will reduce the time in the cities of Siena and/or San Gimignano and exclude Monteriggioni).
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2 hours Admission Ticket Free

Strada Statale 222 Chiantigiana (pass by)

We explore the country of Tuscany, we will drive through the chianti hills. Stop for picture!!!!
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Historic Centre of San Gimignano

Here we are in the beautiful stronghold of San Gimignano. Freeze at the age 1300dc, San Gimignano a pearl of medieval architecture famous for its houses tower! This is our last spot of the day before returning to Florence
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2 hours Admission Ticket Free

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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?

A: You can cancel up to 24 hours in advance of the tour for a full refund. 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). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

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Activity code: C-23322P7

Traveler Photos

Reviews

4.87
428 reviews

Average 4.87 out of 5 stars based on 428 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor

5 stars
400
4 stars
11
3 stars
9
2 stars
6
1 star
2
Don't miss out!
On average, this is booked 14 (0) days in advance.

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What's Included

Activity name

  • 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

Activity name

  • 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

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Activity name