You booked this experience
Make your trip unforgettable

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

23 Reviews 4.91 out of 5 stars Based on 23 reviews collected by Key West Private Charters and TripAdvisor | Recommended by 100% of reviewers | Florence, Italy
Don't miss out!
On average, this is booked 17 (0) days in advance.

8 hours (approx.)
Mobile ticket
Offered in: English
and 1 more
Italian
Instant confirmation

Overview

Experience for your private group.

Come with us for an unforgettable day spent visiting Siena with a professional city guide and the Chianti area accompanied by one of our expert English speaking drivers born and raised in Tuscany.
-During the 8hr tour you will explore the Gothic city of Siena with its famous shell-shaped Piazza del Campo and the gorgeous cathedral, followed step by step by a licensed TOUR GUIDE!
If you love to visit the cathedral there will be to pay at the guide directly euro 5 per person or euro 7pp with priority
-In the afternoon you will have the opportunity to visit some of the most famous vineyards, or unknown small family businesses, see their cellars and taste their excellent wines and food.
-Then explore the wonderful medieval city of San Gimignano.

What's Included

  • Bottled water
  • Onboard Wi-Fi (on request at reservation)
  • Hotel pickup and drop-off in Florence
  • Lunch
  • Gratuities
  • Museum/churches fee
See 2 moreSee 3 more

What To Expect

Book Online

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

Safe & secure Easy breezy Hassle‑free

Siena

Followed by an authorized guide you will visit 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 13th-century Siena Cathedral.Many local shops fill the historic streets of Siena that will allow you to taste local food or buy some gifts!
Read more

2 hours Admission Ticket Free

Strada Statale 222 Chiantigiana

enchanting country road surronded by greenery of vineyards and olive trees - stop for pictures/shooting
Read more

1 hour Admission Ticket Free

Azienda Agricola Casa Emma

*As OPTION* We can organize a Lunch in a Farm/winery with wine tasting. (to be paid on the spot) at Casa Emma or several other optionsThis option will reduce the time in the cities of Siena and/or San Gimignano and will exclude Monteriggioni.
Read more

2 hours Admission Ticket Free

San Gimignano

A pearl of medieval architecture famous for its tower houses!Free time for the last stop in the incredible San Gimignano, a dive into the Middle Ages.
Read more

1 hour 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!!!!
Read more
Show 4 more stops

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Specialized infant seats are available
  • A maximum of 7 people per booking
  • Drivers are all extremely familiar with Tuscany and with the main destinations in Italy. They will always share information, curiosities and traditions about the area of the sightseeing and they are available at any needs.

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Private Guided Tour: 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?

We're here to help.
Activity code: C-23322P50

Traveler Photos

Reviews

4.91
23 reviews

Average 4.91 out of 5 stars based on 23 traveler reviews collected by Key West Private Charters and partner sites such as Cool Destinations and TripAdvisor

5 stars
21
4 stars
2
3 stars
0
2 stars
0
1 star
0
Don't miss out!
On average, this is booked 17 (0) days in advance.

Similar Tours & Activities

Michelangelo’s David, Accademia & Uffizi Small Group Tour

Explore Florence’s masterpieces and landmarks in one day with an expert English-speaking guide. Visit iconic sites, including the Accademia Gallery to see Michelangelo’s David and …More

Likely to Sell Out
Likely to Sell Out

Explore Florence’s masterpieces and landmarks in one day with an expert English-speaking guide. Visit iconic sites, including the Accademia Gallery to see Michelangelo’s David and...

3 hours Free Cancellation
4.6 (1,949)
from
$50

Wine Tour of two Chianti wine estates on the hills of Florence

This tour grants the access to authentic historical wineries producing high quality wines of two different Chianti subzones. In this private tour the guest is …More

This tour grants the access to authentic historical wineries producing high quality wines of two different Chianti subzones. In this private tour the guest is...

5 hours Free Cancellation
5.0 (2)
from
$327

Wine Windows Walk with Wine Tasting and Appetizers

- Admire beautiful Medieval and Renaissance landmark sites walking through the city - Discover the famous wine windows in the historical center and enjoy a …More

- Admire beautiful Medieval and Renaissance landmark sites walking through the city - Discover the famous wine windows in the historical center and enjoy a...

2 hours 30 minutes Free Cancellation
4.9 (33)
from
$112

Florence: Duomo Cathedral & Complex Guided Tour

Take in panoramic views of Florence from the top of Giotto’s Bell Tower, a true masterpiece of Gothic architecture. Step beneath the cathedral to visit …More

Take in panoramic views of Florence from the top of Giotto’s Bell Tower, a true masterpiece of Gothic architecture. Step beneath the cathedral to visit...

1 hour Free Cancellation
4.6 (63)
from
$79

Travelers Who Bought This Tour Also Bought

Private Golf Cart Tour: Michelangelo & Florence Hills

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 …More

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...

1 hour 30 minutes Free Cancellation
4.7 (1,852)
from
$70

Special Entry & Guided Tour of Michelangelo’s David in Florence

Spiritual awakening by Michelangelo: discover the red thread that links David to the Sistine Chapel! This is not standard experience above David , this is …More

Spiritual awakening by Michelangelo: discover the red thread that links David to the Sistine Chapel! This is not standard experience above David , this is...

1 hour 20 minutes Free Cancellation
5.0 (1,274)
from
$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 …More

4.8 (1,149)

Skip the line David Guided Experience

4.8 (1,149)

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...

1 hour Free Cancellation
4.8 (1,149)
from
$33

Florence Accademia Gallery Tour & Timed Entry Tickets Included

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 …More

Likely to Sell Out
Likely to Sell Out

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...

1 hour 5 minutes Free Cancellation
4.9 (3,419)
from
$42

What's Included

Activity name

  • Bottled water
  • Onboard Wi-Fi (on request at reservation)
  • Hotel pickup and drop-off in Florence
  • Private Guide in the wine cellar
  • Private Guide in the city of Siena
  • Lunch
  • Gratuities
  • Museum/churches fee

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • 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 7 people per booking
  • Drivers are all extremely familiar with Tuscany and with the main destinations in Italy. They will always share information, curiosities and traditions about the area of the sightseeing and they are available at any needs.

Report Product Issue

Activity name