You booked this experience
Make your trip unforgettable

Private Tour to Siena and Montalcino from Florence

5 Reviews 5.00 out of 5 stars Based on 5 traveler reviews collected by Cool Shore Excursions and TripAdvisor | Recommended by 100% of reviewers | Florence, Italy
Don't miss out!
On average, this is booked 18 (0) days in advance.

9 hours (approx.)
Hotel pickup offered
Mobile ticket
Offered in: English
and 1 more
Italian
Instant confirmation

Overview

• Experience for your private group.

If you are looking for beautiful sceneries, medieval city and excellent wines, this tour is for you.

Explore the art, culture and medieval history of Italy in this private 9-hour Siena, Montalcino countryside tour from Florence.
• Starting by visiting the marvelous Gothic town of Siena with its unique Campo square (where the famous Palio is run).
• Then proceed towards Montalcino, a small medieval town situated on a hill dominated by the fourteenth-century fortress, in the countryside surrounding the town the famous "Brunello" wineyards.
• Stop in one of the renowned wineries and enjoy visiting their cellar and tasting their great wines.
• Don't miss a Lunch and wine tasting in an Winery or Farm.

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 for any of your needs.

What's Included

  • Bottled water
  • Hotel pickup and drop-off
  • Free Wi-Fi on board
  • Lunch
  • Wine tastings
  • Licensed city guide
See 2 moreSee 3 more

Meeting and Pickup

Pickup point
Pickup details

Pick up from all hotels or apartments in Florence downtown

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

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 or taste local food or some gifts!
Read more

2 hours Admission Ticket Free

Il Cocco

Upon customer request we can organize lunch in a cellar or farm for Brunello wine tastings and local foods. Highly recommended experience.
Read more

2 hours Admission Ticket Free

Enoteca la Fortezza di Montalcino

The medieval fortress of Montalcino hosts a well-stocked wine shoop where you can taste any Brunello wine!
Read more

1 hour Admission Ticket Free

Montalcino

Montalcino old town
Read more

1 hour Admission Ticket Free

Show 3 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
  • Infants and small children can ride in a pram or stroller
  • Specialized infant seats are available
  • Our 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

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Private Tour to Siena and Montalcino 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-23322P16

Traveler Photos

Reviews

5.00
5 reviews

Average 5.00 out of 5 stars based on 5 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor

5 stars
5
4 stars
0
3 stars
0
2 stars
0
1 star
0
Don't miss out!
On average, this is booked 18 (0) days in advance.

Similar Tours & Activities

Tour of 900year old secret cellars + tasting of 3 wines and bread with EVO oil

visit of a 900year old private castle cellars + taste 3 different wines and bread with our EVO oil. driver from Florence city and back …More

visit of a 900year old private castle cellars + taste 3 different wines and bread with our EVO oil. driver from Florence city and back...

1 hour 30 minutes
5.0 (9)
from
$52

Florence Electric Bike Rentals

Florence is where Renaissance charm meets modern vibes, and there’s no better way to explore it than on an e-bike! Glide along the scenic banks …More

Florence is where Renaissance charm meets modern vibes, and there’s no better way to explore it than on an e-bike! Glide along the scenic banks...

2 to 8 hours Free Cancellation
5.0 (3)
from
$11

Medici Chapels private tour

Enjoy an insightful private tour of the Medici Chapels, two landmarks of Florentine architecture and the final resting place of members of the famous dynasty …More

Enjoy an insightful private tour of the Medici Chapels, two landmarks of Florentine architecture and the final resting place of members of the famous dynasty...

1 hour Free Cancellation
5.0 (4)
from
$103

Private Tuscany Tour from Florence Including the Leaning Tower of Pisa and Sangimignano

Take a private amazing day trip through the hills of the Tuscan countryside. Stop to visit the Leaning Tower of Pisa and Sangimignano, the most …More

Take a private amazing day trip through the hills of the Tuscan countryside. Stop to visit the Leaning Tower of Pisa and Sangimignano, the most...

8 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$1,104

Travelers Who Bought This Tour Also Bought

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
$31

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 (1,148)

Skip the line David Guided Experience

4.8 (1,148)

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 (1,148)
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 (3,406)
from
$42

Half-Day Chianti Wine Tasting from Florence with Two Wineries

Discover the best of Tuscany with a Chianti Wine Tour from Florence, a top-rated experience combining wine tasting, scenic countryside, and authentic Italian flavors. Travel …More

Discover the best of Tuscany with a Chianti Wine Tour from Florence, a top-rated experience combining wine tasting, scenic countryside, and authentic Italian flavors. Travel...

5 hours 30 minutes Free Cancellation
4.6 (4,426)
from
$63

What's Included

Activity name

  • Bottled water
  • Hotel pickup and drop-off
  • Free Wi-Fi on board
  • Private tour with luxury minivan
  • Professional, English-speaking driver to lead you through the day
  • Lunch
  • Wine tastings
  • Licensed city guide

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
  • Our 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

Report Product Issue

Activity name