Key West Private Charters
Language $Currency
Login / Sign up
Bookings
Bookings
Wallet
$0.00
Wishlists
Wishlists
Rewards Rewards
Gift cards
Profile
Help Center
Language
Log out
Things To Do Things To Do Top 10 Top 10 City Tours City Tours Swamp Tours Swamp Tours Steamboat Natchez Steamboat Natchez Gift Cards Gift Cards Rewards Rewards Groups Groups FAQ FAQ Contact Contact
Start your search
Change your search
Place or activity
Select Dates
You booked this experience
You're departing on
Google Calendar
Apple Calendar
Microsoft Outlook
Make your trip unforgettable

Best of Tuscany: Full Day Private Tour to Val D'Orcia

27 Reviews 4.85 out of 5 stars Based on 27 reviews collected by Key West Private Charters and TripAdvisor |
Recommended by 96% of reviewers
96% of reviewers gave this experience a rating of 4 or higher.
|
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards. Florence, Italy
Book online or call us

from $343.12 per person

Lowest Price Guarantee
Best of Tuscany: Full Day Private Tour to Val D'Orcia Image 1
Best of Tuscany: Full Day Private Tour to Val D'Orcia Image 2
Best of Tuscany: Full Day Private Tour to Val D'Orcia Image 3
Best of Tuscany: Full Day Private Tour to Val D'Orcia Image 4
Best of Tuscany: Full Day Private Tour to Val D'Orcia Image 5
Don't miss out!
On average, this is booked 30 (0) days in advance.
8 hours (approx.)
Hotel pickup offered
Mobile ticket
Offered in: English
and 2 more
Italian, Russian
Instant confirmation

Overview

Experience the charm of Tuscany on a private tour led by a local expert. Wander through the stunning UNESCO-listed Val d'Orcia, where every road is a postcard-worthy view. Discover hidden gems and medieval towns like Montalcino, Montepulciano, and Pienza — each with its own story and picture-perfect corners.

Relax in the comfort of a private vehicle as your guide shares insights into the region’s rich history and culture. Savor local wine, indulge in authentic Italian cuisine, and soak up the breathtaking landscapes of cypress-lined roads and rolling hills.

Book now to explore the best of Tuscany with a personal touch and create memories to last a lifetime.

What's Included

  • Bottled water
  • Private transportation
  • Winery Visit (lunch extra cost)
  • Lunch
See 3 moreSee 2 more

Meeting and Pickup

Pickup point

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

Montepulciano

Your guide will meet you in your hotel at 9 am to start your trip to Val D'Orcia. The first stop will be in Montepulciano - famous town stands on a hill 600 meters above sea level: from this height it is easy to get lost with your gaze among the green Tuscan hills, olive groves, vineyards and cypresses that pleasantly mark the whole landscape. Walking with your guide through the streets and main attractions of Montepulciano, you will also take a look at the picturesque corners that beckon you to turn off the main road and promise unforgettable views of the valley. Montepulciano has long been famous for its wine. It is mentioned in the documents of merchants as early as the 14th century. You will stop in a winery to taste local wine and typical food.
Read more

2 hours Admission Ticket Free

Pienza

You will continue your guided journey to Pienza. Obtained the recognition of a Unesco site in 1996, it still communicates to the world the urban canons of the Renaissance for the rational organization of spaces and perspectives of sixteenth-century squares and palaces.
Read more

2 hours Admission Ticket Free

Val D'Orcia

Your amazing amazing will take you through Val D'Orcia - UNESCO heritage site since 2004. You will enjoy the magnificent landscape, among the Tuscan hills. It is the expression of wonderful natural features and also the result and testimony of the people who lived there. You can stop to make stunning photos.
Read more

2 hours Admission Ticket Free

Montalcino

The next stop is a charming medieval village, almost fairytale, surrounded by a mighty wall and dominated by an ancient castle of authentic architectural perfection. Montalcino is a beautiful historic town immersed in the beautiful landscape of the Val'orcia Natural Park and renowned throughout the world for the extraordinary production of the precious Brunello di Montalcino. The village has remained almost intact since the third century. Once you reach the top on which Montalcino stands, a real spectacle opens before your eyes: a continuous succession of winding hills dotted with yellow and red flowers, ancient oaks, picturesque olive trees, scenic country roads that snake through harmonious vineyards and isolated cypresses. After this private guided tour you will go back to your hotel enjoyng incredible views of Val D'Orcia.
Read more

2 hours Admission Ticket Free

Show 3 more stops

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants are required to sit on an adult’s lap
  • Specialized infant seats are available

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Best of Tuscany: Full Day Private Tour to Val D’Orcia?

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-146766P3

Traveler Photos

Reviews

4.85
27 reviews

Average 4.85 out of 5 stars based on 27 traveler reviews collected by Key West Private Charters and partner sites such as Cool Destinations and TripAdvisor

5 stars
26
4 stars
0
3 stars
0
2 stars
0
1 star
1
Don't miss out!
On average, this is booked 30 (0) days in advance.
Florence Tours
Attractions
Guides
Calendar
View more

Similar Tours & Activities

Tuscany Bike Tour with Wine, Oil and Food in the Florentine Hills
Likely to Sell Out
Likely to Sell Out
4.9 (213)

Tuscany Bike Tour with Wine, Oil and Food in the Florentine Hills

Cycle into the Tuscan countryside and enjoy a wine (one glass) and olive oil tasting on our best time-tested, scenic 4-hour small group bike tour...

4 hours Free Cancellation
4.9 (213)
from
$102
the Medici family in Florence: Palazzo Medici and Medici Chapels
4.7 (16)

the Medici family in Florence: Palazzo Medici and Medici Chapels

The Medici family in Florence governed the fate of the city for almost three hundred years. They were bankers and patrons who made the genius...

3 hours Free Cancellation
4.7 (16)
from
$91
Cesarine: Cooking Class with tasting at Local's Home in Florence
5.0 (16)

Cesarine: Cooking Class with tasting at Local's Home in Florence

Immerse yourself in a shared cooking class at the Cesarina's home,  learn the secrets of the most famous dishes of Florentine cuisine and taste the fruit of your...

3 hours Free Cancellation
5.0 (16)
from
$182
Tuscany Private Day Tour from Florence

Tuscany Private Day Tour from Florence

A Perfect Day in Tuscany: Siena, San Gimignano and Wine Tasting Discover the heart of Tuscany on a journey through two beautiful medieval towns and...

8 to 10 hours Hotel pickup offered Free Cancellation
from
$1,481
Tuscany Bike Tour with Wine, Oil and Food in the Florentine Hills

Cycle into the Tuscan countryside and enjoy a wine (one glass) and olive oil tasting on our best time-tested, scenic 4-hour small group bike tour …More

Likely to Sell Out
Likely to Sell Out
4.9 (213)

Tuscany Bike Tour with Wine, Oil and Food in the Florentine Hills

4.9 (213)

Cycle into the Tuscan countryside and enjoy a wine (one glass) and olive oil tasting on our best time-tested, scenic 4-hour small group bike tour...

4 hours Free Cancellation
4.9 (213)
from
$102
the Medici family in Florence: Palazzo Medici and Medici Chapels

The Medici family in Florence governed the fate of the city for almost three hundred years. They were bankers and patrons who made the genius …More

4.7 (16)

the Medici family in Florence: Palazzo Medici and Medici Chapels

4.7 (16)

The Medici family in Florence governed the fate of the city for almost three hundred years. They were bankers and patrons who made the genius...

3 hours Free Cancellation
4.7 (16)
from
$91
Cesarine: Cooking Class with tasting at Local's Home in Florence

Immerse yourself in a shared cooking class at the Cesarina's home,  learn the secrets of the most famous dishes of Florentine cuisine and taste the fruit of your …More

5.0 (16)

Cesarine: Cooking Class with tasting at Local's Home in Florence

5.0 (16)

Immerse yourself in a shared cooking class at the Cesarina's home,  learn the secrets of the most famous dishes of Florentine cuisine and taste the fruit of your...

3 hours Free Cancellation
5.0 (16)
from
$182
Tuscany Private Day Tour from Florence

A Perfect Day in Tuscany: Siena, San Gimignano and Wine Tasting Discover the heart of Tuscany on a journey through two beautiful medieval towns and …More

Tuscany Private Day Tour from Florence

A Perfect Day in Tuscany: Siena, San Gimignano and Wine Tasting Discover the heart of Tuscany on a journey through two beautiful medieval towns and...

8 to 10 hours Hotel pickup offered Free Cancellation
from
$1,481

Travelers Who Bought This Tour Also Bought

Skip the line David Guided Experience
4.8 (1,148)

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...

1 hour Free Cancellation
4.8 (1,148)
from
$33
Private Golf Cart Tour: Michelangelo & Florence Hills
4.7 (1,852)

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...

1 hour 30 minutes Free Cancellation
4.7 (1,852)
from
$71
Special Entry & Guided Tour of Michelangelo’s David in Florence
5.0 (1,274)

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...

1 hour 20 minutes Free Cancellation
5.0 (1,274)
from
$31
Half-Day Chianti Wine Tasting from Florence with Two Wineries
4.6 (4,426)

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...

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

4.7 (1,852)

Private Golf Cart Tour: Michelangelo & Florence Hills

4.7 (1,852)

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
$71
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

5.0 (1,274)

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

5.0 (1,274)

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
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

4.6 (4,426)

Half-Day Chianti Wine Tasting from Florence with Two Wineries

4.6 (4,426)

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

Things To Do in Florence

Frequently Asked Questions (7)

Activity name

The answers provided below were previously given in response to questions from Key West Private Charters customers.

Filter by:

Q: What is the cancellation policy for the Best of Tuscany: Full Day Private Tour to Val D’Orcia?
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).
Apr 2025
Q: What's included in the price?
A:
The following is included:
  • Bottled water.
  • Private transportation.
  • Winery Visit (lunch extra cost).
  • Montalcino Guided Tour.
  • Pienza Guided Tour.
  • Montepulciano Guided Tour.
The following is NOT included:
  • Lunch.
Apr 2025
Q: What is the minimum age for this tour?
A:

The minimum age to participate is 21..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If 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 2025
Q: Is this an accessible tour?
A:

Accessibility information for the Best of Tuscany: Full Day Private Tour to Val D'Orcia is as follows:

  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Best of Tuscany: Full Day Private Tour to Val D’Orcia 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 2024
Q: How long does a refund take to reach my card, and can I get it faster?
A:

Once 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 2026

What's Included

Activity name

  • Bottled water
  • Private transportation
  • Winery Visit (lunch extra cost)
  • Montalcino Guided Tour
  • Pienza Guided Tour
  • Montepulciano Guided Tour
  • Lunch

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants are required to sit on an adult’s lap
  • Specialized infant seats are available

Report Product Issue

Activity name