Val d'Orcia private tour: Montalcino, Pienza and Montepulciano | 9 hours

24 Reviews | Florence
Likely To Sell Out
From $525.73 per person Lowest Price Guarantee
Select Date and Travelers
You can select up to 8 travelers in total.
Adult (0-99) Minimum: 1, Maximum: 8
2
Free Cancellation For a full refund, cancel at least 24 hours before the scheduled departure time.
Private tour in Italian
2 Adults x $1,040.99
$2,081.98
Approx Total
$2,081.98
Pickup included
Private tour in English
2 Adults x $1,040.99
$2,081.98
Approx Total
$2,081.98
Pickup included
Private tour in Spanish
2 Adults x $1,040.99
$2,081.98
Approx Total
$2,081.98
Pickup included

Inclusions / Exclusions

  • Mobile ticket
  • Offered in: English, Italian, Spanish
  • 9 hours chauffeur driven hire
  • Wi-Fi
  • Bottled water
  • Free time in Montalcino, Pienza and Montepulciano
  • Pick up & drop off at your hotel
  • Guided tours in the villages - Free time only

Overview

Experience the heart of Tuscany by visiting the enchanting Val Dā€™Orcia led by your private driver. Let your personal chauffeur do all the work and take you on a journey through the spellbinding Val D'Orcia countryside, a region known for its scenic beauty, picturesque villages, rolling hills and cypresses! Explore in total freedom the enchanting towns of Montalcino, Pienza and Montepulciano and savour the best wines in the world! The first stop will be Montalcino, land of the world-renowned Brunello wine, a labyrinth of cobbled streets, quaint wine shops and Romanesque-style churches. The following stop is Pienza, which stands high upon a hill and dominates all the Orcia valley with extraordinary views. The last stop reaches Montepulciano, home to the famous Vino Nobile vineyards and more recently famous for the filming of the vampire movie "New Moon". Enjoy your free time in the most elegant village of the entire Val D'Orcia.

Pickup points

Select a pickup point

Pickup details

Your private driver will pick you up directly at your hotel or apartment in Florence (if centrally located) ... Read more ā–¼

Itinerary

  • Florence

    Discover the epitome of ā€œTuscan rolling hillsā€ in the UNESCO World Heritage Site, Val dā€™Orcia. This spellbinding region emcompasses all of Tuscany in its scenic beauty, charming villages, rolling hills, cyprus trees, and never ending vineyards! Your personal driver will pick you up directly from your accomodation in Florence. Then, simply sit back and enjoy the views from the window of your private, luxury vehicle. With anything you need, your driver will be happy to help you. The picturesque drive from Florence to Val d'Orcia will take about two hours.

    2 hours

  • Montalcino

    After driving through the most beautiful land you can imagine, you will be itching to explore a small town! Your first stop will be Montalcino, the land of the world-renowned Brunello wine. Your driver will drop you off, and you will have an hour and a half to independently explore this tiny, hidden gem in the green countryside! Stroll through labyrinths of cobblestone streets, visit small wine shops, and admire the essence of medieval Tuscany still shining through Montalcino! As you walk uphill through the town, you will inevitably end up at the town's majestic Fortress. Here, you can find breathtaking views of the surrounding rolling hills, ancient oak trees, scenic roads, and perfect vineyards! Whenever you are ready to continue your journey, your driver will be happy to pick you up.

    2 hours

  • Val D'Orcia

    One perk of booking a private tour is the ability to make stops along the way! Ask your driver to first bring you to the Chapel of the Madonna di Vitaleta. This is one of the most photographed spots in Tuscany - the small, charming chapel contrasts magically with the bright, green rolling hills, and it is perfectly framed with a line of cyprus trees. Not only is this spot picture-perfect, but it is also extremely sacred. Legend has it that this was the exact spot where Virgin Mary appeared to the shepherds. Next, you can ask your driver to head to the gladiatorā€™s home in Ridley Scottā€™s Academy Award-winning ā€œGladiator.ā€ Although the film primarily focuses on Rome, the gladiator character (played by Russel Crowe) heads home in a serene paradise surrounded by rolling, green hills and cyprus trees. This tiny slice of heaven was filmed in Val d'Orcia. Your private driver will be happy to take you on the exact path of the film until you reach the gates to the home.

    30 minutes

  • Pienza

    Next your driver will take you to Pienza, which stands high upon a hill and dominates the Orcia Valley with extraordinary views! The city stands out in Tuscany, as it was rebuilt to be an idealist-Renaissance town by order of Pope Pius II. It represents the first application of humanist urban planning concepts. Spend an hour and a half exploring the picturesque alleyways at your leisure and admire the atmosphere of harmony and peace that surrounds you. Donā€™t forget to try some of the townā€™s famous Pecorino cheese before heading to your next destination!

    1 hour

  • Montepulciano

    Your last stop of the day will be in Montepulciano, home to the exquisite Vino Nobile vineyards. More recently, the town also became world-famous for being the location of the vampire film "New Moon." Spend an hour and a half of your free time discovering the most elegant village of the entire Val D'Orcia - full of majestic noble palaces, Renaissance buildings, and imposing churches. Be sure to grab any last minute souvenirs from the wine enotecas and artisanal shops!

    2 hours

  • Florence

    When you are ready to return to Florence, simply sit back, relax and enjoy your private transportation directly to your accommodation. Donā€™t miss out on this magical opportunity to explore the postcard scenery of Val dā€™Orcia!

    2 hours

Sample Menu

Additional Info

  • Infants are required to sit on an adultā€™s lap
  • Specialized infant seats are available
  • Not recommended for travelers with spinal injuries
  • Not recommended for travelers with poor cardiovascular health
  • Infants and small children can ride in a pram or stroller
  • Travelers should have at least a moderate level of physical fitness

Free Cancellation

February 05100% refund
February 06No refund

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

  • For a full refund, you must cancel at least 24 hours before the experienceā€™s start time.
  • If you cancel less than 24 hours before the experienceā€™s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experienceā€™s start time will not be accepted.
  • Cut-off times are based on the experienceā€™s local time.
  • This experience requires good weather. If itā€™s canceled due to poor weather, youā€™ll be offered a different date or a full refund.
Reviews

4.9

24 reviews

Total review count and overall rating based on Viator and Tripadvisor reviews
  • 5 stars
    23
  • 4 stars
    0
  • 3 stars
    1
  • 2 stars
    0
  • 1 star
    0

Reviews by TravelOne travelers

Showing 1-5 of 23 reviews with 5 stars

Wine and Tuscany life

Published on Oct, 2024

We loved the drive out to the three villages. Mr. Tiziano was a good driver and our car was comfortable. He was very helpful in guiding us to the highlights of each township. And these villages are a perfect representation of Tuscany life and the ancestral history.

Lovely tour

Published on Sep, 2024

We had a great time on the day tour. All three locations are beautiful. The wine tastings were delicious and informative. Marina did a great job looking after the group. We enjoyed the day so much we booked another tour.

Beautiful Tuscany

Published on Jul, 2024

I think our tour guide's name ( from Czechia) was Stanislava and our driver was Paulo. Both of them were excellent. Staniskava was kind, knowledgeable, and very polite. Paulo was a great driver. I would highly recommend this tour as the wine tasting was superb and the Tuscany towns were so beautiful. The wine makers were entertaining and informative, and the wine was tasty, too.

Great Day in Tuscany

Published on Jul, 2024

My husband and I recently did this private tour with an amazing tour guide - Cristian. There are average guides and then there are rememberable tour guides and without a doubt Christian is in the memorable category! Counsel, lucky if you were able to spend a day touring with Christian . He is extremely knowledgable with respect to the history of the area, but can also answer questions with respect to general knowledge, the culture, landmarks and customs. His enthusiasm and passion for the area evident, and in general conversation, he was able to discern our interests and customize the tour for us. Cristian the basic skills of a tour guide, being organized, punctualā€¦. But what makes him exceptional is that he is engaging and return goes the extra mile with add-ons and thoughtful decisions to ensure he delivers an amazing day for his guests. Thank you. Cristian a memorable and amazing day in Pienza, Montalcino and Montepulciano. It was the highlight of our time in Florence. Gracie Mille!!

Tuscan Sun

Published on Jun, 2024

This tour is the perfect escape out of busy Florence. Ancient roads lined with spiraled cedars, roaming hills, and bell towers galore. This was my favorite day in Italy.

Personalize Your Destination Experience
Italy

Italy

9497 tours

View
Compare Similar Experiences

Current

Likely To Sell Out
time

9 hours

time Free Cancellation
24
From
$526 /   Person
time

11 hours 30 minutes

time Free Cancellation
663
From
$98 /   Person
time

10 hours 30 minutes

time Free Cancellation
284
From
$243 /   Person
Likely To Sell Out
time

8 hours

time Free Cancellation
91
From
$285 /   Person
Likely To Sell Out
time

9 hours

time Free Cancellation
67
From
$742 /   Group
Special Offer
time

5 hours

time Free Cancellation
63
From
$107 /   Person
Special Offer
time

9 hours to 10 hours

time Free Cancellation
33
From
$231 /   Person
time

8 hours

time Non Refundable
31
From
$466 /   Person
Special Offer
time

8 hours to 9 hours

time Free Cancellation
30
From
$201 /   Person
Likely To Sell Out
time

10 hours

time Free Cancellation
27
From
$302 /   Person
time

8 hours

time Free Cancellation
23
From
$742 /   Group
Special Offer
time

8 hours to 9 hours

time Free Cancellation
22
From
$231 /   Person
time

8 hours

time Non Refundable
21
From
$690 /   Person
Customers Who Bought This Tour Also Bought
time

11 hours to 12 hours

time Free Cancellation
17,768
From
$111 /   Person
time

2 hours

time Free Cancellation
8,875
From
$3 /   Person
time

2 hours

time Free Cancellation
8,324
From
$3 /   Person
Special Offer
time

13 hours

time Free Cancellation
7,739
From
$68 /   Person
time

4 hours 45 minutes

time Free Cancellation
5,741
From
$94 /   Person
time

5 hours

time Free Cancellation
5,526
From
$127 /   Person
time

7 hours

time Free Cancellation
4,337
From
$190 /   Person
Special Offer
time

12 hours

time Free Cancellation
4,216
From
$62 /   Person
time

9 hours

time Free Cancellation
3,887
From
$238 /   Person
Special Offer
time

11 hours

time Free Cancellation
3,648
From
$75 /   Person
time

6 hours

time Free Cancellation
3,518
From
$141 /   Person
time

1 hour 30 minutes

time Free Cancellation
3,421
From
$67 /   Person
Connect with TravelOne
travelone
Louise Berg
Destination Expert
TravelOne Subscribe
We organise unforgettable vacations.
Subscribe for trending deals.
© Copyright 2025 TravelOne Technologies Inc. | All Rights Reserved.
Visa Card Mastercard Maestro Amex Discover

TravelOne uses cookies to give you the best possible service. If you continue browsing, you agree to the use of cookies. More details can be found in ourĀ privacy policy.