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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 City Sky Diving and TripAdvisor | Recommended by 96% of reviewers |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Florence, Italy
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
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Meeting and Pickup

Pickup point

What To Expect

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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.
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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.
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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.
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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.
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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
  • 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.

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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 City Sky Diving 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.

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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

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Activity name