Tuscany Private Tour of Val d'Orcia

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:

• Montepulciano Guided Tour
• Pienza Guided Tour
• Montalcino Guided Tour
• Winery Visit (lunch extra cost)

What to expect:

Duration: 8 hours

Montepulciano

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.

2 hours

Pienza

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.

2 hours

Val D'Orcia

SS2, , 53027

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.

2 hours

Montalcino

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.

2 hours