Montepulciano e Pienza

The tour

Our tour will start with a relaxing and pleasurable trip to Southern Tuscany so as to discover Pienza and Montepulciano, artistic and landscape jewels in the Valley of Orcia.

First scheduled stop is Montepulciano, ancient city of Etruscan origins, built on mount Poliziano’s peak, which gives the city its name. Thriving agricultural town, commercial and industrial, full of valuable monuments mainly Renaissance, and famous for its “noble wine”.

The city center stretches from Porta al Prato to the Piazza Grande where you can admire the Cathedral, the Town Hall, the Temple of the Virgin of San Biagio and the church of St. Augustine. Wandering the narrow medieval streets you will find many craft shops, dining boutiques, wine breweries and wineries with great opportunity for tasting. Finally, along the city walls you can admire a panorama of exceptional beauty of the Tuscan countryside.

We will then turn to the so-called “Pearl of the Renaissance”, Pienza. Today it’s the only city in the center of Italy to be perfectly preserved intact over the centuries, to the extent that in 1968 the director Franco Zeffirelli chose it as the setting to film Romeo and Juliet. Pienza is a small village in the heart of the Crete Senesi rebuilt during 1400 by Pope Pius II, part of the World Heritage List by UNESCO.

Here you will be able to admire the beautiful views of the Orcia’s Valley beyond the stone walls along romantic streets like Via dell’Amore (the street of Love) and Via del Bacio (the street of the Kiss), discovering plenty of medieval corners and savoring local cheeses. Once in Pienza you will be surprised by the good smell of cheese: along the main street, in fact, there are many craft shops and regional specialties such as honey, wine and especially Pecorino (a kind of cheese).

Here you can admire the Cathedral, the Piccolomini palace and the Saint Francis church.

Leaving Pienza behind us, returning to Rome, we will explore the natural park of Orcia’s Valley characterized by its famous curves that run through the hills, surrounded by the typical cypress trees, a source of inspiration for many filmmakers who choose to shoot their films and advertising commercials.


Duration 10 hours
Departure from your Hotel or provided address in Rome
Travel time to Montepulciano is about 2 hours
The time at your disposal to visit Montepulciano is 3 hours
Travel time from Montepulciano to Pienza is about 30 minutes
The time at your disposal to visit Pienza is 2 hours
Travel time from Pienza to Rome is about 2 hours and 30 minutes
Entrance tickets and meals are not included in the price

Travel tips

We recommend that you wear comfortable shoes
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