A walk from Pienza to Montepulciano

Tour Number

Activity Level



Food and Wine, Hiking and Walking, Local Experience, Museums / Culture


Kid Friendly: No.

Friendly: No.

Maximum travelers: 10



Italian (fluent), English (fluent)

under the Tuscan sun

Departure from Pienza, Renaissance city planned by the Pope Pius 2nd, very famous to have been planned by a Florentine architect, Bernardo Gambarelli, a pupil of Leon Battista Alberti. Once you start walking along the main street, you can enjoy the fragrance of the pecorino cheese, produced by several cheese farm on the area. We can taste this special cheese before the walk in one of the several specialized shops.

We walk then along a very panoramic road to the nice hill town of Monticchiello, where we have lunch in a cozy trattoria just inside the walls. After lunch we continue on winding dirt roads to Montepulciano, the so-called Pearl of the 1500, whose origins date back to the Etruscan time. Its heart is the piazza grande, on the highest point of the hill, former acropolis now framed by the most significant and relevant monuments, such as the impressive Cathedral. This town is also well known for the vino nobile, a great red DOCG wine. We can taste the wine in one of the several cellars in town.


Nice walk in the most beautiful countryside of Tuscany. Visit to Pienza, Monticchiello and Montepulciano.

Meeting Location + Tour Duration

Meeting location: Pienza.

End location: Pienza.

Duration: 8 hours

Spring and Fall are the best seasons for this walk, as in summer it might be too hot.


Meeting point will be in Pienza. A taxi ride is required to get back to Pienza from Montepulciano at the end of the walk.
Walking or hiking boots required. Walking sticks suggested.

What’s Included

Other: My personal service as private tour guide in Pienza, Montepulciano and during the walk.

Estimated Local Cash Needed

60 Euro - Taxi ride back to Pienza and lunch in Monticchiello

What’s Extra

Other: Lunch and taxi ride back to the starting point.


•I am not a driver. I can accompany you in your vehicle or I can arrange for a separate car and driver.

Private tour guide Costanza R.

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Message Costanza R.

Web address (URL) of this page: http://www.toursbylocals.com/walk-in-the-Tuscany-countryside

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