Start your day with a generous breakfast in a local bar. In Montepulciano you can visit one of the oldest cafes of Italy. Café Poliziano has been situated in the old town centre of Montepulciano since 1868. This large, elegant and distinguished Liberty-style coffee house was a cultural meeting point for writers like Carducci, Prezzolini and Pirandello.
If you feel energized after your cappuccino, get ready to ride your bike and visit Pienza! You can also rent an electric bicycle near Piazza Grande (you could check out Urban Bikery website partner of the Strada del Vino Nobile di Montepulciano wine route): the journey will be less tiring but just as exciting.
Leave Montepulciano and take the dirt road (Strada di S.Bartolomeo) that goes straight to the small town of Montichiello (halfway stop). Take a break and enjoy the view: Montichiello is a tiny fortified medieval village in the form of a castle and it’s known as the “Terrazza della Val d’Orcia” for its wonderful hilltop position.
Now travel along the road SP88 and then SP18 to Pienza. Ride, breathe deeply and fill your eyes and lungs with pure beauty.
Going to Pienza, you will cross the deviation to the road of Terrapille estate that was chosen by Ridley Scott for the final scene of The Gladiator, when Maximus comes back home just before his death.
Once in Pienza, walk along the main course and go straight to Piazza Pio II to visit the Duomo and the Piccolomini palace. Known as the ideal city and recognized since 1966 as a World Heritage Site by UNESCO, anyone visiting this city will have the feeling of being in a very special place. Explore its most romantic streets and don’t forget to taste the famous Pecorino cheese.