Montepulciano, Pienza, and the Essence of Val d'Orcia

Before arriving in the Valdorcia region you will travel through Tuscany and the enchanting province of Siena passing through some small towns

We will arrive in the center of Montepulciano, rich in medieval and Renaissance history. Montepulciano is the center of a rich wine producing area. The most important product is the Vino Nobile di Montepulciano appreciated all over the world.

We will arrive in the center of Montepulciano, rich in medieval and Renaissance history. Montepulciano is the center of a rich wine producing area. The most important product is the Vino Nobile di Montepulciano appreciated all over the world.

In the Piazza Grande there are some beautiful 16th century Palaces, the Cathedral and the iconic medieval Palazzo Pubblico seat of the Municipal Government.

The Cantina De' Ricci is one of the most impressive and unexpected attractions of Montepulciano. Through travertine stairs you will descend into the caves dug into the tuff that through the millennia have been used to preserve food and the precious Vino Nobile. At the end of the visit a Lunch will be served with typical dishes accompanied by tastings of local wines

After lunch you will have free time to explore the Medieval city on foot and going down to the city gate you will find yourself walking through the alleys. You cannot miss an Italian espresso at the ancient Poliziano café with its Art Deco furnishings

On the road from Montepulciano to Pienza you can stop to visit one of the most awarded Pecorino cheese producers in the world. The Cugusi dairy is renowned throughout the world. On its property if you are lucky you will meet the sheep at pasture you will enjoy a breathtaking view of the city of Montepulciano or seen from the countryside and you can obviously taste the Certified Pecorino di Pienza.

Nestled in the rolling hills of Tuscany, Pienza is a charming Renaissance gem and a UNESCO World Heritage Site. Designed by Pope Pius II as the "ideal city," its elegant streets, breathtaking panoramic views, and delightful artisan shops make it a must-visit destination. Stroll through Piazza Pio II, admire the stunning cathedral, and indulge in the town’s famous Pecorino cheese. A true postcard-perfect experience in the heart of the Val d’Orcia!

Set amidst the golden fields and cypress-lined hills of the Val d’Orcia, the Cappella di Vitaleta is one of Tuscany’s most photographed landmarks. This charming, solitary chapel exudes a mystical beauty, standing gracefully against the breathtaking landscape. A symbol of serenity and harmony, it offers visitors a moment of peace and an unforgettable view of the rolling Tuscan countryside. A picture-perfect stop on your journey through this UNESCO-listed paradise!

Perched on a hilltop in the heart of the Val d’Orcia, Monticchiello is a charming medieval village where time seems to stand still. Enclosed by ancient stone walls and winding streets, it offers breathtaking views of the surrounding Tuscan countryside. Known for its rich history, picturesque beauty, and the famous Teatro Povero, Monticchiello is an enchanting stop for those seeking authenticity and timeless charm.

This stop also comes at the perfect moment to enjoy a delicious Italian gelato, making your visit even sweeter as you soak in the magical atmosphere of this hidden gem!

Located in the stunning Val d’Orcia, Bagno Vignoni is a unique village famous for its ancient thermal waters. Instead of a traditional piazza, the heart of the town is a large, steaming thermal pool, once used by the Romans and even frequented by Lorenzo de’ Medici. Walking through its charming streets, you’ll find breathtaking views, soothing hot springs, and a peaceful, timeless atmosphere.