Private Tuscany Wine Tour from Rome to Montepulciano and Pienza

Highlights

• Rome hotel pickup
• Exclusive winery visit
• Tuscan hill towns

What's included

Itinerary

1. 1

   Stop 1

   3h

   At 8:00 AM, depart from your accommodation in Rome in a luxury vehicle with a professional English- and Spanish-speaking driver. Enjoy a scenic journey into the heart of Tuscany, traveling through the iconic Crete Senesi and rolling green hills with stunning panoramic views. Your first stop is a renowned winery, where an expert sommelier will guide you through the vineyards and historic cellars, sharing the story and traditions of local winemaking. Taste up to five organic wines—including the celebrated Vino Nobile di Montepulciano—paired with extra-virgin olive oil, cured meats, cheeses, bruschetta, Vin Santo, and traditional cantucci. After the tasting, explore the charming medieval streets of Montepulciano. If lunch was not enjoyed at the winery, you may choose to dine at a local restaurant specializing in authentic Tuscan cuisine (not included)

2. 2

   Stop 2

   30min

   Montepulciano is a beautiful medieval hilltop town rich in history and tradition, with origins dating back to the Etruscan civilization in the 4th century BC. Surrounded by rolling vineyards, it is world-famous for its prestigious red wine, Vino Nobile. Visitors can admire the iconic Torre di Pulcinella, a historic clock tower topped by Pulcinella, a character from the traditional commedia dell’arte. The main square features the 14th-century Town Hall and the Cathedral, home to an impressive altar triptych, offering a remarkable glimpse into the town’s artistic and cultural heritage.

3. 3

   Historic Centre of the City of Pienza

   45min

   About Pienza You will visit the charming town of Pienza, nestled in the heart of the prestigious Val d'Orcia countryside. Renowned as an architectural jewel and a treasure of local gastronomy, Pienza is especially famous for its exceptional Pecorino cheese, enjoyed both fresh and aged. In the 15th century, what was once a small fortified hilltop village was transformed by Pope Pius II into an ideal Renaissance town—an ambitious urban vision that still defines its beauty today. You will also have free time to wander through its picturesque streets, scenic viewpoints, and artisan shops, fully experiencing the timeless atmosphere of this enchanting destination.

Before you go

Location