PRIVATE TRANSFER: from Assisi to Florence with stops in Cortona & Montepulciano

Explore the enchanting cities of Cortona and Montepulciano during your transfer from Assisi (or Perugia) to Florence with our experienced driver and uncover the hidden gems of Tuscany! Immerse yourself in a full-day trip through the iconic landscape of rolling hills, cypress-lined avenues, and medieval hilltop towns, while enjoying delightful wines. We will pick you up at your location. Our first stop is Cortona, a picturesque Etruscan town at 600 meters above sea level, offering stunning views of the valley and Lake Trasimeno. Cortona is also famous as the setting of the beloved film Under the Tuscan Sun. For lunch, our driver will recommend a place for you to eat. Next, we’ll visit Montepulciano, where we'll explore the city and visit two Historic Cellars. See colossal oak barrels holding Vino Nobile di Montepulciano DOCG, followed by a wine tasting and explanation of its unique characteristics. In the afternoon, we will drop you off in Florence at your destination.

1. 1

   Lake Trasimeno

   Pass by

   Our professional driver will pick you up directly from your hotel, B&B, or private apartment and take you on a scenic drive through the rolling hills between Umbria and Tuscany. Along the way, we’ll pass near the beautiful Trasimeno Lake — a stop can be arranged upon request. Surrounded by lush greenery, reeds, and graceful white water lilies, Trasimeno Lake is a true natural paradise, home to wild ducks, cormorants, kites, and kingfishers — the perfect spot to enjoy a peaceful break and stunning views.

2. 2

   Cortona

   1.5 hours

   First Stop: Cortona – Free Visit Discover Cortona, the main cultural and artistic center of the Val di Chiana after Arezzo. Founded by the Etruscans (original name Curtun), the town still preserves impressive remains from its ancient past. Cortona boasts a rich artistic heritage, with connections to great Renaissance masters such as Luca Signorelli and Beato Angelico, as well as Pietro da Cortona from the Baroque period. Before your self-guided walking tour, your English-speaking driver will provide you with the main directions and tips to help you explore the town at your own pace. The charming streets, panoramic views, and timeless atmosphere of Cortona also inspired the famous movie “Under the Tuscan Sun.” Just outside the town, you’ll visit the peaceful Hermitage of San Francesco – Le Celle, a spiritual retreat surrounded by nature and history.

3. 3

   Montepulciano

   2 hours

   Second Stop: Montepulciano – Free Visit and Wine Tasting Enjoy a stop in Montepulciano, a beautiful medieval hilltop town famous for its wines and authentic Tuscan charm. Known for its pork, pecorino cheese, handmade “pici” pasta, lentils, and honey, Montepulciano is celebrated worldwide for Vino Nobile di Montepulciano DOCG and Rosso di Montepulciano. Your English-speaking driver will accompany you to the historic wineries, providing directions and tips for a self-guided walking tour of the town. In the ancient underground cellars, a qualified winemaker will show you the impressive oak barrels where the famous wines are aged. After the visit, enjoy a guided wine tasting of the estate’s top wines, with insights into their unique characteristics. If you wish, your driver will recommend great local restaurants for a traditional Tuscan lunch. At the end of your visit, we will depart from Montepulciano and head to Florence, arriving after about 1 hour and 30 minutes of scenic driving.

• Specialized infant seats are available
• Infants and small children can ride in a pram or stroller
• Suitable for all physical fitness levels
• Wheelchair accessible

For a full refund, cancel at least 24 hours before the scheduled departure time.