Embark on a private transfer tour from Assisi to Florence and discover the hidden gems of Cortona and Montepulciano. Explore the enchanting landscapes, taste delicious wines, and enjoy the expertise of our driver. Book now!
Embark on a private transfer tour from Assisi to Florence and discover the hidden gems of Cortona and Montepulciano. Explore the enchanting landscapes, taste delicious wines, and enjoy the expertise of our driver. Book now!
- Lake Trasimeno - The driver will collect you from your location (hotel, B&B, or private apartment) and take you on a scenic drive through the picturesque hills between Umbria and Tuscany. During the transfer, there is an option to stop near Lake Trasimeno upon request. Nestled in the lush heart of Umbria, Lake Trasimeno is surrounded by beds of…
- Lake Trasimeno - The driver will collect you from your location (hotel, B&B, or private apartment) and take you on a scenic drive through the picturesque hills between Umbria and Tuscany. During the transfer, there is an option to stop near Lake Trasimeno upon request. Nestled in the lush heart of Umbria, Lake Trasimeno is surrounded by beds of reeds and charming white water lilies. It is a true natural haven, home to wild ducks, cormorants, kites, and kingfishers.
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Cortona - The first stop includes a free visit to Cortona:
Cortona is the main cultural and artistic hub of the Val di Chiana after Arezzo. Founded by the Etruscans (originally named “Curtun”), Cortona still preserves many of its original Etruscan remains. The town is rich in history, boasting connections to great Renaissance artists such as Luca Signorelli and Beato Angelico, as well as Pietro di Cortona from the Baroque period. Cortona and its surrounding countryside also inspired the famous film “Under the Tuscan Sun.” Just outside the city, the tour will visit the evocative Hermitage of San Francesco, known as “Le Celle.” -
Montepulciano - The second stop includes a free visit to the town and guided wine tastings in the historic cellars of Montepulciano.
Montepulciano is a medieval and Renaissance hill town renowned for its pork, cheese, “pici” pasta, lentils, and honey. It is globally recognized for its wine: Nobile and Red of Montepulciano. The driver escort will guide you through the incredible underground cellars, where a qualified winemaker will introduce you to the gigantic oak barrels in which the famous Vino Nobile di Montepulciano DOCG and the Rosso di Montepulciano DOC “rest.” At the end of the visit, enjoy a delightful wine tasting of the finest wines, accompanied by an explanation of their basic characteristics.
If desired, the driver will recommend excellent places for a Tuscan lunch in the historic center during the tour.
At the conclusion of the tour, the journey will continue from Montepulciano to Florence, arriving after approximately an hour and 30 minutes.

- Local expert driver
- Bottled water
- Alcoholic beverages
- In-vehicle air conditioning
- Local expert driver
- Bottled water
- Alcoholic beverages
- In-vehicle air conditioning
- Lunch
- Everything not found under the heading inclusions is excluded
- Lunch
- Everything not found under the heading inclusions is excluded
Discover the captivating cities of Cortona and Montepulciano on your journey from Assisi (or Perugia) to Florence with our skilled driver, and unveil the hidden treasures of Tuscany! Enjoy a full-day excursion through the iconic scenery of rolling hills, cypress-lined roads, and medieval hilltop towns, while savoring exquisite wines.
Our service includes…
Discover the captivating cities of Cortona and Montepulciano on your journey from Assisi (or Perugia) to Florence with our skilled driver, and unveil the hidden treasures of Tuscany! Enjoy a full-day excursion through the iconic scenery of rolling hills, cypress-lined roads, and medieval hilltop towns, while savoring exquisite wines.
Our service includes pick-up from your location.
The first stop is Cortona, a charming Etruscan town situated 600 meters above sea level, providing breathtaking views of the valley and Lake Trasimeno. Cortona is also renowned as the setting of the popular film “Under the Tuscan Sun.” For lunch, our driver will suggest a delightful place for you to dine.
Next, we will head to Montepulciano, where we will explore the city and visit two Historic Cellars. Witness the massive oak barrels containing Vino Nobile di Montepulciano DOCG, followed by a wine tasting and an explanation of its distinctive qualities.
In the afternoon, you will be dropped off in Florence at your desired location.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.