Embark on a private transfer from Florence to Assisi and make the most of your journey by exploring the enchanting cities of Montepulciano and Cortona. Discover the hidden gems of Tuscany, indulge in wine tastings, and soak in the breathtaking landscapes along the way.
Embark on a private transfer from Florence to Assisi and make the most of your journey by exploring the enchanting cities of Montepulciano and Cortona. Discover the hidden gems of Tuscany, indulge in wine tastings, and soak in the breathtaking landscapes along the way.
- Montepulciano - The journey begins with a pickup in Florence, where the driver will take you through the beautiful landscapes of Umbria and Tuscany to Montepulciano. Discover the main square, visit the Temple of San Biagio, and enjoy a delightful lunch at a place of your choice or as recommended by the driver. Montepulciano is famous for its…
- Montepulciano - The journey begins with a pickup in Florence, where the driver will take you through the beautiful landscapes of Umbria and Tuscany to Montepulciano. Discover the main square, visit the Temple of San Biagio, and enjoy a delightful lunch at a place of your choice or as recommended by the driver. Montepulciano is famous for its outstanding red wines—Nobile and Rosso di Montepulciano. The knowledgeable driver will lead you through fascinating underground cellars for a remarkable wine tasting experience, highlighting the finest wines and their distinct qualities.
- Cortona - Following Montepulciano, the next destination is the enchanting town of Cortona. Enjoy a self-guided tour of the historic center, a cultural and artistic center in the Val di Chiana after Arezzo. Established by the Etruscans, Cortona, or ‘Curtun,’ retains its Etruscan roots and shares stories of Renaissance artists like Luca Signorelli and Beato Angelico, as well as Baroque artist Pietro di Cortona.
Experience the allure that inspired the movie ‘Under the Tuscan Sun.’ Just outside the city, visit the Hermitage of San Francesco, known as ‘Le Celle.’ This monastery, with its mystical ambiance, inspired San Francesco, who wrote ‘The Canticle of Creatures’ here.
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Lake Trasimeno - After exploring Cortona, the journey continues towards Assisi, passing the scenic Trasimeno Lake with an optional stop upon request. Situated in the lush heart of Umbria, Lake Trasimeno features charming beds of reeds and beautiful white water lilies, creating a natural haven for wild ducks, cormorants, kites, and kingfishers.
The transfer concludes in Assisi (or Perugia), where the driver will drop you off at your chosen location—whether it be a hotel, private residence, B&B, or your preferred destination.

- Private transportation
- Local expert driver
- Bottled water
- In-vehicle air conditioning
- Alcoholic beverages
- Private transportation
- Local expert driver
- Bottled water
- In-vehicle air conditioning
- Alcoholic beverages
- Lunch
- Everything not found under the heading inclusions is excluded
- Lunch
- Everything not found under the heading inclusions is excluded
Set off on a picturesque journey from Florence to Assisi with our skilled driver, making stops in two renowned Tuscan towns: Montepulciano and Cortona. Uncover the region’s hidden treasures, from stunning landscapes to quaint villages, exquisite wines, and rich history.
Start in Montepulciano, a medieval hilltop town celebrated for its cobblestone…
Set off on a picturesque journey from Florence to Assisi with our skilled driver, making stops in two renowned Tuscan towns: Montepulciano and Cortona. Uncover the region’s hidden treasures, from stunning landscapes to quaint villages, exquisite wines, and rich history.
Start in Montepulciano, a medieval hilltop town celebrated for its cobblestone streets and the impressive Piazza Grande. Visit two historic wineries, where a knowledgeable oenologist will lead you through a tasting of five local wines.
For lunch, your driver will suggest authentic local restaurants to savor genuine Tuscan flavors.
Proceed to Cortona, an ancient Etruscan city famed for its local boutiques and artisan workshops. Wander through the historic center, explore its traditional crafts, and experience the charm of the town featured in Under the Tuscan Sun.
Finally, continue to Assisi, enjoying a scenic ascent to this spiritual city, surrounded by breathtaking views and a rich cultural heritage.
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.