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

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8 hours (approximately)
Pickup offered
Offered in: English and 2 more

Embark on a scenic journey from Florence to Assisi with our expert driver, stopping in two iconic Tuscan towns: Montepulciano and Cortona. Discover the region’s hidden gems, from breathtaking landscapes to charming villages, fine wines, and deep history.
Begin in Montepulciano, a medieval hilltop town famous for its cobblestone streets and the grand Piazza Grande. Visit two historic wineries, where an expert oenologist will guide you through a tasting of five local wines.
For lunch, your driver will recommend authentic local restaurants to enjoy true Tuscan flavors.
Continue to Cortona, an ancient Etruscan city known for its local boutiques and artisan workshops. Stroll through the historic center, explore its traditional crafts, and discover the charm of the town featured in Under the Tuscan Sun.
Finally, travel onward to Assisi, enjoying a scenic ascent to this spiritual city, surrounded by magnificent views and a rich cultural heritage.

What's Included

Private transportation
Bottled water
Air-conditioned vehicle
Local expert driver-Tour leader
We will visit 2 historic cellars where we will taste the Nobile Wine of Montepulciano, Super Tuscan and the Red Wine of Montepulciano
During the tour our driver will show you excellent places to have a tuscan lunch.
Everything not found under the heading inclusions is excluded

Meeting and pickup

Pickup points
You can choose a pickup location at checkout (multiple pickup locations are available).
Pickup details:

Pickup Information

Our expert English-speaking driver will pick you up directly from your accommodation (hotel, apartment, or B&B) in a comfortable minivan (up to 7 passengers).

Pickup details:
• Pickup available from hotels, private apartments, or B&Bs — no extra charge.
• Please indicate your exact address in the booking notes to ensure accurate pickup.
• Look for a welcome sign reading “PEK TUSCANY IN LIMO + Your Name.”
• English-speaking driver guaranteed.
• Pickup is free within the indicated province.

Important notes:
• In Assisi and Perugia, some streets are too narrow for our minivans. In these cases, drop-off may be possible only near your location and not directly in front of your accommodation.
• Pickup may not be available for locations in pedestrian zones (ZTL) or on unpaved roads. In such cases, pickup will be arranged at the nearest accessible point.

Itinerary

Duration: 8 hours (approximately)
  • 1
    Montepulciano

    Our driver will pick you up in Florence and drive you through the scenic hills of Umbria and Tuscany to Montepulciano. Explore the main square of Montepulciano, visit the Temple of San Biagio, and enjoy lunch at your choice or our driver's recommendation. Montepulciano is renowned for its excellent red wines—Nobile and Rosso di Montepulciano. Our driver, well-versed in the area, will guide you through captivating underground cellars for an incredible wine tasting experience, showcasing the best wines and their unique characteristics.

    2 hours • Admission ticket free
  • 2
    Cortona

    After Montepulciano, our next stop is the captivating town of Cortona. Enjoy a self-guided tour of the historical center, a cultural and artistic hub in the Val di Chiana after Arezzo. Founded by the Etruscans, Cortona, or 'Curtun,' preserves its Etruscan origins and tells tales of Renaissance artists like Luca Signorelli and Beato Angelico, along with Baroque artist Pietro di Cortona. Immerse yourself in the charm that inspired the film 'Under the Tuscan Sun.' Just beyond the city, explore the Hermitage of San Francesco, known as 'Le Celle.' This monastery, with its mystical atmosphere, served as inspiration for San Francesco, who composed 'The Canticle of Creatures' here.

    1 hour 30 minutes • Admission ticket free
  • (Pass by)

    After exploring Cortona, our journey continues towards Assisi, passing the scenic Trasimeno Lake with an optional stop on request. Nestled in the green heart of Umbria, Lake Trasimeno boasts picturesque beds of reeds and enchanting white water lilies, creating a natural paradise for wild ducks, cormorants, kites, and kingfishers. The transfer concludes in Assisi (or Perugia), where our driver will drop you off at your specified location—be it a hotel, private flat address, B&B, or your desired destination.

    Admission ticket free

Additional info

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

Tags

Day Trips
Full-day Tours
Bus Tours
Private Sightseeing Tours
Cultural Tours
Historical Tours
Likely to Sell Out
Short term availability

Cancellation Policy

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

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