PRIVATE TRANSFER: from Assisi to Florence with stops in Cortona & Montepulciano
- 8 hours
- Free cancellation up to 24h before
- 3 languages
- Instant confirmation
Highlights
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.
Inclusions
What's included
- Bottled water
- Local expert driver and tour leader
- Visit two historic cellars and 2 wine tastings included: Red wine of Montepulciano, Nobile Wine of Montepulciano, Super Tuscan and Brunello of Montalcino.
- Air-conditioned vehicle
What's not
- During the tour our driver will show you excellent places to have a tuscan lunch.
- Everything not found under the heading inclusions is excluded
Itinerary
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.
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.
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.
Cancellation
Free cancellation up to 24 hours before the experience starts, for a full refund.
Reviews
5.0
- 51
- 40
- 30
- 20
- 10
Ratings come from 1 reviews collected by our booking partner. They are travellers' own words, in the order they were written — never reordered to flatter the experience.
Know before you go
- Pickup
- Pickup is included for everyone.
- Ticket type
- Mobile or paper ticket accepted
- Operated by
- Pek Tuscany in Limo
- Specialized infant seats are available
- Infants and small children can ride in a pram or stroller
- Suitable for all physical fitness levels
- Wheelchair accessible
How it compares in Assisi
- Its from-price is 75% above the median of the 130 experiences we list in Assisi.
- It is longer than most of them.
- By number of reviews it ranks 69 of 130.
- The operator lists free cancellation on it.
About Assisi
Assisi, in Umbria, is a pink-stone hill town and pilgrimage centre, the birthplace of St Francis and home to a basilica covered in frescoes.
Assisi spreads across the slope of Mount Subasio, its buildings of pale pink and white limestone. The Basilica of St Francis, built in the thirteenth century over the saint's tomb, has two churches stacked one above the other, with frescoes by Giotto and his circle and by Cimabue. The basilica and the town form a UNESCO World Heritage Site.
Top-ranked sights in Assisi: Basilica of St. Francis (Basilica di San Francesco), Basilica of St. Francis of Assisi (Basilica di San Francesco d’Assisi) , Basilica of St. Clare (Basilica di Santa Chiara).
Special offers in Assisi
Was/now prices come from the operator, never from us.









