8 days in Cortona Itinerary

8 days in Cortona Itinerary

Created using Inspirock Cortona tour itinerary planner

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Route & dates

8 days in Cortona Itinerary

Start: Florence
Train:  1​h 30​min
— 7 nights
Drive:  2​h 15​min
End: Rome


Cortona ©
The hilltop town of Cortona gained international attention as the subject of the 2003 film "Under the Tuscan Sun." With the Chiana Valley and Lake Trasimeno as its backdrop, Cortona is one of Tuscany's hotspots for art and culture.
Explore Cortona's surroundings by going to Montalcino (Fortezza di Montalcino, Winery Solaria Patrizia Cencioni, &more), Artemisia Gallery (in Pienza) and Siena (Wine Tours & Tastings & Fattoria). Next up on the itinerary: take in the spiritual surroundings of Eremo Le Celle, indulge in some personalized pampering at some of the best spas, get engrossed in the history at MAEC - Museo dell'Accademia Etrusca, and do a tasting at Ciacci Piccolomini d'Aragona.

To see traveler tips, more things to do, photos, and tourist information, use the Cortona itinerary maker tool .

Florence to Cortona is an approximately 1.5-hour train ride. You can also drive. Wrap up your sightseeing on the 8th (Mon) early enough to drive back home.

Things to do in Cortona

Historic Sites Wineries Tours

Side Trips

Montalcino, Monteriggioni, Montepulciano, Siena, Spas
Find places to stay Jun 1 — 8:
Highlights from your plan
Eremo Le Celle ©
Eremo Le Celle
Wine Tours & Tastings
Azienda Agricola Leuta ©
Azienda Agricola Leuta