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Cortona Vacation Packages

One of the oldest hill towns in Tuscany, surrounded by 3,000 year old Etruscan walls, Cortona retains much of its history through its architecture, layers of history built upon the Etruscan core. The plain below Cortona is speckled with Etruscan tombs. But Cortona isn`t just about the past; it is the setting for `Under the Tuscan Sun` (book and movie) and has a thriving Expat community which is quite involved with the city.

Cortona`s Etruscan walls are incorporated into the medieval walls that surround its historic center. Inside the walls, you can wander the narrow medieval streets of Cortona`s historic center. Near the walls, you`ll often be rewarded with fantastic views of the valley below. Be sure to visit the century town hall and clock tower on one of Cortona`s main squares, Piazza della Republica. There are cafes nearby for enjoying the piazza life and the 13th century Palazzo Pretorio on Piazza Signorelli is the Etruscan Academy Museum. Besides good Etruscan artifacts, the museum holds Roman remains, Renaissance and Baroque paintings, 15th century ivories, and a small Egyptian exhibit.

Best Cortona Vacation Packages:

Florence and Cortona (Self Drive)

7 nights from $764*

Italian getaway by car!. Enjoy Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture) and after that, continue with your Rental Car to Cortona (famous for its traditions, history, culture and its magnificent landscapes as well as its artisan industries). Drive back to Florence for one last stay, before returning home. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

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Other Cortona Vacation Packages:




Regions of Tuscany

  • Chianti Wine Region

    In the center of Tuscany - a charming hill-covered region offering a picturesque landscape of small stone villages, sprawling vineyards and olive groves.

  • Southern Tuscany

    South of Siena - Hill towns, valleys, medieval castles guarding narrow road passes and isolated farmhouses. Perhaps Tuscany`s most captivating and picturesque region.

  • South East Tuscany

    Land of castle-dominated hill towns, misty blue mountains, and the remnants of Apennine forests. Splendid landscapes with famous monastic settlements, century-old trees and Romanesque parishes.

  • Northwest Tuscany

    Relatively uncrowded between Florence and Pisa - Towns with true architectural beauty and charm: mazes of narrow streets, Romanesque churches and beyond them stretches a land of genteel spas such as Montecatini Terme.

  • Tuscany Coast

    Extensive beaches surrounded by high dunes and fresh pinewoods, characterized by clean water (certified blue flag beaches), interesting villages, and a background of the Apuan Alps.

See Regions of Tuscany


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Cities in Italy

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  • Venice  
  • Florence  
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Cortona: Point of Interest Map
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