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Gaiole in Chianti Vacation Packages

Gaiole in Chianti is an important city within the Chianti Classico region, located along the river Massellone and on the road connecting Chianti to Valdarno. It had its origins in mediaeval times as the market for the Castles of Vertine and Barbischio. As a matter of fact, since it was a marketplace, it never had the need for defensive walls such as those in Radda in Chianti. Moreover, the main attractions in Gaiole in Chianti are the stylish wineries in its surroundings which include beautiful castles and amazing parish churches. Believe it or not, among the most beautiful is the Parish Church of Spaltenna, displaying a valuable 15th century crucifix, the Castle of Vertine, a small medieval walled village, and the Abbey of Coltibuono, a former monastery now turned into a wine estate.

Best Gaiole in Chianti Vacation Packages:

Chianti Getaway (Self Drive)

7 nights from $544*

Discover one of the most beautiful and famous areas in all Italy!. Make your homebase in Florence and with your Renta Car visit the whole area at your own pace; to the charming Chianti Wine Region (offering a unique landscape, with green, gentle hills covered with wide fields of vineyards and olive groves, small stone villages, characteristic parishes and countryside homes in stone and of course, its worldwide Chianti Wine, made primarily with Sangiovese grapes). Drive back to Florence to drop off the car and finisht this trip with one last night stay. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

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Other Gaiole in Chianti Vacation Packages:

Gaiole in Chianti

Gaiole in Chianti


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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Gaiole in Chianti: Point of Interest Map
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