Allow Tuscany to woo you on this seven-night vacation to captivating Cortona—the walled-city where much of the 2003 romantic comedy Under the Tuscan Sun was filmed.
Believed to be one of Italy’s oldest towns, Cortona is littered with historic gems, including a 13th-century town hall and the Museo Diocesano, packed with artistic treasures. This hilltop locale is also home to the grand Basilica of Santa Margherita and an active monastery.
In Siena, roughly an hour from Cortona, take in the vast and beautiful Cathedral of Santa Maria Assunta, along with its adjoining baptistery. Additionally, roam the main square and spend time staring at the ceiling of the Piccolomini Library within Siena Duomo.
An hour south of Cortona is Orvieto. Here, survey the cypress-dotted Umbrian landscape, feast your eyes on dazzling mosaics inside the city’s cathedral, and descend into St. Patrick’s Well, a marvel of Renaissance engineering.
In Montepulciano, meander around the main square, Piazza Grande, and appreciate the Church of the Madonna di San Biagio. Consecrated by Pope Clement VII in 1529, the church features large arches and bell towers.
Wrap up your trip with a visit to Assisi—the birthplace of St. Francis, one of Italy’s patron saints. Explore the upper and lower portions of the Basilica of Saint Francis, as well as the Assisi Civic Museum and Roman Forum.
Take the next step with us—check out this trip’s official brochure. It includes the complete itinerary and booking information.
Trip Name: Hill Towns of Italy
Date: May 26–June 3, 2020
Tour Operator: AHI
Price: From $3,545 per person, based on double occupancy.