Travel through the breathtaking Italian countryside to visit two of Italy’s most iconic destinations, steeped in history, culture, and cinematic beauty.

Cortona, a picturesque hilltop town in Tuscany, became world-famous as the setting for Under the Tuscan Sun, capturing the essence of Italy’s charm and romance. Stroll its medieval streets lined with artisan boutiques, admire centuries-old architecture, and take in sweeping views of the Tuscan landscape, including Lago Trasimeno. Whether indulging in local wines and delicacies or soaking up its timeless atmosphere, Cortona transports you into the heart of Tuscany’s idyllic countryside.

Continue to Assisi, one of Christianity’s most sacred destinations and the birthplace of St. Francis, founder of the Franciscan Order. This UNESCO World Heritage site draws pilgrims from around the world with its spiritual significance and architectural wonders. Explore the Basilica of Saint Francis, home to Giotto’s legendary frescoes, and visit the Basilica of Santa Chiara and Piazza del Comune. As you walk its peaceful streets, feel the town’s deep religious heritage and centuries of devotion.

Conclude your journey with a relaxing ride back to Rome, reflecting on the beauty, history, and inspiration found in Cortona and Assisi.