Day 1 – Arrival in Cortona
Arrive in Cortona, the setting for Francis Maye’s best seller, Under the Tuscan Sun
Day 2 – Cortona – Poggiolo 45 km
Enter Umbria and cruise by Lake Trasimeno, whose shores shelter bamboo, migratory birds and lovely villages surrounded by olive groves. Take a boat to Isola Maggiore where old ladies weave lace and fishermen mend their nets. Today’s destination is a B&B in the countryside near Perugia. Dinner included.
Day 3 – Poggiolo – Bevagna 50 km
As you cycle through the heart of Umbria, pause to visit Deruta, famous for its ceramics, and Torgiano, home of Umbria’s finest wines, produced by Giorgi Lungarotti. Visit their wine museum, which also includes medieval machinery. Settle in for two nights in Bevagna.
Day 4 – Bevagna Loop Ride 53 km
Enjoy the day ride into Assisi and tour the city’s artistic highlights. (The Basilica of St. Francis is still being repaired and only the upper part will be open to visitors.) Take the time to immerse yourself in its life as you explore the winding streets of the pink city. Continue on an easy ride along the Subasio slopes to the small town of Spello, a perfectly preserved town still encircled by Roman walls.
Day 5 – Bevagna – Todi 40 km
Cycle into the heart of the wine country to Montefalco, nicknamed “the balcony of Umbria” because of its spectacular views. It’s also famous for its wine. Don’t miss the dazzling Renaissance frescoes painted by Benozzo Gozzoli in the 15th century in the huge church of San Francesco. Continue through the Umbrian hills to the hilltop town of Todi. Visit the impressive Piazza del Popolo, one of the most striking squares in Italy, designed so that narrow exits at each corner could be closed off and the square defended. Be sure to see the Palazzo as well, one of the oldest surviving public buildings in Italy.
Day 6 – Todi – Orvieto 45 km
Wind through the rugged, beautiful landscape. Pause to enjoy the views over Lake Corbara before reaching the Etruscan town of Orvieto, perched atop reddish-brown cliffs of soft, volcanic tufa stone. Visit the Duomo, considered the finest cathedral of its period in Italy and home of some amazing frescoes by Signorelli.
Day 7 – Departure
Catch a train from Orvieto to your next destination
** Shorter itineraries available.