Coast to Coast Classic
An epic cross-country journey from the Adriatic to the Tyrrhenian

Duration7 days / 6 nights
DifficultyChallenging
TypeGuided / Self-Guided
Meeting PointPesaro
End PointOrbetello
PeriodMarch to October
BikeRoad Tech

About the Tour

Cross the heart of Italy on our Coast to Coast Classic journey. From the Adriatic swells of Pesaro to the crystalline waters of the Tyrrhenian Sea at Orbetello, this meticulously designed route traverses the rugged beauty of the Apennines and the golden hills of Umbria.

Experience the sheer diversity of the Italian peninsula: the dramatic Furlo Gorge, the spiritual silence of Assisi, and the timeless elegance of Todi, finishing with the refreshing sea breeze of Monte Argentario. It's a cross-country odyssey that combines physical challenge with unmatched scenic and cultural rewards.

Included / Not Included

Included
  • Professional cycling guide for the entire tour
  • Selected hotel accommodations with breakfasts
  • Luggage transfer and logistical support
  • High-quality GPX tracks and navigation app
  • Technical briefing and route presentation
Not Included
  • Flights to and from Italy
  • Bicycle rental (available as an extra)
  • Lunches, dinners, and personal expenses

Day-by-Day Itinerary

Arrival in Pesaro. Check-in and welcome briefing. Explore the home of composer Giacomo Rossini and the Adriatic shoreline.

Following the ancient Via Flaminia. Ride through the dramatic Furlo Gorge to the medieval town of Cagli at the foot of the Apennines.

Cross from the Marche into Umbria. A steady climb leads to Gubbio, one of Italy's most austere and beautiful medieval centers.

Pedal through the rolling green hills of Umbria to reach Assisi, the city of Saint Francis and a UNESCO jewel.

Ride southward through the Tiber Valley to the hilltop town of Todi. Enjoy the quintessential Umbrian atmosphere and fine local wines.

The final push westward. Leave the hills for the Tyrrhenian coast. Arrive at the Orbetello lagoon, looking out at Monte Argentario.

Breakfast and end of services. Transfer available back to the north or to the international airports of Rome.

Photo Gallery