Daily Details

Meet your guides at the airport and transfer to the charming mountain town of Tirano. After a professional bike fitting, take a short warm-up spin north along the local bike path to stretch your legs and get comfortable on the bike. Enjoy a relaxed evening exploring Tirano and dining on local specialties. 

7:30pm Welcome dinner to get to know your guide and walk through the full itinerary.
Breakfast at Your Hotel

Embark on the UNESCO train ride often called one of the most beautiful in the world. Pass over 196 bridges, through 55 tunnels, and past 24 church parishes. Climb over the high Bernina Pass en route to Switzerland's luxurious San Moritz. Spend the afternoon in Switzerland before returning to Tirano for dinner.

7:30pm Wine inspired dinner.
Breakfast at your Hotel

9am Bike Departure. Today’s route follows the dedicated cycle path through the lush Valtellina Valley, with a climb into the terraced vineyards above. We'll talk about some of the major differences between navigating with the bicycle and training indoors. Learn the essentials of gear shifting and braking while riding through scenic countryside.

Distance: 19 miles / 30 km
7:30pm Group dinner in downtown Sondrio 
Sleep in Sondrio
Breakfast at your Hotel

9am Bike Departure. Ride through apple orchards, farmland, and quiet riverside paths on your way to Morbegno. Along the way, enjoy a cheese tasting stop before arriving at your countryside retreat for the evening. Today’s focus is on spatial awareness and riding safely in mixed environments, preparing you for future road adventures.

Distance: 22 miles/ 35 km
7:30pm Tasting menu at the hotel’s restaurant
Sleep in Morbegno
Breakfast at your Hotel

9am Bike Departure. Follow the cycle path to Colico for a scenic lakeside lunch, then transition from protected paths to secondary and lake roads for your first taste of real-world riding. Arrive in the romantic town of Varenna, explore its tight alleyways and bright colors, then take the ferry to Bellagio — the jewel of Lake Como.

Distance: 25 miles/ 41 km
7:30pm  Celebrate all your hard work with dinner in Bellagio and a view to remember.
Sleep in Bellagio
Breakfast at your Hotel

9:30am Bike Departure. For your final ride, take on the classic Onno-Ghisallino loop to the legendary Madonna del Ghisallo Cycling Museum — a must-visit for any cyclist. Your guide will show you the ropes when it comes to long, sustained Alpine climbs, talking strategy, body positioning and providing some motivation. Celebrate your progress and newfound confidence at this historic site with high views of the Pre-Alps and Alpine mountains. Afternoon transfer to Milan to continue your Italian adventure.

Distance: 22 miles/ 35 km