From Spin Class to Cycle Path

2026: August 9-14
6 Days/ 5 Nights
E-bike - Rolling Strong
4-12 people
$4400/person

Ready to take your strength from the screen to the streets? This five-day cycling adventure is designed specifically for Peloton and indoor riders eager to experience the joy of outdoor riding in one of Italy’s most scenic cycling regions. Ride the smooth bike paths of the Valtellina Valley, refine your skills, and gain the confidence to handle real-world terrain, shifting, braking, and road awareness — all while indulging in local wines, farm-to-table cuisine, and breathtaking mountain views.

From the alpine town of Tirano to the sparkling shores of Lake Como, each day blends skill-building rides with cultural immersion. With expert guides, handpicked accommodations, and daily coaching on technique, you’ll finish the tour ready to tackle the open road — and inspired by the freedom of cycling Italy’s most beautiful landscapes.

Daily Itinerary

Day 1: Airport Transport & Bike Fitting

Group pick up from Milan Malpensa Airport. Transport to Tirano, Alpine town.

Day 2: Bernina Express to San Moritz

Embark on the UNESCO train ride claimed to be one of the most beautiful in the world. Climb over the high Bernina Pass en route to Switzerland's luxurious San Moritz.

Day 3: Tirano to Sondrio - Gearing up for the ride

Follow the cycle path and take your first climb into the wine hills above Sondrio. Practice using your gears. 19 miles / 30km

Day 4: Sondrio to Morbegno - Finding Your Flow

Ride through apple orchards, and quiet riverside paths as you practice spatial awareness. 22 miles / 35km

Day 5: Morbegno to Lake Como – The Road Beckons

Follow the cycle path to Colico transitioning to secondary and lake roads for your first taste of road riding. You’re ready. 25 miles / 41km

Day 5: The Pilgrimage & Airport Transfer

Take the cyclists pilgrimage up the Madonna del Ghisallo Pass as your first full road ride. 23 miles / 35km

Highlights

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


What's Included

 

Hotel

5-Night total stay in 3-star or better hotels with Double Occupancy rooms. Select Single Occupancy supplement if you would like your own room.

 

Bike Rental

Bianchi T-Tronik X 2026 front suspension e-mountain bike. E-Road bike upgrade available. Mechanical assistance & bike storage and charging each night. (6 days)

 

Guide & Follow Van

Benefit from the passion, knowledge and enthusiasm of bike guides who will show you the ropes on how to use your bike, coach you along the way, and share local history and lore. Follow van will transport your luggage between hotels each day and provide a break for those who need it.

 

5 Curated Dinners

Savor five unforgettable dining experiences, where exquisite local flavors feature and each meal stands out from the last. House Wine included with each meal.

 

Bernina Express

A ride on the famous UNESCO Swiss train for a round trip ride to San Moritz.

 

Alpine Picnic Lunch

Enjoy three Alpine Picnic Lunches along the bike trail.

 

Airport Transfers

Group Arrival and Pick up Transfers to and from Milan Malpensa Airport

 

Breakfast

Daily Breakfast buffet at your hotel

Not Included

Airfare, Travel/Personal Insurance, Alcoholic Beverages at Dinner, Daily Lunch, Ski Rental, Anything not specified

Spin to Cycle Italy: Sign Up Now

Click “Sign Up Now” to enroll and pay securely via PayPal. If you prefer to pay by Zelle, U.S. bank check, or Wise, simply email us to complete your registration. Prices below are per person based on standard hotel accommodations. For a quote including 4-star or 5-star hotels in Bellagio, please contact us by email.

Double Occupancy - Full Payment

MOST POPULAR
$ 4400
  • Price per person based on Minimum of two packages for double occupancy shared room.
  • Opt to pay your full trip in one transaction.
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Single Occupancy - Full Payment

$ 4790
  • This package provides for a single room for one traveler.
  • Opt to pay your full trip in one transaction.
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Double Occupancy - Installment

MOST POPULAR
$ 2200
  • Price based on Minimum of two packages for double occupancy shared room.
  • Initial 50% non-refundable deposit due to lock in your spot on the tour.
  • Second payment due 60 days in advance of the start of the tour.
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Single Occupancy - Installment

$ 2395
  • This package provides for a single room for one traveler.
  • Initial 50% non-refundable deposit due to lock in your spot on the tour.
  • Second payment due 60 days in advance of the start of the tour.
SIGN UP NOW
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