Winter Training on Lake Como

February 4-11, 2026
Ski, Bike & Row
Intermediate - Rolling Strong
Starts at $3790/person

Relive the grit and camaraderie of your varsity spring training days on this action-packed retreat to Lake Como, where each sunrise invites you to push limits and soak up breathtaking scenery. Spend crisp mornings carving down alpine slopes, trade your skis for a bike to conquer rolling lakeside climbs, and glide across Como’s sparkling waters in sleek rowing shells. Long days are fueled by sweat, laughter, and shared determination, ending with hearty meals and the satisfaction of muscles well used. It’s a perfect blend of adventure, endurance, and nostalgia — a chance to train hard, reconnect with your athletic spirit, and savor the joy of moving through stunning landscapes with a like-minded crew.

This is meant to give you a general idea of the daily schedule. We may adjust the schedule based on weather.

Day 1: Airport Transport & Bike Fitting

Get your bearings and take in the Tuscan scenery in it’s best season—fall!

Day 2:  Crete Senesi & Pienza

Ride 1: 60km, 1200m elevation gain

Day 3: Strade Bianche & Vino Nobile: Montepulciano

Ride 2: 80km, 1500m elevation gain

Day 4: Siena Behind the Walls

Ride 3: 80km, 1200m elevation gain

Day 5: Montalcino Wine Passage

Ride 4: 90km 1500m elevation gain

Day 6: The Best of Strade Bianche

Ride 5: 60km, 1200m elevation gain

Day 7: Farewell & Airport Transport

Breakfast and group transport to Firenze Aiport

AM - Group pickup at Milan Malpensa Airport and transport to your Lecco hotel. Take time to settle in.  Afternoon bike fitting and explore the Lecco lakefront.

7:30pm Welcome dinner on the waterfront get to know the group.
Breakfast at your hotel

9am Bike Departure from your hotel. Ride through Italian mountain towns, past small lakes and up historic hills to reach the Ghisallo Pass where a cycling museum and chapel to honor cyclists marks the historic biking road.

Estimated arrival in Bellagio noon with option for a picturesque lunch. 13 mile lakeside ride to return to the hotel. Return on your own time or with the guide by 3pm. 

7:30pm You're in Italy. It's time for great pizza!

Breakfast at your hotel

9am Van Departure to Piani di Bobbio. Take on the trails at our most local skiway, just 30 minutes up the road. It’s the Dartmouth Skiway equivalent, Pre-Alps style. 

Aperitivo at the ski hill and an authentic local dinner on the return ride to Lecco. 
Breakfast at your hotel

9am Bike down to the local rowing club for a morning row

Enjoy a day off in Lecco, or take the train into Milan to visit the Duomo and Castle Sforzesco

Dinner on your own.
Breakfast at your Hotel

8am Departure for Chiesa Valmalenco. Head up to the high Alps near the Swiss border for bigger mountain skiing. 

7:00pm Partake in the local delights of the high mountain tradition on the way back.
Breakfast at your Hotel

9am Take to the waters of the Lake once again for a picturesque row in singles and doubles. 

Optional afternoon bike ride on remote roads for 1000meter elevation gain.

7:30pm A modern take on Italian food with all local ingredients, featuring chefs and owners who are passionate about Boston and the Charles River. 
Breakfast at your Hotel

9am Bike to the abandoned luxury city, Consonno, which was built in the 60s as a summer escape for the people of Milan. With views of Lake Como, this was a spot for the elite, a "Land of Toys". When a landslide struck in 1976 the only road to Consonno was destroyed, cutting it off from the world. Tourism vanished overnight. We will bike the challenging climb to this ghost town covered in graffiti and return on quiet agricultural hills. 

Estimated Return to Lecco 1pm.

8:10pm Olympic Women's Hockey Preliminary Game
Breakfast at your Hotel and transport to ​Malpensa airport.


 

Hotel

6-night stay at Agriturismo il Molinello in the heart of Tuscany and the Crete Senesi

 

6 Curated Dinners

Savor 6 unforgettable dining experiences designed to feature dishes of the Tuscan region, one of the dinners being prepared by you! Water included at each dinner.

 

Bike Rental *Extra Cost*

Bianchi Impulso Comp Gravel, our fast and comfortable strade bianche steed. $250 Bike storage each night and mechanical assistance included for all. (7 days)

 

Guide

Professional, English-speaking guides for each ride, including ex-pro Alberto Elli.

 

Lunch

A buffet lunch will be offered after each ride back at the Agriturismo. Coffee and snack stops will be built into each ride at our guides’ favorite spots!

 

Off the Bike Activities

Enjoy cultural experiences off the bike: olive oil tasting, wine tastings, cooking classes, and a lavender workshop.

 

Fuel & Swag

Daily ride energy bars and gels, Bike It! / GRVL Camp Swag Bag

 

Airport Transfers

Group Arrival Transfer from Florence to Asciano and departure transfer from Asciano to Florence

 

Breakfast

Daily Breakfast buffet at your hotel

Not Included

Airfare, Travel/Personal Insurance, Alcoholic Beverages at Dinner, Anything not specified

Available at Extra Cost

Bike Rental: $250 Single Room Supplement: $450

SIGN-UP!

Lock in your spot by November 20, 2026 to secure current tour pricing and hotel accommodations. After November 20, we will confirm availability and pricing with you before finalizing your reservation. A 50% non-refundable deposit is required to confirm participation.

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. Lock in your spot by February 21 to secure current tour pricing and hotel accommodations. After February 21, we will confirm availability and pricing with you before finalizing your reservation.

Double Occupancy - Full Payment

$ 3790
  • Price per person based on Minimum of two packages for double occupancy shared room.
  • Opt to pay your full trip in one transaction.

Single Occupancy - Full Payment

$ 4480
  • This package provides for a single room for one traveler.
  • Opt to pay your full trip in one transaction.
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