1
Bike to the ferry dock to begin, just like they do for the famed Chilly Hilly, an organized 33-mile ride held every February, rain, snow or shine. You can also rent a bike right at the ferry terminal from Classic Cycle.
2
About 16 miles in, you’ll hit Battlepoint Park. Happen to have a tennis racket strapped to your back? Lob a few balls while you’re there. Otherwise, take a walk around before getting back on the bike. The 3 miles of trails in the park are flat, and pass a pond where you’ll get to see ducks.
3
Another nine miles and it could be time to refuel. Stop for pizza at the Treehouse Café and then grab a baked good for the road at Pane d’Amore right next door.
4
When you roll back into Winslow, after 33 miles and almost 3,000 feet gained, you’ll be right on track for the next event to begin. Check out a kayak at Back of Beyond and dig in a paddle at Waterfront Park.
5
Plan a few days ahead and line up a massage near enough to limp to. Winslow Massage, is just off the main drag in Winslow — an appointment is needed. Or try any of many fine massage therapists on island.
