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Cyclists riding along a lakeside road surrounded by trees with a banner reading ‘The Road to Hyannis Port – A Fully Supported Event.’

Routes

All routes are all well marked and fully supported. Rest stops along the ride routes feature energy food and drinks, bathrooms, and mechanical and medical assistance. As part of the five-star experience, all rides are assisted by support vehicles and law enforcement officers once underway. We also have sweep vans, ride officials and course marshals that make sure no participant is left behind.

100-Mile Ride

Starting at the JKF Library, riders wind their way south along quiet country roads, through quaint New England towns to Duxbury Bay, pass through Myles Standish Forest, and then trace the Cape down to Sandwich on your way to Hyannis Port. The terrain is rolling to flat, without any long climbs.

Start Time: 7:00 am from the JFK Library    |    Rest Stops: 5    |    Total Elevation: 4,961 ft.
Ride with GPS Map (route export available)

55-Mile Ride

Starting in the town of Carver, riders follow the last 55 miles of the 100-mile route. You’ll pass through Myles Standish Forest before following the Cape down to Sandwich on the way to Hyannis Port. The terrain is rolling to flat, without any long climbs.

Start Time: 9:30 am from CVS in Carver    |    Rest Stops: 2    |    Total Elevation: 2,274 ft Ride with GPS Map (route export available)

20-Mile Ride

Departing from Sandwich, Cape Cod’s oldest town, riders follow the last 20 miles of the 100 and 55-mile routes through the heart of the Cape to Hyannis Port. The terrain is rolling to flat, without any long climbs. There are no rest stops along the way, but there are official support cyclists and vehicles on the road.
Start Time: 10:30 am from CVS in Sandwich    |    Rest Stops: 0    |    Total Elevation: 869 ft Ride with GPS Map (route export available)

5K Run/Walk

Beginning at the Craigville Beach Finish Line in Hyannis Port, runners and walkers follow a mostly flat route through historic Hyannis Port, around Lake Elizabeth, and back to the beach.
Start Time: 9:30 am from Craigsville Beach    |    Rest Stops: 0    |    Total Elevation: 102 ft See Route