Day One: Provincetown & the Province Lands
Start your journey with a day ride around P’town and the surrounding trails, warming up your legs and getting comfortable on your bikes before taking them on the road. This ride is a little shorter than the others, so there is plenty of time for checking out shops, art galleries, and cafés. The highlight is the Province Lands Bike Trail, which winds through woods, traverses dunes, and swings by several beaches. But don’t let the lower mileage fool you: There are hills to climb (and zip back down!), so fuel up with breakfast in town and pack a hearty lunch to enjoy once you reach Race Point Beach. Don’t forget your camera: The trail offers surprising amounts of fall color and some of the most scenic views of Cape Cod National Seashore.