Chesapeake Beach

This Virginia Beach cycling route offers a refreshing escape into the natural beauty of First Landing State Park, guiding you through diverse landscapes like cypress swamps, maritime forests, and past sand dunes. You'll experience the unique atmosphere of the Cape Henry Trail, which winds through shaded paths and offers glimpses of the Chesapeake Bay, providing a scenic backdrop for your ride.

Rated as easy, this 27.9-mile (45.0 km) loop with only 171 feet (52 metres) of elevation gain is perfect for a relaxed outing, typically completed in about 1 hour and 51 minutes. The terrain on the First Landing State Park bike trails includes a mix of hard-packed gravel and dirt, with some sandy sections, so consider tires at least 700x35mm wide for the most comfortable ride. It's a family friendly cycling First Landing State Park option, suitable for various skill levels.

First Landing State Park holds significant historical value as the first landing site of English colonists in 1607, adding a layer of rich context to your ride. The park's well-preserved ecosystems are nationally recognized, making it a world-class biking trail close to urban Virginia Beach. This loop also offers the opportunity to connect to the Virginia Beach Boardwalk for extended oceanfront views, blending natural exploration with coastal charm.