Captain John Smith Chesapeake National Historic Trail

Follow in the wake of Smith’s journeys on the Captain John Smith Chesapeake National Historic Trail, America’s first national water trail. Experiencing the Bay first-hand, you can imagine what it may have been like for Smith’s hardy crew, seeing the Chesapeake’s shorelines and tributary rivers for the first time. With nearly 3,000 miles of trail route, there are countless ways to enjoy the trail. You can paddle or boat along numerous water trails; pick a driving tour or other trail exploration from our suggested itineraries; and discover the best places to experience the authentic Chesapeake.