Welcome to the Bay
Captains Bob and Lenny invite you to explore the rich history and waters of the Chesapeake Bay. Step back to 1607, a time before modern powerboats, bridges, or railways transformed the landscape.
Colonial Bay
In December 1606, Commodore Christopher Newport set sail from England, eventually landing at Jamestown in May 1607 alongside Captain John Smith. As England's first permanent American settlement took root, early colonizer reliance on indigenous Powhatan guidance laid the foundation for expanding maritime trade across the Bay's 150-plus tributaries.
Following mid-seventeenth century conflicts and British economic consolidation, port cities like Annapolis, Williamsburg, and Baltimore rapidly expanded. The Chesapeake Bay developed into an essential mid-Atlantic commercial network and cultural crossroads, bringing together diverse populations and circulating political ideas that eventually fueled the American Revolution.
Nineteenth Century & Modern Era
Throughout the nineteenth century, steamboats expanded transport across the estuary. During the Civil War, the Bay served as a pivotal strategic site, hosting famous naval engagements like the battle between the ironclads C.S.S. Virginia and U.S.S. Monitor.
Today, the Chesapeake Bay remains vital for naval operations, commercial shipping, and recreation. Charter for Veterans brings former service members onto these historic waters to share camaraderie, build community, and enjoy rewarding days on the Bay.
Cheers


























