Life on the Chesapeake: Annapolis, Maryland
A Sailor’s Paradise
Annapolis, Maryland, known as “America’s Sailing Capital,” boasts a rich maritime history and a thriving sailing community. With 534 miles of shoreline on the Chesapeake Bay, Annapolis offers unparalleled opportunities for sailing enthusiasts of all levels.
Historical Roots
In the mid-1600s, Annapolis’s shallow harbor and proximity to the Chesapeake Bay and Atlantic Ocean made it an ideal shipping port for tobacco exports to London. Maryland’s colonial governor, Francis Nicholson, recognized its strategic importance and moved the capital of Maryland to Annapolis in 1694.
The Rise and Fall of Fishing
During the late 1700s, as colonies shifted from tobacco to grain exports, Annapolis’s shallow harbor became too small for the larger ships required. Baltimore emerged as the dominant shipping port, leaving Annapolis in search of a new identity.
In the 1800s and 1900s, fishing vessels filled the void in the harbor. New England fishermen flocked to Annapolis to harvest oysters, which thrived in the pristine waters of the Chesapeake Bay. However, overfishing and pollution led to a decline in the oyster population by the mid-1900s.
The Revolution of Fiberglass and Recreational Boating
The invention of fiberglass in 1938 revolutionized recreational boating, making it more accessible and affordable. Sailors like Jerry Wood established sailing schools and organized sailing races in Annapolis, drawing attention to the city’s sailing potential.
Annapolis Sailing School and Wednesday Night Races
Annapolis Sailing School, founded in 1959, has become the oldest and largest sailing school in the country. Its “Little Sailors” program introduces children as young as five to the joys of sailing. The school also hosts the renowned Wednesday night races, a tradition that has been running since 1950 and attracts over 100 vessels each week.
Yacht Clubs and Regattas
For veteran sailors, Annapolis offers a vibrant yachting community with numerous yacht clubs. Regattas, both large and small, are scheduled throughout the season, including the prestigious Volvo Ocean Race, which has stopped in Annapolis several times.
A Quaint Town with a Maritime Heart
Beyond its sailing scene, Annapolis is a charming town with a rich maritime heritage. The Maryland State House, built in 1789, overlooks the city’s waterfront. Main Street, lined with colonial brick buildings, leads down to the city dock. The United States Naval Academy sits on a nearby shoreline, offering historic tours and scenic views of the Chesapeake Bay.
Celebrating the Bay
Annapolis celebrates its connection to the water through various events and institutions. The Annapolis Maritime Museum honors the work of the watermen and the history of the boat culture. The National Sailing Hall of Fame showcases the achievements of legendary sailors. The Maryland Maritime Heritage Festival, held annually, features music and entertainment inspired by the Chesapeake Bay.
Living the Sailing Life
For locals like Jennifer Brest, sailing is an integral part of everyday life. As owner of the Woodwind II schooner, she offers public cruises and private charters, sharing her passion for sailing with visitors. The sailing community in Annapolis is close-knit and social, with frequent gatherings and collaborations.
Annapolis offers a unique blend of history, natural beauty, and a vibrant sailing culture. Whether you’re an experienced sailor or simply looking to experience the maritime charm of the Chesapeake Bay, Annapolis is a destination not to be missed.