A lone green buoy sways in the Severn River, a couple hundred feet off the Annapolis harbor. Roughly 150 sailboats float near it, ready, on their marks. Then, around 6 p.m., a flag raises, a gun shot sounds, and go! With the Chesapeake Bay Bridge providing the backdrop, the boats take off. They sail two miles out into the Bay then race back into the harbor, crisscrossing to avoid docked boats. The town watches as the boats pull to a finish, around 7:30, just past the drawbridge in front of one of the yacht clubs.
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This is not a special event, just a regular Wednesday evening in "America's Sailing Capital."
Annapolis and surrounding Anne Arundel County has enjoyed a long association with the water. The area boasts 534 miles of shoreline on the Chesapeake Bay and its tributaries, more than any other county in Maryland. Settlers in the mid-1600s found the shallow harbor—it's only 14-feet deep—and the proximity to the Bay and the Atlantic Ocean an ideal place from which to ship tobacco to London. Because of this convenient location, Maryland's colonial governor Francis Nicholson moved the capital of Maryland in 1694 from St. Mary's City to Anne Arundel Town, an area Nicholson soon renamed Annapolis in honor of Anne, the heir to the British throne.
During the late 1700s, as colonies began shipping more grains than tobacco, boats grew too large to fit in Annapolis's shallow harbor. Baltimore soon emerged as the next big shipping port, leaving Annapolis in search of a new identity.
"In the 1800s and 1900s, the vacuum in the harbor was filled with fishing vessels," says Jeff Holland, director of the Annapolis Maritime Museum. New England fishermen came south to harvest oysters. The shellfish, which eat sediment and algae in the water through an internal filtering system, abounded in the Chesapeake Bay at that time. There were so many oysters, says Holland, that they could filter the entire Bay—all 19 trillion gallons of it—in just 3 days. This made the water clear and pristine. Soon, says Holland, "local watermen picked up on the fact that they had a gold mine." And so did the harbor businesses as they began to cater to the fishermen.
By the mid 1900s, though, over-fishing and pollution led to a decline in the oyster population. "Today, we have a fraction of 1 percent of what we had," says Holland. As the fishing boom waned, the 1938 invention of fiberglass, which revolutionized recreational boating, began to shape the next phase of the Annapolis harbor. People no longer had to pay high prices for hand-made wooden boats; they could buy much cheaper sailboats made from fiberglass molds.
Sailors such as Jerry Wood, who founded the country's oldest and largest sailing school in 1959 in Annapolis and started the first in-water sailing show in 1970 in the area, helped bring attention to the tidewater town. Rick Franke, who started teaching at Wood's Annapolis Sailing School in 1968, now runs the program, which was created to offer adults sailing lessons. "It was a revolutionary idea in those days," says Franke. In 1996, the school allowed children to participate. Now hundreds of kids, some as young as five years old, learn to sail every year. "It's like a floating kindergarten," says Franke of the group they call "Little Sailors." High winds and very few rocks make the Chesapeake Bay an easy sail. The water is "a sailor's dream," says Holland. "It's essentially a big bathtub."
For more veteran sailors, yacht clubs in the area provide some healthy competition. Boat races, or regattas, big and small are scheduled throughout the season, and some of the die-hards even sail during the winter in what the community calls "the frostbite schedule." The regular Wednesday night races, hosted by the Annapolis Yacht Club, started in 1950 and run from May through October. Many locals look on from the harbor, others sail out a bit for a closer look at the action. Last year, the Volvo Ocean Race—an around-the-world competition considered by many to be the ultimate sailing race—stopped in Annapolis for the third time.
Although many sail to Annapolis for the optimal conditions, they stay for the quaint small town and sense of community. The rotunda of the Maryland State House, built in 1789, the oldest state house still in legislative use, is perched atop a small ridge in the center of town. Main Street, a pathway of colonial brick buildings filled with boutiques, ice cream parlors and restaurants serving up such fares as the area's famous crab cakes, slopes down to the city dock. The United States Naval Academy, which makes its home in Annapolis, sits on a rocky shoreline nearby. The school, which was established in 1845 at Fort Severn in Annapolis, left for safer waters in Rhode Island during the Civil War. It returned, though, and rehabilitated the campus, which is now open to the public for a stroll along the water.
The water has also contributed to a whole way of life celebrated by locals. In the last 30 years, groups such as Them Eastport Oyster Boys have created music about the Bay. In nearby Eastport, the Annapolis Maritime Museum honors the work of the watermen and the history of the boat culture. The museum staff includes its director Jeff Holland, who conducts business with his dog at his feet. "I came here on a sailboat and never left," he says. The museum hosts a lecture series and provides outreach programs for local youth. They are currently renovating the old McNasby Oyster Packing House, which once was the place to sell, shuck, pack and ship Chesapeake oysters. By the end of the year, Holland hopes to open the facility to the public.