In 1965, on the Eastern Shore of the Chesapeake Bay, there was the last operating fleet of sailing work boats in the United States. Forty-odd "Skipjacks" were still used by Maryland watermen to dredge up oysters from the Bay. At that time, the fleet had survived because of a Maryland conservation law which prohibits the use of motor power for oyster dredging. The watermen traditionally marked the opening of each oystering season with a skipjack race which the Maryland State Tourist Board incorporated into its annual "Chesapeake Bay Appreciation Day."

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