Sultana’s Downrigging Weekend and Bluegrass Festival has evolved into one of the largest annual Tall Ship gatherings on the East Coast and is combined with 3 days of live bluegrass music and entertainment. Visitors to the festival can expect to see a waterfront packed with ships, schooners, and wooden boats; performances by world-class musicians; lectures by nationally recognized authors and filmmakers; plenty of opportunities to go sailing as part of a fleet of “Tall Ships”; and the chance to spend the weekend in Chestertown – one of America’s best preserved historic seaports.