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Sultana Downrigging Weekend

November 1, 2019 @ 12:00 pm - November 3, 2019 @ 6:00 pm

It began back in 2001 largely as a lark when the newly launched schooner SULTANA and the PRIDE OF BALTIMORE II paired up for a casual sail on the Chester River the weekend before both vessels “downrigged” for the winter. The combination of a stiff breeze, fall colors at their peak and thousands of waterfowl overhead made it a day few onboard would soon forget. “We’ll have to do this again next year,” remarked both captains – and thus Sultana Downrigging was born.

Almost two decades later, the event has grown to be one of the largest Tall Ship rendezvous in the country. This year the event showcases the all-new Port of Chestertown Marina and is further enhanced by the addition of a three-day bluegrass festival. Visitors can expect to see a waterfront packed with ships and wooden boats, performances by the region’s best bluegrass musicians, great food in the festival’s new waterfront village, lectures by nationally recognized authors, activities for children, opportunities to sail on the visiting Tall Ships and the chance to spend the weekend in Chestertown – one of America’s best-preserved historic seaports. Don’t miss it!


November 1, 2019 @ 12:00 pm
November 3, 2019 @ 6:00 pm
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Chestertown, Md.
MD 21620 United States + Google Map