A high-pedigree classic American sailing yacht, custom-built in Southwest Harbor, Maine. Her full story, the refit, the racing, and return to the water, is being readied. Make and mend.




Launched from the Sou’wester line at Southwest Harbor, Maine, and delivered to her first family.
Purchased from the original owner’s family, her first change of hands in nearly fifty years.
Returned to the water for the first time in fifteen years, then made way from Sag Harbor, New York to Chicago, Illinois by the Erie Canal and the Great Lakes.
Stripped to the bones, inside and out. The original engine lifted out, the first step of a complete restoration.
Anticipated relaunch, rigged and ready for sea trials on Lake Michigan.
From 2028 onward, East Coast and Caribbean seasons under the burgees of the Chicago Yacht Club and the Storm Trysail Club.
Founded in 1928, the Hinckley Company is among the most revered names in American yachtbuilding; a byword for handcrafted teak, faired hulls, and understated good taste. Challenge is a Sou’wester yawl from that line, built to the exacting standard that has kept Hinckley yachts sailing, and sought after, for generations.
Founded in 1875, one of the great institutions of Great Lakes sailing and home of the Race to Mackinac, the oldest annual freshwater distance race in the world.
An offshore club whose membership is earned at sea rather than ashore. Since 1938, a standard-bearer for seamanship, safety, and serious bluewater racing.