C
Challenge
USA 48003
Hinckley Sou’wester Yawl

Built for the far horizon

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.

The Refit
In the shed
A full stem to stern refit of Challenge is underway, inside and out. Follow along in the log.
Read the log →
The Campaign
2027-28 Season
Chicago off-shore racing highlights: Solo Mac, CYCRTM, Verve. Then off to the Caribbean for the winter race circuit.
Photo Shoots & Image
Sittings
A classic yacht available, on a limited basis, for clothing, lifestyle, and other shoots. Film & still.
Making for Chicago
A new home port on the Great Lakes.
The story so far
1975
Built by Hinckley

Launched from the Sou’wester line at Southwest Harbor, Maine, and delivered to her first family.

The Hinckley Sou’wester sail plan from the original brochure
2024
A new chapter

Purchased from the original owner’s family, her first change of hands in nearly fifty years.

2025
Back to the water

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.

Challenge in the slings at Sag Harbor Yacht Yard
2026
Full refit begun

Stripped to the bones, inside and out. The original engine lifted out, the first step of a complete restoration.

The original engine lifted out of Challenge in the boatyard
2027
Return to the water

Anticipated relaunch, rigged and ready for sea trials on Lake Michigan.

2028
Cruising and racing

From 2028 onward, East Coast and Caribbean seasons under the burgees of the Chicago Yacht Club and the Storm Trysail Club.

The Hinckley Company
Built by Hinckley · Southwest Harbor, Maine

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.

Sailing under burgee
Chicago Yacht Club

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.

Crossed burgees of the Chicago Yacht Club and the Storm Trysail Club
Storm Trysail Club

An offshore club whose membership is earned at sea rather than ashore. Since 1938, a standard-bearer for seamanship, safety, and serious bluewater racing.