In 1990, the Clippers would fall to the Orangeville Crushers of the Mid-Ontario Junior C Hockey League 4-games-to-1 in the Clarence Schmalz Cup OHA provincial quarter-final.

Their western co-champions, the New Hamburg Spirit 83's would fare no better, dropping one of the other quarter-finals in four-straight games to the Great Lakes Junior C Hockey League champion Belle River Canadiens.

Clippers changed their name to the Port Dover Sailors and applied for membership in the Ontario Hockey Association Junior Development League.

Assistant Captain Nick D’Agostino set a new record for Points in a Season and won Most Sportsmanlike Player.

Completing their first franchise sweep over the Dunnville Mudcats 4-0, and also won there first 2nd round series game (Jr.C) dating back to the 1990-91 season.