1978-79 ? Competition inaugurated (won by Devonshire Colts).

2001-02 ? Wolves the last winners of original competition.

2002-03 ? Tournament altered and played between Bermuda XI and Jamaica Under-23 national team.

2003-04 ? Barbados defeats Bermuda?s national team to become first and only overseas team to win the tournament.

2004-05 ? CCS Group become competition?s new sponsors and rename tournament Dudley Eve Champions Cup and extend it to include the top four First Division teams at the Christmas break. Dandy Town defeat Devonshire Cougars on penalties to become inaugural Dudley Eve Champions Cup winners while Devonshire claim the First Division title.

2006 ? CCS Group withdraw their sponsorship, paving the way for Government to take over and inject $150,000 over a ten-year period and rename the competition the Premier?s Dudley Eve Cup.