| Delaware High School Softball All-Time Champions
| Year |
School |
Coach |
| 2005 |
Sussex Central |
John Wells |
| 2004 |
Caravel |
Tim Wampler |
| 2003 |
Caesar Rodney |
Pat Shields |
| 2002 |
Caravel Academy |
Skip Homiak |
| 2001 |
Caravel Academy |
Steve Baker |
| 2000 |
Caravel Academy |
Steve Baker |
| 1999 |
Caravel Academy |
Steve Baker |
| 1998 |
Indian River |
Stephen Botchie |
| 1997 |
St. Marks |
Guy Townsend |
| 1996 |
Brandywine |
Sandy Kupchick |
| 1995 |
Sussex Central |
John Wells |
| 1994 |
Padua |
Jerry Grasso |
| 1993 |
Smyrna |
Jo Carter |
| 1992 |
Wilmington Christian |
David Thompson |
| 1991 |
Caravel Academy |
Steve Baker |
| 1990 |
Archmere |
Paul Pomeroy |
| 1989 |
William Penn |
Rosemary Bianchini |
| 1988 |
William Penn |
Rosemary Bianchini |
| 1987 |
Claymont |
Michael Downes |
| 1986 |
William Penn |
Rosemary Bianchini |
| 1985 |
Claymont |
Michael Downes |
| 1984 |
Padua |
Fran O'Malley |
| 1983 |
Dickinson |
Bill Martin |
| 1982 |
Dickinson |
Bill Martin |
| 1981 |
St. Marks |
Tom Parkins |
| 1980 |
Padua |
Clare Downes |
| 1979 |
Lake Forest |
Al Wood |
| 1978 |
Concord |
Wayne Smith |
| 1977 |
Newark |
Lynea Mosteller |
| 1976 |
Milford |
Beverly Breeding |
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