
* =Derby Record
# =Grand Prize Winner
| Year | Area | Name | Town | Weight | |
| 1991 | |||||
| Bluefish | (shore): | Matt Perry | Vineyard Haven | 15.85 | |
| (boat): | Scott H. Terry | West Tisbury | 18.50 | # | |
| Bonito | (shore): | Steve Dowler | Oak Bluffs | 9.62 | |
| (boat): | Scott H. Terry | West Tisbury | 9.27 | ||
| Albacore | (shore): | Martin S. Fox | Millburn, NJ | 16.89 | |
| (boat): | John Novak | Marshfield, MA | 17.67 | ||
| 1992 | |||||
| Bluefish | (shore): | Larry A. Mercier | 17.35 | ||
| (boat): | Ernest L. Damlan | 16.77 | # | ||
| Bonito | (shore): | Mark F. Budresky | 9.92 | ||
| (boat): | Carlos T. Bartholomew | 10.43 | |||
| Albacore | (shore): | Robert D. Wilcoxson | 13.00 | ||
| (boat): | Domingo Canha | 14.23 | |||
| 1993 | |||||
| Bluefish | (shore): | Michael Tinus | 17.08 | ||
| (boat): | Earl Peters | 18.04 | |||
| Bonito | (shore): | David Desmarais | 9.87 | ||
| (boat): | Don MacGillivray | 10.50 | |||
| Albacore | (shore): | Robert Milne | 13.46 | ||
| (boat): | Marilyn Scheerbaum | 13.62 | # | ||
| 1994 | |||||
| Bluefish | (shore): | Daniel Bryant | 16.56 | ||
| (boat): | Matt Lakso | 17.26 | |||
| Bonito | (shore): | Dave Desmarais | 10.43 | ||
| (boat): | Gary Look | 12.44 | * # | ||
| Albacore | (shore): | David Vergara | 12.99 | ||
| (boat): | Thomas Goodale | 15.20 | |||
| Bass | (shore): | Richard Morris | 54.48 | ||
| (boat): | Donna Nagle | 53.52 | |||
| 1995 | |||||
| Bluefish | (shore): | Lori Vanderlaske (fly rod) | 18.69 | ||
| (boat): | Edwin Gentle III | 20.08 | |||
| Bonito | (shore): | Bill Ashak | 7.96 | ||
| (boat): | Steven Wood | 9.12 | |||
| Albacore | (shore): | Eric Brown | 13.15 | # | |
| (boat): | Mark E. Drinkwater | 12.01 | |||
| Bass | (shore): | Mike Alwardt | 57.82 | ||
| (boat): | Frank T. Doughery | 50.42 |