1991-1995 Derby Winners List
* =Derby Record
# =Grand Prize Winner
| Year | Area | Name | Town | Weight | Photo | |
| 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 | # | |||
| Bass | (shore): | Buck Martin | 54.74 | |||
| (boat): | Aaron Corsetti | 46.86 | ||||
| 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 | ||||