1985-1990 Derby Winners List
* =Derby Record
# =Grand Prize Winner
| Year | Area | Name | Town | Weight | Photo | |
| 1985 | ||||||
| Bluefish | (boat): | David Walton | New Bedford, MA | 19.20 | # | |
| Bonito | (boat): | Stan Brown and Doug Kudravetz (tie) | 9.00 | |||
| Albacore | (shore): | Harvey Kausel | Slingerlands, NY | 19.15 | ||
| Weakfish | (boat): | Sonny Beaulieu | Oak Bluffs | 16.50 | ||
| 1986 | ||||||
| Bluefish | (boat): | Bill Uniatowski | Oak Bluffs | 19.40 | # | |
| Bonito | (shore): | George Kudravetz | Alexandria, VA | 10.95 | ||
| Albacore | (shore): | Kevin Hall | West Tisbury | 15.60 | ||
| Weakfish | (boat): | Lee Welch | Edgartown | 16.90 | * | |
| 1987 | ||||||
| Bluefish | (boat): | Amy Musia | Evansville, IN | 17.16 | ||
| Bonito | (boat): | Cooper Gilkes III | Edgartown | 10.19 | # | |
| Albacore | (shore): | Keith Lewis | Vineyard Haven | 13.45 | ||
| (No Weakfish were caught) | ||||||
| 1988 | ||||||
| Bluefish | (shore): | Chris MacDonald | Needham, MA | 15.53 | ||
| (boat): | Scott Terry | West Tisbury | 17.41 | |||
| Bonito | (shore): | Peter Barobne | Weymouth, MA | 10.84 | ||
| (boat): | Paul Bergeron | Oak Bluffs | 8.97 | |||
| Albacore | (shore): | Roger Beach | Edgartown | 15.40 | # | |
| (boat): | Pat Drouin | Edgartown | 15.92 | |||
| 1989 | ||||||
| Bluefish | (shore): | Sergio Radossi | Ridgefield Park, NJ | 16.07 | ||
| (boat): | Michele Rogers | Edgartown | 15.92 | |||
| Bonito | (shore): | Curtis Hopps | Vineyard Haven | 9.89 | # | |
| (boat): | Kib Bramhall | West Tisbury | 10.58 |  |
||
| (Fly rod world record) | ||||||
| Albacore | (shore): | Robert Graves | Oak Bluffs | 14.09 | ||
| (boat): | Joel Graves | Oak Bluffs | 15.90 | |||
| 1990 | ||||||
| Bluefish | (shore): | David Hearn | Burlington, MA | 18.28 | ||
| (boat): | Michele Rogers | Edgartown | 18.81 | |||
| Bonito | (shore): | Benjamin Barbee | Weymouth, MA | 9.58 | ||
| (boat): | Bryan Abrahamson | Oak Bluffs | 11.22 | * | ||
| Albacore | (shore): | Bob Perry | Bridgewater, MA | 14.48 | # | |
| (boat): | Don MacGillivray | Vineyard Haven | 19.39 | * |  |
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