1981-1984 Derby Winners List
From 1946 to 1984, with the exception of 1980, the fisherman catching the largest striped bass was the Grand prize winner.
* =Derby Record
# =Grand Prize Winner
| Year | Name | Town | Weight | Photo |
| 1981 | ||||
| Bass | Richard Landon | New Haven, CT | 56.14 | |
| Bluefish | Eric Pachico | Vineyard Haven | 20.1 | |
| Weakfish | Dave Perry Sr. | Attleboro, MA | 14.19 | |
| Bonito | Kib Bramhall | West Tisbury | 10.69 |  |
| Little Tunny | John Waters | Hamilton, MA | 13.37 | |
| 1982 | ||||
| Bass | Thomas Bassett | Edgartown | 46.77 | |
| Bluefish | Jerry Morency | S. Dartmouth, MA | 18.32 | |
| Weakfish | Leonard Reid | West Tisbury | 13.26 | |
| Bonito | Dennis Santdas | Falmouth, MA | 9.43 | |
| Little Tunny | Stan Popowitz | Edgartown | 14.25 | |
| 1983 | ||||
| Bass | Steve Morris | Oak Bluffs | 49.96 |  |
| Bluefish | David Walton | New Bedford, MA | 20.76 | |
| Weakfish | Earl Stypulkowski | Edgartown | 14.16 | |
| Bonito | Robin Hyde | Chilmark | 9.14 | |
| Little Tunny | Charles Witham Jr. | Gay Head | 15.36 | |
| 1984 | ||||
| Bass | Jack Coutinho | Vineyard Haven | 48.75 | |
| Bluefish | Stanley Tomkiewicz | Achusnet, MA | 20.5 | |
| Weakfish | Bill Smith | Pembroke, MA | 13.55 | |
| Bonito | Sean O'Conner | Gay Head | 9.80 | |
| Little Tunny | Arthur Winters | Edgartown | 13.40 |  |