The Cuttyhunk Open
| Year | Striper Lure | Striper Bait | Striper Fly | Bluefish |
| 1997 | Roger Farrington, CRGC 41" | None | Roger Farrington, CRGC 19" | None |
| 1998 | Colin Bennitt, CSA 35" |
None | Mike Harrington, CSA 24" | None |
| 1999 | Dave Andrews, CRGC 38" | John Bermingham, 28.5" | Mike Harrington, CSA 30.5" | Asa Lombard, CRGC 23.5" |
| 2000 | Rick Jenkins, CSA 32" |
John Paul Hunter, CRGC 47" | Steve Pynn CSA 22.5" |
Mike Amodeo, CSA 33" |
| 2001 | Rich Russo, CSA 44" |
Brian King, CRGC 39" |
Jerry Van Duinen, CSA 24" | George Baldwin, CSA 8" (this is not a misprint!) |
| 2002 | Asa Lombard, CRGC 46" | Vincent Pedone, 41" | Debbie Goeben, CSA 22.75" | Rick Jenkins, CSA 23.5 |
| 2003 | George Baldwin, CSA 38" | Tony Machado, 37" | Slater Anderson, CRGC 27.5" | None Caught |
| 2004 | Toby Lapinski, CSA 45.5" | Tony Machado, 45" | Terry Boyle, 32" | Ray LaBombard, CSA 33" |
| 2005 | Michael Simko, CSA 44.5" | Scott Ashworth, 41" | Slater Anderson, CRGC 25" | Freddy Tripp, 34" |
| 2006 | Mike Mullen, 46" | Matt Geoghegan 33" | Emily Fisher 23.5" | Freddy Tripp 22.5" |
| Multiple Winners:
Roger Farrington, CRGC (1997 Striper Lure 41", 1997 Striper Fly 9") Mike Harrington, CSA (1998 Striper Fly 24", 1999 Striper Fly 30.5") Asa Lombard, CRGC (1999 Bluefish 23.5", 2002 Lure: Striper 46") Rick Jenkins, CSA (2000 Lure Striper 32", 2002 Lure Bluefish 23.5) Tony Machado (2003 Bait Striper 37", 2004 Bait Striper 45") Slater Anderson, CRGC (2003 Striper Fly 27.5", 2005 Striper Fly 25") |
Largest Fish Caught: Biggest Striped Bass (Lure): 2002 Asa Lombard, CRGC 46" and 2006 Mike Mullen,CSA 46" Biggest Striped Bass (Bait): 2000 John Paul Hunter, CRGC 47" Biggest Striped Bass (Fly): 2004 Terry Boyle, 32" Biggest Bluefish: 2005 Freddy Tripp, 34" |