| Year | Champion | Class |
| 1976 (Spring) | Clark Thompson Jr., Doug Johnston, Lawrence Daniel | Ensign |
| 1976 (Fall) | Tom Ehman, Major Hall | Flying Scot |
| 1977 | Tom Linskey, Jeff Linehart | Coronado 15 |
| 1978 | Tom Linskey, Neal Fowler | Coronado 15 |
| 1979 | Hobie Alter Jr., Christian Banks | Prindle 16 |
| 1980 | Dave Ullman, Jim Linskey | 470 |
| 1981 | John Kolius, Chuck Wilk, Mark Foster | J/24 |
| 1982 | John Kostecki | Sunfish |
| 1983 | Hobie Alter Jr., Scott Ward | Hobie 18 |
| 1984 | Riaz Latifullah, Barney Harris, Jud Smith | Albacore |
| 1985 | Steve Rosenberg, Brodie Cobb, Jim Brady | Snipe |
| 1986 | Ed Adams, Meredith Adams, Geoff Moore | Snipe |
| 1987 | Paul Forester, Andrew Goldman, Bill Draheim | Flying Dutchman |
| 1988 | Ed Adams, Meredith Adams | Snipe |
| 1989 | Bart Hackworth, Will Baylis | Santana 20 |
| 1990 | Craig Leweck, Matt Reynolds | Lido 14 |
| 1991 | Jamie McCreary | International One-Design |
| 1992 | Paul Foerster | MC Scows |
| 1993 | Russell Robinson, Mike Considine | 110 |
| 1994 | Russell Robinson, Allan Robinson | 110 |
| 1995 | Brian Taboada, Larry Colantuano | Ideal 18s |
| 1996 | George Szabo, Stacey Dumain | Lido 14s |
| 1997 | George Szabo, Stacey Dumain | Lido 14s |
| 1998 | Kelly Gough, Heide Gough, Natalie Mauney | Flying Scots |
| 1999 | John Mollicone, Danny Rabin | JY 15 |
| 2000 | Paul Foerster, Carrie Foerster | JY15 |
| 2001 | George Szabo, Brian Janney | Star |
| 2002 | Bill Draheim, Natalie Mauney, Scott Mauney | Flying Scots |
| 2003 | Allen Terhune | MC Scows |
| 2004 | Michael Funsch | JY15 |
| 2005 | Mike Ingham, E. Baker, Delia Ingham | Flying Scots |
| 2006 | Alan Field, Steve Hunt | Y-Flyer |
| 2007 | Ernesto Rodriguez, Megan Place | Snipes |
