| Toby Price Trophy (O’Day) |
| 1964 | Denis Farley (Lake Hopatcong YC) |
| 1965 | Denis Farley (Lake Hopatcong YC) |
| 1967 | Talbott Ingram (Shrewsbury S&YC) |
| 1969 | Robert Held (Monmouth BC) |
| 1970 | William Buff (Raritan YC) |
| 1971 | Richard Warren (Surf City YC) |
| 1972 | Talbott D. Ingram (Shrewsbury S&YC) |
| 1973 | William Mergenthaler, IV (Monmouth BC) |
| 1974 | Mark Winmill (Rumson YC) |
| 1975 | John Whittle (Shrewsbury S&YC) |
| 1976 | Talbott Ingram (Shrewsbury S&YC) |
| 1977 | Alex Smigelski (Lake Hopatcong YC) |
| 1978 | Matt Flood (Lake Hopatcong YC) |
| 1979 | Chris Lloyd (Shrewsbury S&YC) |
| 1980 | Frank Mergenthaler (Monmouth BC) |
| 1981 | Charles Komar (Shrewsbury S&YC) |
| 1982 | Michael Mergenthaler (Monmouth BC) |
| 1983 | Sue Lawser (Monmouth BC) |
| 1985 | George Doscher (Hunterdon SC) |
| 1986 | David Kuhl (Monmouth BC) |
| 1987 | David Watts (Monmouth BC) |
| 1988 | Richard Sanders (Spray Beach YC) |
| 1989 | Frank Blesso, Jr. (Lake Naomi CSA) |
| 1990 | Bob Broege (Shrewsbury S&YC) |
| 1991 | Steve Marshall (Barnegat Light YC) |
| 1992 | Dick Sanders (Spray Beach YC) |
| 1993 | Rich Warren (Surf City YC) |
| 1994 | Dave Poyner (Shrewsbury S&YC) |
| 1995 | Rich Warren (Surf City YC) |
| 1996 | Richie Ryon (LEHYC) |
| 1997 | Tal Ingram (Shrewsbury Sailing & Yacht Club) |
| 1998 | Richard Warren (SCYC) |
| 1999 | Spencer Weber (SCYC) |
| 2000 | Rich Warren (SCYC) |
| 2001 | Rich Warren (SCYC) |
| 2002 | Peter Campana (HBC) |
| 2003 | Kevin Flood (Little Egg Harbor YC) |
| 2004 | Rich Warren (Surf City YC) |
| 2005 | Reed Johnson (Little Egg Harbor YC) |
| 2006 | Rich Warren (Surf City Yacht Club) |
| 2007 | Theo Ingram (Shrewsbury Sailing & Yacht Club) |
| 2008 | Caleb Zimmerman (Hunterdon Sailing Club) |
| 2009 | David Watts ( Monmouth Boat Club) |
| 2010 | Eric Reitinger (Brant Beach Yacht Club) |