| March 13 | 66 Series #1 | PHRF | BYC |
| April 17-18 | Ahmanson Cup Regatta | PHRF | NHYC |
| August 14-15 Sat-Sun | Gil Knudsen Regatta & Argosy Regatta | PHRF | BCYC/SSYC/NOSA |
| 1990 | Chuck Holland | Amorous | Bahia Corinthian Yacht Club |
| 1991 | Chuck Holland | Amorous | Bahia Corinthian Yacht Club |
| 1992 | Rod Woods / Jim Kerrigan | Jiffy Too | Bahia Corinthian Yacht Club |
| 1993 | Not Awarded | ||
| 1994 | Not Awarded | ||
| 1995 | Joe Deganhardt | Lickity Split | Bahia Corinthian Yacht Club |
| 1996 | Rod Woods / Jim Kerrigan | Jiffy Too | Bahia Corinthian Yacht Club |
| 1997 | Rico Braggins | Off | South Shore Yacht Club |
| 1998 | Jim Kerrigan | Eris | Bahia Corinthian Yacht Club |
| 1999 | Joe Deganhardt | Lickity Split | Bahia Corinthian Yacht Club |
| 2000 | Denis Rosene | Sorcerer | Balboa Yacht Yacht Club |
| 2001 | Denis Rosene | Sorcerer | Balboa Yacht Yacht Club |
| 2002 | Bill Taylor | Scavenger | Balboa Yacht Yacht Club |
| 2003 | Denis Rosene | Sorcerer | Balboa Yacht Yacht Club |
| 2004 | David Gray | Pendragon | Bahia Corinthian Yacht Club |
| 2005 | David Gray | Pendragon | Bahia Corinthian Yacht Club |
| 2006 | Bill Taylor | Scavenger | Balboa Yacht Yacht Club |
| 2007 | David Gray | Pendragon | American Legion Yacht Club |
| 2008 | Andrew Donchak | Rapid Transit | Balboa Yacht Club |
| 2009 | Joe Deganhardt | Lickity Split | Bahia Corinthian Yacht Club |
| June 4-6 | Leukemia Cup | PHRF | DWYC |
| June 19 | Dana Point Series #7 & #8 | PHRF | DPYC |
| September 4 | Long Beach to Dana Point | PHRF | DPYC/DWYC/SYCLB |
| September 11-12 | Richard Henry Dana Charity Regatta | PHRF | DPYC |
| October 10 | Doheney Series #3 | PHRF | DPYC |
| 1990 | Bruce Lotz | Anticipation | Dana Point Yacht Club |
| 1991 | Ralph Cameron | Raz-Ma-Taz | Dana Point Yacht Club |
| 1992 | Murray - Jameson | Slingshot | Capistrano Bay Yacht Club |
| 1993 | Not Awarded | ||
| 1994 | Not Awarded | ||
| 1995 | Not Awarded | ||
| 1996 | Carlos Williams | Tie Breaker | Capistrano Bay Yacht Club |
| 1997 | Not Awarded | ||
| 1998 | Not Awarded | ||
| 1999 | Harrell Jones | Cool Man Cool | Dana West Yacht Club |
| 2000 | Harrell Jones | Cool Man Cool | Dana West Yacht Club |
| 2001 | Paul Wager | Radical Departure | Dana Point Yacht Club |
| 2002 | Ted Mayes | Ouch! | Dana Point Yacht Club |
| 2003 | Viggo Torbensen | Martela | South Bay Racing Club |
| 2004 | Viggo Torbensen | Martela | South Bay Racing Club |
| 2005 | Viggo Torbensen | Martela | South Bay Racing Club |
| 2006 | Viggo Torbensen | Martela | South Bay Racing Club |
| 2007 | Viggo Torbensen | Martela | Dana Point Yacht Club |
| 2008 | Viggo Torbensen | Martela | Dana Point Yacht Club |
| 2009 | Viggo Torbensen | Martela | Dana Point Yacht Club |