Donated by Marcel Steins, Commodore of Oakville Harbour Yacht Club and first awarded in 1992, the Southern Cross Trophy is named for Marcel’s boat.
It is presened to the boat with the Best Overall Corrected Time in the Double-Handed White Sail Divisions of the LO300.
| 1992 | Long Reach | Groves/Gilbank, BS&BC |
| 1993 | Spring Thaw | T. Meyer/D.Martin, PCYC |
| 1994 | Grayling | I.Thompson/M.Barta, BS&BC |
| 1995 | Grayling | I.Thompson/M.Barta, BS&BC |
| 1996 | Epiphany | R.Smalbone/I .Thompson, PCYC |
| 1997 | Lara | T.Taylor/I.Thompson, PCYC |
| 1998 | Epiphany | R.Smallbone/G. Archbold, PCYC |
| 1999 | ZigZag | M.Dejardins/G.McCarthy, CBYC |
| 2000 | Not Awarded | |
| 2001 | Windcrest | T.Henry/I. Meed, |
| 2002 | Not Awarded | |
| 2003 | Not Awarded | |
| 2004 | Silverheels | A.Callum/I. Jurman, |
| 2005 | Head Office | Jim Holton , THSC |
| 2006 | Air Force | Gordon Stein, RCYC |
| 2007 | Doralla | K.Allan/R.Allan, RCYC |
| 2008 | Hotfoot | E.Kokbas/R.Foster, MBSC |
| 2009 | Flyer | R.Ciamaga/J.Majka, YYC |
| 2010 | For Pete’s Sake | Peter Sandford/Al Parkhill, OYS |


Current
