Perhaps you can learn from the biannual race called the Vic-Maui. They race from Victoria BC to Maui, non-stop. They start in June or July and finish two to three weeks later. Go to 2006 Victoria to Maui International Yacht Race Tracking by FlagShip
to see the tracks of those in the race in 2006. It will give you an excellent idea of where you can go, however keep in mind that these folks were racing and you may want to go even further south before you turn west to insure better weather.
Maybe I'll see you there if you go next summer. I'm planning a cruise there myself.