Goodluck, but I don't really like your chances this weekend, unless its more SSE than S or SW
You will have to make your way upwind quite a long way from Bickley to get around Parker Point and there is normally a current running against you when out deep.
Be careful that you don't head out to far in Bickley bay because if you have any trouble and can't relaunch you will miss the island and it's a long way to self rescue back to the mainland.

Take your time to check out conditions and possible consequences before you head off, or just play it safe and catch the Bayseeker bus out to Salmon Bay.