Not wanting to high jack the topic, because Pittwater is awesome for longboards.
But for a bit of bump, barge and tactical fun racing or training, you could try Saturday mornings or afternoon and some Sundays with Narrabeen Lakes Sailing Club, not that far away and always welcoming
Better still for the adventurist racer, technically challenging wind strength, direction and water depth, leading to a new level of race craft (and survival).
Time to race on a level playing field without "Chop", "Slop", "Jet Skis" or "Bruce's". Come and enjoy the Wally plus anyone experience.