There are a few options on the south side of the harbour to choose from.
Lane Cove River Kayakers run a flatwater 12km time trial at 6pm every Wed. Between 30 and 50 boats - around 25% are now skis. See
www.lcrk.org.au/pmwiki/pmwiki.phpn=Main.WednesdayNightPaddle.
Many of this group train on the same river on Tuesday and Friday mornings. Closer to Abbotsford is to launch at the Figtree Bridge at the lower end of the time trial (Linley Point) for solo river training.
Still in the harbour, on the south side, Shark Island Paddlers run a time trial from Rose Bay beach (easy and fast through the cross city tunnel). on water at 8am on a Sat and also run training sessions on Tuesday and Thursday mornings. See
groupspaces.com/sharkislandpaddlers/page...hark-island-paddlers
Several paddlers launch from the beach in Rozelle Bay at Annandale for solo or group training - any morning - most on Fri / Sat / Sun. Also Rodd Point in Iron Cove gets a few for the flat water there and is close to Abbotsford. Paddle around the islands from there and chase ferry wash.
The worst part about travelling to paddle in Sydney is the traffic on the way back or to work...
Keep an eye on
surfskiaustralia.com/ for upcoming local events. There is a 3 race Ocean Series and an 8 event Harbour Series of ~18km races at several venues around Sydney Harbour and environs commencing in February.