When we bought our boat, it was moored in Gladesville, under the bridge. The traffic and the river cat wash meant that it was impossible to do any work of any kind for fear of dropping tools or falling overboard. It was also hard to sleep over for the same reasons.
In the winter we would sail out as far as Shark Island, but mostly have to motor back or beat into the westerlies. Going to the fish markets was good, but there are very few quiet sandy beaches to pull up at. In the summer we would mostly motor out, the least to the bridge and sit in Mosman or if the wind was right maybe make it to Manly and sail back with the Nor Easter up put bum. Didn't take long to get tired of that routine. We're not racers, so day sailing and the occasional overnighter or long weekend is our thing. The traffic on a sunny summers afternoon going through the bridge and past Long Nose Point is worse than driving down George St on a Friday afternoon. syndicated power boats with intoxicated self entitled tossers at the helm nudging their way between you, a mirror dinghy in a race and the Birchgrove sea wall at full speed with a three foot wash was common place. No place for the faint hearted and it's just getting worse.
Within 6 months, we moved to Careel Bay in Pittwater. The drive for us is the same but there is so much more water in the Broken Bay system we never tire of it, and our guests enjoy it all the more. We're a half hour sail from the ocean and about two hours from Brooklyn Bridge or Refuge Cove. On a good day can get to the Harbour by mid arvo.
Much better mooring areas, and places for dinghys, but we keep ours at home and put it on the roof of the car.
Just another opinion for your due consideration