We did this flight into YSSY today.
Going into Sydney, the flight plan was YSBK->Parramatta->Pennant Hills->Hornsby->Long Reef->Harbour Bridge->YSSY,
and the return flight plan was YSSY->Long Reef->Hornsby->Prospect->YSBK
Took a bit a planning and coordination prior, to get a slot allocated, but the Sydney traffic Manager was very helpful and we spoke to him at length over the phone regarding what to expect, routes, procedures, frequencies etc couple of hours before the flight before submitting the 2 flight plans.
The flight itself was straightforward with them giving us instructions at appropriate times about what to do next. Before we reached the harbour bridge we were vectored into a base for 16R and then cleared visual approach to land. After landing they gave us detailed and friendly taxi instructions at every step. One thing I'd recommend is having two pilots, so one can work the radios, there's a lot of switching frequencies within a short timeframe - there's Sydney Terminal, Sydney Departures, Sydney Director, Sydney Tower, Sydney Ground, Sydney Delivery and then Sydney Departures again.
We were cleared to stop briefly at a holding point and change pilots (there were 3 of us in the plane) before being cleared to take off and depart to Long Reef.