The way points of this running / walking route:
Beginning isn't that funny (Central/Surry Hills/Randwick), it becomes less annoying approaching Coogee (more steep?slopes). Then, until Bondi, it's as beautiful as this Coastal Walk can be (especially at sunset) ;) But sometimes a bit overcrowded. The last part (returning to Central) is interesting, as you'll need to find some extra mental ressources : the Bondi Road/Birrell Road 'til Centennial is a little bit steep sometimes, but at least, it's not annoying (and it's been now 20km you're running). The final part in Centennial is quite straight (no road crossing), so you can put you hearthbeat in the red/black zone for a nice finish. I'm trying to run this route at least every two weeks, would be nice to have some running mate !