The latest I did this trip was a mid-October departure, and we got knocked around a little, nothing serious. Same for a late September departure. The other was mid-summer and pretty much a dead-calm motor-sail. So I would definitely stay even further offshore
the later you leave - just to have the sea room.
And I would definitely not plan on putting in anywhere the later you leave as the bars get much worse in late fall. It's an old saw, but true - land is the problem, sea room never is.
** Sidebar: I have to mention again that I think the ports
south of the Straits of Juan de Fuca, until you reach the Golden Gate, are worth neither the time nor the risk to a cruising sailboat
. And they are all problematic in some conditions. It is simply poor strategy to run this coast close inshore. **