Very cool thread which I just spent a very enjoyable hour reading! Thanks for sharing.
We did Desolation / the Broughtons last May when it is similarly off season with few boats and nice quiet anchorages.
We also did Desolation in September 2018 and, likewise, as you say, the crowds were gone...
So many things you mention ring memorable bells...Bill Proctor, Max in Kwatsi,
Lagoon cove, seal carving from Lund, etc etc.
If you have not tried it, check out Roscoe Bay as an alternative to Prideaux. I suspect you know it but, if not, it is also a very sweet spot.
If you are in the Princess Louisa area next week keep an eye out for us....there is a rum with your name on it, if we run into you and you are so inclined.
Safe travels.
Cheers,
Chris