Sab- leaving from Comox explains your five day itinerary, I was starting to think you had a Mac 26 and you were going to see the Sound at 15 knots!
Octopus Islands are a neat place to go, might be crowded (like everywhere), never been there this time of year. Gorge Hbr. is a great place to see, and used to be some fantastic restaurants (check Waggoners guide for the latest rec's). Refuge cove is fun and just north of there is Teakerne Arm with Cassel Falls, great place to hike around by the lake.
Unless you want to race around and try to see everything (bad idea) I'd suggest starting at Prideux for a couple of days and then Roscoe as Erps suggested then Teakerne, maybe over to Gorge for showers and a night out and see how much time you have left.
You might want to PM Faster, he's the resident expert up there.
Have fun, John
SV Laurie Anne
1988 Brewer 40 Pilothouse