I've backpacked Isle Royale 3 x but never canoed it.
One trip we were camped at Windigo waiting for water shuttle back to Rock Harbor.
It was around 4th of July if memory serves.
A solo kayaker came up the narrow of Washington Harbor and took the camp next to us.
He had come around the North side solo from Rock Harbor thinking it was better to paddle into prevailing W-E winds.
He said he had rolled 2 x along shore and 1 x trying to get into Harbor.
He was a very experienced paddler and dressed in a full neoprene wet suit.
Said that if he wasn't good at doing Eskimo Roll, he would of drowned the first rollover.
Only escape on nasty part of North shore would be to try to beach wherever you could on the rocky shoreline. Probably a last ditch effort and not advisable.
Fog was a big issue along with wind/choppy seas.
He said he was using kayak compass on deck to stay oriented
I had to ask if he would do it again, and he said never solo but maybe with other experienced paddlers.
He was shook up enough he hitched a ride on water taxi to Rock Harbor.
That was in 80's and we have Google Maps now, so maybe a really detailed look at shoreline would reveal some spots you might be able to put-in at if things got dicey. Maybe lock into GPS.
He could self rescue, don't know what you'd do in open canoe if a rogue wave hit you and boat filled up?
Maybe you could modify some kayak float bags to fit and minimize the flood area.
That and a spray skirt, maybe some kind of manual bilge pump you could modify to pump with you foot could aid in a bad situation.
Whatever precautions/modifications I made, would get a test run in some warm water to see how it went.
Superior will kill you if you don't give it the utmost respect.