Planning a trip like that sounds like a lot of fun -- something to keep you going through those long Canadian winters!
If you don't already have a copy, you should get hold of U.S. Chart No. 1
, which is indispensable when it comes to deciphering nautical "maps".
Incidentally, we usually refer to these "maps" as "charts". The distinction being that a map shows where you can
go, and a chart only shows where you can't