Forget about citizenship and territories bro...just get your arse to Antigua West Indies,...look smart. take your CV and go get a job on a private/charter Mega/Super Yacht you may have to start as a deckhand then just lick the Captains butt and just download him weather patterns/systems everyday set up the computers like nobody has seen before and soon you will get promoted, no cruise ships
. Open an offshore account and start throwing the money in....the rest will follow. Being Canadian it could not be easier
November is a perfect time to be there, Good luck.
oh yeah !! once your are on a boat you will visit all the Islands you listed above except maybe the Falklands.
