I've seen this proposal before based on somewhat mundane but practical suggestions. The idea involves Canada having a winter vacationland that would be warm and sunny, thus directing to Canada the money Canadians normally spend in foreign winter vacation destinations. It would be a win-win situation for Canada and the Caribbean nation lucky enough to be selected. Canadians would no longer spend quite as much money in foreign vacation spots and the Caribbean nation would get much needed economic and social development. It would be very similar to the situation that now exists between the US and Hawaii and Puerto Rico.
Also if the nation in question was Jamaica Canada would have the best track and field team in the world.