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First of all, if this idea has been used recently, I am sorry.
Second of all, using as late a POD as possible, allow the West Indies Federation to survive to the modern day.
Lastly, how would this change things for such a Federation to exist?
If you want to know what the West Indies Federation is, here is a link.
http://en.wikipedia.org/wiki/West_Indies_Federation
P.S. Bonus points if you can make it a Canadian Province in a plausible way.