OK, so let's say that somehow, in 1763, Britain retains Cuba instead of trading it for Florida. Somewhere along the line - anytime post-1750s - Britain somehow also manages to obtain Puerto Rico.
What would the effects of this be on North American society at that time? Would the UK try to unite Cuba and Puerto Rico into one dominion or keep them as separate colonies? If united, would other British colonies (i.e. Jamaica) be added into the union?
Just wondering.