Caribbean countries are typical areas that lost their economic identity and are now basically overpopulated. The reasons people moved (or rather were dragged) there, are no more; and they would probably do fine if only they could go back to pre-1500 population levels (or thereabout) and just live off tourism. But they can't, so they will keep struggling to find new economic identities.

The Cuban revolution could ignore this for 30 years, because of their ties with the USSR and emphasis on redistribution of existing resources; and then the old problems came back once the USSR crumbled. Now they are trying to build an economic identity around healthcare and education, and without the embargo (which stops technology from entering the country) they might actually succeed in ways that will hopefully inspire other islands.