Harleysporster74,
I have been to several Caribbean islands, not Jamaica yet. So unable to judge how it is like. It is what you're looking when retiring. What I heard the safety is an challenge on Jamaica. Stories about most premises with high walls for protection etc...
Aruba is not like that. Cannot say that Aruba is the safest island , but where is safe these days.
What I do like about Aruba, that you can walk almost any where without have to worry about safety. And at the end that is what everybody wants, to go anywhere without you have to worry about if you want to be safe.
I do have to say that Aruba its standards to be able to retire are though. Google it.
Alvin