I'd also ask the question why a Canadian would want to live in the US - but hey, it's your choice
Something worth noting - the Caribbean has a good number of Canadian folks and, tho sounds odd, there is more of a Caribbean relationship with Canada than with the US.
Porn laws? You lived in North America too long
There are no problems generally in the Caribbean re porn - it's not a subject that they are concerned about (as long as it does not involve weird shit - kids blah) and they never heard of USC 2257 and don't want to hear about it.
Chances are you can also live in the Virgin Isles (not the US part) or most of the islands, and not be committed to paying any tax bullshit. Depending on the island, a decent lawyer can get you a corp and automatic right to stay/leave or whatever you want without formal residency or bullshit.
Mmm.. dunno what people you hope to meet - they are the same the world over - dumb, intelligent, rich, poor - the islands are no different.
Only my
- but it's not even a question, but obvious where you need to look - and that is not the US, but further south.