First: Cruising around Trinidad is close to a no-no. The authorities try to limit the areas one travels. Which for the most part is a good thing. There are some nefarious groups about. While we were there dinghy motors were stolen from boats at anchor. One large dinghy and motor were stolen right off a boat at the Marina we were at. The Marina was to have had security cameras but of course there was no guarantee they were working. :) And heading to far S you ended up being dangerously close to Venezuela.
That said: the Defense Force wants you to be safe. They patrol the area from Grenada to Trini working hard to keep that cruising yacht trade route safe. We never saw them but we did file a float plan with them. Of course one natural event that may have aided our safety was a rather vicious squall the night we transited. All in All would we visit again. You betcha!
For the most up to date info on Trinidad be sure to visit Noonsite.