My knee-jerk response is no, looking abroad for work doesn't necessarily mean the minimums will be any lower than here in N. America. I briefly looked abroad for work and was a little surprised to find out that the minimums were very similar to American and Canadian based operations. With that said I stumbled across a few companies in India that had, from my perspective, awfully low total time minimums and in some cases didn't seem to care what my total time actually was. What they were firm on though was time on type, turbine time, offshore and long-lining experience. Anyways, I was left with this impression: if you had the necessary time in the equipment they flew then they'd hire you or at least express interest.
Caribbean, couldn't really say but I suppose it depends on exactly what you mean by small commuter operation. Anyways, if your only reason to look abroad for work is for lower minimums then I'd say what you're trying to do might not be the wisest decision. My advise would be get your CFI, teach and get paid to build time. Once you're falling between 1,000 to 1,500 hour mark TT
then start throwing your resume out to companies you actually want to work for. If nothing else instructing will make you a better pilot.
But if flying in the Caribbean is something you truly want to do then going down there with 1,000 hours a year or two from now versus 300?
People fly airplanes and pilots fly helicopters.