Seaborne is 121 and requires two pilots. Had some pals work for air America, they weren't huge fans of the owner. But as a low timer I'd take what I could get. Everything is VFR In the Caribbean. Insurance would prob b the limiting factor with air America. Id try and setup face to face meetings with all of these places when u get down here. Lots of people call from up north and say they'd love to work in the tropics, but it's more convincing when ur standing in front of the chief pilot/DO/owner. Airlines are hiring like crazy you'll find somthing.