The Seaborne guys seemed cool when I was down there. Nice deal. If your really are just dying to get to an island down there, then there is plenty of places always looking for a pilot, that would humor the time building pilot.
Cape air. Cessna 402s
Tradewind. Caravans, PC12s
Vieques Air Link. Caravans, Islanders, Tri-Islanders
Fly BVI. Misc. broke down fleet
Air America. Islanders
Air Sunshine. Cessna 402s
Air Tahoma. Convairs
Four Star. DC3s
PRAMS. Caravans, 1900
Bolke Int. Charter
Air Flamenco. Islanders to Culebra.
Theres so many places down there, not to mention the 50$ first class medicals. Just bum around for a week, if you cant get a job, I dont know what to tell you.
As far as the transition deal, probably true, but its a job you stay at, its not for turbine time, Its a good job. All day time flying. The did practice the ILS in STX when I was there, to a missed of course.