Air Flamenco - Ruben Torres (D.O.) - 787-724-6464
Vieques Air Link - Francisco Cruz (D.O) - 787-741-3266
Isla Nena - Naomi (owner) -787-741-1577
Air America -
Air America Inc. - Private air charter all over the Caribbean - High mins! ... don't know the management
MN Aviation - High mins! ... most likely will not hire unless you have time in a/c
Seaborne Airlines -
Pilot Careers at Seaborne Airlines: US Virgin Island Charters Travel St Thomas Ferry Airline In Puerto Rico Travel - High mins., AMES req.
The first 3 have 135(VFR) mins (500TT and 30-50Multi), Vieques sometimes hires Comm. multi. instr. (no mins) FO tri-islander pilorts.
As for waiting until some airline may (or may not) hire in the next few mo., ... well, I would advise against it ... time built now may make you more competitive down the road to that (or any other) airline.
But as I said before: life as pilot in the Caribb. is not nice/easy (be prepared for some hard work, long days, language/customs barriers, etc), but you will build your time FAST!
Good luck!