Hey,
If you are looking to fly something like a Caravan, check out Tradewind Aviation up in Oxford, CT. You fly half of the year in the NE (warmer months) and the other half of the year you fly down in the Caribbean (w/ your apt and rental car paid for). Base pay is 25K --- better than most regionals your first year. My buddy flies there and loves it.
I talked with a very sweet female in HR and she said that they will begin hiring again in the spring. Keep your eyes peeled on Climbto350.com
Lax