$225 - Flights to San Juan Puerto Rico from New York
Puerto Rico is consistently one of the cheapest places to fly to in the Caribbean, as many airlines fly here. In addition to US Airways, JetBlue, Spirit Airlines, American Airlines, AirTran, and Continental Airlines all fly to Puerto Rico from New York for under $300 round trip.
The cheapest flights to Puerto Rico have a short layover either in Charlotte, Fort Lauderdale, or Atlanta, depending on the airline.
Direct flights to Puerto Rico form New York tend to be about thirty dollars more, and are offered by JetBlue, Continental, and Delta.
Once in Puerto Rico, most people head either straight to the beach or straight to the rain forest. There are plenty of eco vacation packages available and Puerto Rico has some of the best surf in the world.