Thank you each of you for your replies, they are all very helpful!
I would rather fly Jet blue out of Newark but their fares are higher right now and they are charging extra fees too for bags (although lower than continental). I have to go with what is cheaper right now and what days they have the fares available for.
I signed up for everything with SWA, lol.
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Oct 2004 - Caribbean Beach Resort
Oct 2005 - Wilderness Lodge
Nov 2006 - POP Century
Aug 2007 - Old Key West
Dec 2007 - Polynesian
Oct 2008 - Caribbean Beach Resort
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