I am a poor pseudo-NEET from Kentucky so I am choosing one of the cheaper options that was presented to me. It's a place called Punta Gorda, Fl. Looks like it is pretty small.
https://en.wikipedia.org/wiki/Punta_Gorda,_FloridaRound trip tickets for a 4 day trip are $94 through allegiance. It looks like I can get a hotel on the beach for $188 for three nights total.
That's pretty good, I think. With a couple of hundred dollars more to get a cab ride from and to the airport and pay for food and entertainment it ought to work out well.