Jamaica. Good beaches, but you have to tip for everything. Try zip line tour, a lot of fun. "Margaritasville" is great for seafood, but beware of rats on the deck! Seriously.Freaked me out.
Phily and Boston are great cities to go. Try "Oleana," restaurant in Cambridge, good Turkish-European food, not too pricyand "Legal Sea Food" restaurant downtowan Boston, quite pricy.