The Hamptons

Must-do activity: The beach, of course (especially if you can't afford to rent an awesome house with a pool). The Hamptons has gorgeous beaches -- and plenty of eye candy too.

What to pack: Your nicest sandals, bathing suit and a chic cover-up (your rubber flip-flops and old t-shirt are not going to cut it here). Try styling your hair in a sophisticated but still fun and beachy style, like one of these looks.