Photo: Gregor Halenda/Studio D
"You don't want to look like you've given up—so glam it up," explains Glassman, who says a caftan can easily go from a beach cover-up to evening cocktails with a few minor adjustments. "Pair it with wedges, bangles, and a belt to define your waist. You want to keep it from wandering into Mrs. Roper–land."
Next: The 5 biggest swimsuit myths—busted