If you know your way around a closet you can easily transport your style mantras from the office to the island. While my earlier What To Wear In Jamaica post was all about vintage fashion and tropical accessories, this post is true, everyday NY MANNEQUIN. Jamaica was as breezy as the simple dresses I wore around our resort. This leaf print cotton number went easily from the beach to the post-dinner show with a change of colorful accessories. Not unlike changing into stilettos or leaving the blazer in the office at 5PM. Still, while I loved trading in the leather bag for the oversized beach tote for vacation, I couldn’t help but bring along the Prada shades from DC anyway.