I am going to Jamaica in February for 5 nights/6 days and looking to try and minimize the amount of stuff I bring. ... Some key items I am thinking about bringing are white [sailor] shorts ... I am totally open to your suggestions and what you think would be cute, stylish, yet comfortable and packable! —Jan from Boston

As I gaze upon the 2 feet of snow outside my window, thoughts of a tropical vacation sound truly tempting. Although I love winter, let's dream for a moment, shall we?