I ALWAYS end up overpacking. Shoes...I always take to many pairs of shoes. I really should limit it to flip flops, dressing sandals, and a walking shoe. Dressy clothing-- I always picture myself dressing up much more for dinners than I actually do. I took dressier pants and tops---but found that when dinner time was approaching, I just didn't have the interest in getting too fancied up and most folks just wore capris/tops anyway. We do take dressier clothing for formal night---but I have a standard black skirt/fancy blouse combo that is my go-to cruise formal cruise outfit and doesn't take much room.