No matter where you're traveling, the wardrobe you bring on a trip is pretty much dependent on being comfortable and confident in your looks. As a serial overpacker, I'm no stranger to the sit-and-zip method for closing a suitcase (a.k.a pack as much stuff as I can, sit on my suitcase, and carefully zip it without ripping the zipper), but overpacking can equal too many options. In the last few years, however, I have found that planning outfits is a much better solution that allows for less time focusing on getting dressed and more time on exploring the new locale.