@On It
I've made lists that we keep on the computer for each type of trip: road trip to the lake cabin, drive to Florida, fly to a city, etc. The lists include # of tops, bottoms, shoes, underware. I coordinate by color, and keep it simple.
I used to bring items for just in case: bug spray, cotton swabs, nail polish remover...the list was endless. Now if we need it, we'll buy it at Target or wherever.