I agree with making a list so nothing is forgotten. I also match all my outfits and put them on hangers together in one part of my closet a few weeks before we leave ( to make sure they are clean and fit). I use travel size toiletries (toothpaste, smaller toothbrush, shower gel, lotion, body spray, deodorant, small brush and comb, etc). I also carry travel size Tylenol/Motrin, Antivert, Biofreeze, Pepto, nail file and clippers, etc). I put all of these in a little long flat roll up cosmetic bag (with alot of little zipped compartments) that I have. It has a little coat hanger on it, so I just keep it hanging in my closet and put stuff in it as I come across them. I carry a very small makeup bag that has just Bare Essentuals base, maybe one or two shadows, their brushes, lip balm, face blotters, and a mascara (my eyeliner and lips are permanently tattoed on, which helps). I have one zip lock bag with sunscreen, mole skin, Body glide, cream antipersperant, feet lotion, feet soak, and a blow up foot bath. I put all my panties in one zip lock, bras in another, and socks in another. Then I put a pair of pants/shorts with a blouse in individual zip locks rolling them smoothly as I go. A light windbreaker/fleece goes in its' own zip lock. I have an Eyeyore nightgown that I wear just to WDW, so I always pack it a couple of weeks before I go in its' own little zip lock in my carry on (for some reason a nightgown/PJs are the things I'll forget, if I forget anything)

. My panties, bras, socks, small umbrella, ponchos, and little makeup bag goes in the lid/zipper section of my suitcase and the individual ziplock bags of clothes goes in the main section, along with a few snacks and the rolled up toiletry bag. I wear my heaviest shoes and pack 2-3 pairs along the outer edge of the bag. I also stuff a few extra gallon ziplocks into the front side pockets of my bag just in case I need some to pack to come home. I also put a small pair of child's scissors in the front pocket of my suitcase in case I need them down there.
I have small (4"x8") expandable file that I keep copies of my paperwork in (boarding passes, resort info, DME booklet, copies of AP, tip envelopes, etc). It goes in the big flat pocket on the back of my Baggalini bag that I carry to the airport. I have one of those little .99 billfold dividers that I also put in a little pocket in the baggalini that holds my annual pass, room key, driver license, credit cards, and insurance card. I type two copies of my ADRs in small pica, cut them in half, place the two halves back to back, and laminate them making two little cards 2"x3" with all my ADR #'s and times and placing one in a little pocket in my baggallini and the other in the expandable file. Once I get to my resort the expandable file comes out of the baggalini and goes into the room safe. The front pocket on the baggalini holds a travel size sunscreen, lip balm, a snack size ziplock with any pills I might need (Motrin, Antivert, Pepto, etc), gum, and face blotters. My sun glasses, cell phone, and camera go into the main center section of the baggalini.
Because I keep the roll up toiletry bag hanging in my closet and restock as needed and keep the zip lock with all my foot stuff sitting on a shelf just above it and keep ponchos and small umbrella always in the suitcase I can usually pack everything else in less than an hour. My carry on will only have an extra pair of contacts, contact lens solution, contact lens case, a nightgown, and maybe one or two extra outfits (including bras, panties, and socks (if needed), and my cell phone and battery chargers are added at the last minute.