We love our Owners Locker even tho we sometimes have to skip a year. This year we're going to DL and Aulani and I'm already dreading the fact that I will have to pack EVERYTHING for this trip.
We only use studios so we keep a few items for the kitchenette like a set of sharp knives & small cutting board, some plastic microwaveable bowls, extra plastic silverware, a wine glass, beer cozies (sp?), large plastic cups & straws for taking to the pool, a large ice tray, coffee filters, an assortment of ziplock bags, extra paper plates, salt & pepper, Crystal Light drink flavor packets and a bottle of Captain Morgan. We also keep a couple of pool / beach bags for the pool / water parks, swim goggles and a collapsible cooler & a couple of blue ice blocks for that.
We also store flip flops, slippers, sunscreens (as long as their dates reach far enough) and toiletries for each of us plus a shave mirror for DH. I have mousse, deodorants for everybody, body moisturizer, hairspray, toothbrushes & toothpaste, combs & brushes, shave creams, razors, nail clippers, air freshener, Downey Wrinkle Release, dryer sheets, a sharp pair of scissors, a stash of safety pins & needle & thread, packing tape, candles, flashlight, spare batteries, spray fan bottles, a couple of backpacks for the parks along with ponchos & mini-umbrellas. I also keep an assortment of bandaids, moleskin, friction block, Neosporin, Gax-X, Advil and several various other OTC meds (I just keep a list of things with their expiration dates so I know when to replace things).
There are other things too that I am forgetting about - our box is so full I literally have to sit on the lid to hold it closed while DH locks it up. When we first got it I shipped a box of stuff down via UPS. It weighed 45 Lbs!! That literally saves us 1 checked bag per trip!! If we have a 2nd trip planned within a few months of each other then sometimes I will leave unopened pre-packaged things like crackers, coffee or sugar packets or something but I wouldn't leave anything that was opened.
We haven't taken ours on a cruise yet but have taken it to Vero Beach with us. If you're not staying at the World pre-cruise I'm sure you could probably work out meeting them at the airport or something. It's a great service - I really hate that every so often we have a year that we don't get to use it so often. But we try to make up for it with 2 trips the next year. I try to time the trips so they fall into different renewal years if we can. Our annual renewal is in May so for example 2 years ago we didn't go in the summer 'cuz we went to Europe on a
DCL so last year we went in March which fell into that year before and then we went again in August so that used last years delivery. This year we don't have a summer trip planned but so I'm
hoping that we can go NEXT year on spring break which would use this years delivery and then when we go again in the summer we'll use that next years slot. We could definitely think of enough things to leave to fill a 2nd box but since our trip planning is a little erratic we've held off buying a 2nd one. Maybe one day.
Lemme tell you that one of the cool things about DVC is getting an Owner's Locker. There's so much "stuff" you don't need to transport back & forth that it's a huge convenience. All those items you can't take on planes, and when you do you're now paying for them, you can keep them in the OL. We even have some clothing in our OL so we can pack lightly on our short trips. Heck with the laundry facilities in the rooms you can pack lightly for even longer trips. If one happens to imbibe alcohol
you can even store bottles of liquor or unopened bottles of beer/wine. 
I don't know if they'll travel all the way tot he port though. They have been known to meet in other locations (and then you can take it to the port hotel), but things do change over time. So I'd suggest dropping John a quick e-mail and see. He pops in on the boards as well, so you might get a response from him here as well.
