Thanks - it's funny: I'm not the most organized person when it comes to other things, but I truly enjoy organizing when it comes to a vacation! As for our luggage, it's nothing too fancy. There's a 23" Protege rolling carryon bag with telescoping handle that DH and I got ten years ago, which probably cost about $40 at JC Penney. This is the bag I typically use, and its greatest asset is that the outside zipper pockets are very large -- big enough to hold our 3-1-1 bags and our travel document folder. We also have three Traveler's Choice "Amsterdam" expanding 21" rolling carryons with extendable handles and some nice interior pockets, which we purchased on sale from eBags.com. (We bought them in three different colors -- one each for DH and the two kids -- each with color-coordinated packing cubes, so it's easy to keep track of "whose stuff is whose" when packing and unpacking). Those bags were discounted to around $25 each, with free shipping, and given their quality (e.g., zipper outside pockets, reinforced corners, fully lined, straps and pockets inside, ID tag slot on the outside) were a total steal. We're pleased with how they've held up so far. (They do tend to be "tippy" when left standing up, but for $25, I'm not going to complain.) We don't travel super-frequently and we carry everything on (meaning our luggage doesn't have to withstand airport luggage handlers), so it makes more economic sense for us to own a few well-made-but-inexpensive pieces of luggage, rather than to invest in pricier pieces that can withstand extraordinary wear-and-tear. I also prefer rolling luggage to spinner luggage, since it gives us an extra couple of inches in packing room for the same size bag, and is still easy to maneuver. Still, luggage is a very personal thing, so "to each his own."