Timbuk2 Bags: Checkpoint
Timbuk2 isn't the first name you think of when you start looking for luggage, and that's because they've pretty much only been known for making fantastic computer bags. They recently decided to kick things up a notch and jump into travel bags as well, and if you're a bag-head like I am, you'll definitely want to pick up one of these and put it to good use. Timbuk2's Checkpoint bag comes in two sizes, Medium, which fits into overhead compartments, and Large, which you'll have to check. It rolls around on skateboard wheels which you can take off or change out on your own, features a shovel-style pop out handle, built-in strap that hides away to carry a second bag, a hidden inside compartment for valuables, and nice touches like an included luggage tag and a slash pocket for sticking your airline ticket into. I recently took one of these to Sundance, and it held a ton of winter clothes due to the internal compression straps, and since it has handles on all four sides you can pick it up any way you want. Three people asked me where I'd picked this bag up, and the bright colors make it easy to spot on luggage conveyer belts. If you're looking for a rollaboard replacement bag, look no further than this one.