Q: I travel a good deal, mostly to visit friends or on vacations. I’ve made it my goal to never check a bag, which of course dictates that I pack simply (and wash clothes often). It also demands the right bag for the job. What would you recommend?
A: I imagine you are a backpack kind of guy, David. So I’d suggest something like the Osprey Waypoint 65 ($250), a really nicely designed travel pack from one of the very best packmakers out there. The Waypoint has 4,200 cubic inches of space, which should be adequate for a seasoned traveler such as yourself and will still get you past airline carry-on restrictions. It’s designed to let you organize your gear easily, and hold it securely. And like all Osprey packs, the Waypoint carries well. It has a larger sibling, the Waypoint 85 ($280), but you might find it runs afoul of some airlines’ size restrictions.