When you get outside for fresh air, expect more out of your gear.

Jacket: Xip 3 CoreGear Transformable Jacket
There's more to this shell than meets the eye. When the weather warms up, pull a zipper and the Xip3 converts from a jacket to a backpack, or even a pillow. Reflective piping, a stow-away hood, and bottle and MP3 player pockets add even more functionality.
$250 at xip3.com

Shoe: Vibram FiveFingers Sprint
To paraphrase Ned Flanders, the sweetest thing about Vibram’s award-winning individually toed footwear is that “it feels like you’re wearing nothing at all!” Secure hook-and-loop straps, quick-drying microfiber fabric, and a grippy, all-terrain rubber sole are nice too.
$80 at vibramfivefingers.com

Cup: Flatterware Collapsible Cup
Lugging old school tin mugs on a long hike can be cumbersome. Formed from a single piece of light plastic, Flatterware folds in on itself to take up as much space as a packet of trail mix — and gives you something to help wash it down.
$5 at store.wexnercenterstore.com