Reality check: chances are you’ll never pull a Sebastian Junger and embed with the armed forces in Agfhanistan. But, that doesn’t mean you can’t at least look the part while you sip espresso at an Eastern European city center cafe planning the route to that spelunking expedition by wearing the Orvis Ultimate Travel Jacket ($325). With enough pockets to confuse an octopus, the jacket (that converts to a vest) will easily hold the myriad of gadgets you can’t live without — leave Travel Scrabble at home. Reinforced nylon abrasion-resistant canvas at stress points, a removable hood and a horde of labeled purpose-specific pockets (23 outside, 5 inside, no joke) make this one hell of a wearable sherpa.
Buy Now: $325