All this might be too much too soon, so we’ll understand if you feel the urge to pack up, clear out, and take a Gap Year instead. Dakine’s rolling cases are legendary around here, and the mid-size Sherpa in the blue/maize Bozeman colorway is part of Backcountry’s semi-annual sale so it's about half the normal price. Compression straps keep it tight, urethane wheels keep it smooth, and internal pockets keep it organized. [$135; backcountry.com]For more than 25 years, Men’s Journal has been the expert in all things gear — from mountain bikes to fitness trackers, blenders to watches, and drones to cars. We take pride in a rigorous review process that includes testing and torturing. While our standards remain high as ever, our site now includes affiliate links, which means that if you buy something using these links, we may receive a commission.