Stair-Rover
A longboard can be a great way to maneuver the city — lightweight, agile, nimble — but anything more than a stair or two presents a difficult challenge to overcome, except for the Stair-Rover ($360). This longboard has eight wheels, instead of just four, that move independently, allowing it to "scuttle" down a set of stairs relatively smoothly. It's great on uneven terrain like potholes and cobblestones, and rides just like a regular board on smooth pavement. Get yours with a maple or fiberglass deck, black or white chassis, or order the chassis separately to add to your favorite deck.
