IF YOUR MOST VIVID skateboarding memory is not of soaring off a half-pipe or mastering the art of the nosegrind—if, like mine, it's of hitting a dip in the road, falling forward and skidding across pavement on hands and knees—the recently released Funk Chubby from funkinfunction longboards may appeal to you.

At a foot wide and 35 to 40 inches long, this "sidewalk surfer" is technically a longboard—a skateboard variation that's more akin to a surfboard in look and ride. As longboards go, the Funk Chubby is on the...