The present invention is a sharpening tool and sharpening system for sharpening snowmobile carbide wear rails and studs and a kit of parts that includes the sharpening tool and a steering member having a carbide wear rail. The sharpening tool is attachable to the chuck of a hand held drill and includes a shaft attachable to the chuck of the hand held drill and cylindrical head affixed to the shaft. The cylindrical head includes a rail groove surfaced in an abrasive material for sharpening wear rails.