A self-propelled skateboard with at least one front wheel, a rear wheel, and a board, that is propelled without the rider's foot touching the ground. A driving force is generated the rider's weight is continuously shifted up and down in synchrony with the rocking motion of the eccentrically mounted rear wheel, which causes the board to be repeatedly pushed down and bounced back. Mounting multiple axles and one-way sprag clutch bearings on the rear wheel allows the rider to propel the board up inclined surfaces and to stop his/her motion and rest on the board, yet keep the skateboard continuously running.