A pneumatic pogo stick is provided that utilizes compressed air like a spring to have a potentially higher power to weight ratio than a comparable coil spring pogo stick. The pneumatic pogo stick includes an elongate cylindrical housing which forms a cylinder. Improvements are also provided to the piston and air shaft that allow for reduced hammering and a lower maximum compression ratio in order to provide relatively smooth jumping and landing while propelling a user to greater heights. Examples of such improvements include a hollow air shaft and modifications to the shape and structure of the piston.