An inflatable plyometric box having a first inflatable member adapted to be inflated to a pressure, a second inflatable member on top of the first inflatable member and adapted to be inflated to a pressure, and a connecting member connected to the first inflatable member and the second inflatable member which secures the first inflatable member to the second inflatable member. The first and second inflatable members incorporate drop stitch technology which provides substantial rigidity to first and second inflatable members when the first and second inflatable members are inflated to the pressures. Thus the inflatable plyometric box is substantially rigid to support a user landing on the top of the inflatable plyometric box. The inflatable plyometric box may additionally include a stabilizing member which may be connected to the bottom of the inflatable plyometric box, wherein the stabilizing member is adapted to increase the stability of the inflatable plyometric box.