A snowmobile ski assembly has a ski having a bottom. At least one wheel is rotatably connected to the ski and a lower portion of the at least one wheel extends below the bottom of the ski. A ski runner operatively connected to the ski is movable between a first position and a second position. A bottom of the ski runner is above the lower portion of the at least one wheel when the ski runner is in the first position and the bottom of the ski runner is below the lower portion of the at least one wheel when the ski runner is in the second position.