This award is for Cub Scouts at all levels to learn Outdoor Skills and become comfortable with the Outdoors. This award can be completed more than once.
As explained on the Award Requirements PDF:
" Cub Scouts may earn the Cub Scout Outdoor Activity Award in each of the program years as long as the requirements are completed each year. The first time the award is earned, the boy will receive the pocket flap award, which is to be worn on the right pocket flap of the uniform shirt. Each successive time the award is earned, a wolf track pin may be added to the flap. "