A system for mounting a dingy on a deck or platform of a boat is provided. At least one selectively inflatable dingy chock is mounted on the deck or platform of the boat in order to support a dingy thereon. When the dingy is removed for use, the chock(s) may be deflated for efficient and convenient storage. Alternatively, inflatable chocks herein may be used to support jet-skis on boat surface(s)/platform(s).