"Pilotwings 64" is a 3D amateur flight simulator that puts the player in control of one of six pilots as they try to earn pilot licenses through various forms of aviation. The events are flying an autogyro, using a jet pack, and hang gliding. Several bonus tasks are offered, such as skydiving and a human cannonball test. The game also puts focus on allowing the player to freely explore its detailed 3D environments, most notably a miniature representation of the United States.