Orlando must overcome mental hurdles to fulfil his childhood dream of flying. He trains with esteemed skydiver Luke Aikins to attempt something that has never been done before: learn to wingsuit over the ocean in just two weeks.

Orlando heads to the Bahamas to learn how to free dive with experts Camila Jaber and William Trubridge; he must overcome physical and emotional setbacks to reach his goal of free diving to 100 feet in just one breath.

Orlando heads to Moab to train with adaptive rock climber Maureen `Mo' Beck. He must push himself over the edge in new and profound ways to climb a seemingly impossible 400-foot pinnacle.