Aidan McInnis, a young, straight-laced pilot from Boston likes structure, so he is woefully unprepared when a series of personal upheavals deposits him in the heart of unconventional and uninhibited Key West, Florida. As his new life evolves to be increasingly bizarre and unpredictable, he finds an improbable mentor in the eccentric, self-styled Monarch of the Conch Republic, Louie Robideau. Over the course of a year, Louie and a colorful cast of locals help Aidan grow past the man he was raised to be and into the man he always wanted to be.