Four men conspire to break out of one of the most notorious prisons in American history. Three make it to the water's edge... but what happened to them when they left the island remains a mystery to this day.

Allied prisoners used all kinds of forgery and engineering tactics to tunnel out of a German Prisoner of War camp. Almost all were caught, fifty were executed and three made their way to freedom.

Almost forty prisoners locked up in HM Maze prison for actions undertaken as members of the IRA, escaped in a food truck. Many were caught right away, some years later, and some were never seen again.

A lifelong escape artist, Forrest Tucker, ends up in San Quentin prison; despite his advanced age, he manages to engineer an audacious prison break.

Six men, led by the mastermind, Nuno Pontes, escaped Pittsburgh State Penitentiary by tunneling to freedom under the massive wall of the prison. They made it as far as Texas before being caught and returned to prison.

An Iranian-American psychopath goes to the men's city jail in Orange County Jail in Southern California; before he gets sent to a higher security prison, he escapes by crawling up the plumbing chase and rappelling down the side of the prison.

A lone wolf prisoner, with aspirations of writing crime novels, ends up the star of his own break out story when he figures out how to escape from one of Mississippi's oldest and most notorious prison farms, Parchman Penitentiary.

Quawntay Adams, a young African American man from Los Angeles gets caught up in a large-scale marijuana bust and is sentenced to a long prison term; when he finds out he is going to be a father, he determines to break out of his cell.

Interviews and re-creations bring some of history's most daring jailbreaks to life, detailing every step of the way, including the inmates' meticulous plans and the manhunts that followed.

A German American pilot, Dieter Dengler, uses survival skills honed as a child to escape a secret prison in Laos during the early years of the Vietnam war.