Alcatraz, built to hold the worst of the worst, is the last stop for repeat offenders and troublemakers from other prisons. These are three stories of desperate men willing to risk it all to escape the cold, dark cells of "the Rock." Legendary gangster Al Capone tries to be a "big shot" behind bars--but enemies are everywhere. Six convicts organize a jailbreak that becomes an all-out war, and three men attempt the most elaborate breakout in the prison's 30-year history.

ADX is the place for terrorists, serial killers, and anyone else who will never again see the light of day. Located in Florence, Colorado it's been dubbed the "Alcatraz of the Rockies." Ishmael Petty, a violent criminal manages to attack the staff; Tommy Silverstein, leader of the Aryan Brotherhood gang, finds a way to communicate with 9-11 terrorist Ramzi Youssef; an inmate who nearly starves himself to death to protest the prison's policies; and a brutal gang hit job in plain sight.

The Hanoi Hilton is perhaps the most famous American POW prison of the Vietnam War located in the city of Hanoi. In Vietnamese its name literally means “hell hole” but even hell cannot break the will of some American POWS like John McCain, the hero who endures years of torture, or the group of airmen who invent a secret communication code to talk to each other, and Jerimiah Denton who sneaks messages home on live TV.

A maximum-security prison on the banks of the Hudson, just 30 miles north of New York City, it gave rise to the term “being sent up the river”. “Old Sparky”–one of the first electric chairs in the world–takes over 600 lives. Famed escape artist Wille Sutton attempts an audacious plan. Julius and Ethel Rosenberg, cold War spies, fight for their lives on death row. And a 1983 spontaneous uprising where the inmates take control.

Dannemora, located in the frigid Adirondack mountains, its nickname is "little Siberia." Officially called the Clinton Correctional facility--this foreboding prison is commonly known as Dannemora--named after the town where it is built. The prison opens on June 3, 1845, as a source of free labor for the local mines. Here are three of the most incredible tales from inside its icy walls. First, a desperate convict Kenneth Kimes takes a Court TV producer hostage. Then, a superstar prisoner, Tupac Shakur, stirs up trouble, and finally- two murderers, Richard Matt and David Sweat, attempt a daring escape.