10. Gerard’s Tower Of London Escape
John Gerard was a sixteenth century Jesuit priest who is remembered as
one of the only people to ever escape from the notorious Tower of
London. Gerard was put in the Tower for carrying out his religious
missions during a time when the Catholic Church was under persecution
in Elizabethan England. He endured frequent interrogations, and despite
never breaking even under torture, he was eventually sentenced to
death. Gerard immediately began planning an escape, and was able to
communicate with allies on the outside via smuggled notes written in an
invisible ink made from orange juice. After one failed attempt, Gerard
was able to make his escape when some accomplices rowed a boat into the
Tower’s moat and managed to get a rope up to him. Gerard almost fell to
his death because his hands were so injured from torture, but he
managed to climb down to the boat and was smuggled out of England to
live out the rest of his life in Rome.
9. Dillinger’s County Jail Escape Legendary 30s outlaw John Dillinger was involved in a number of often
violent prison escapes. In 1933, he and his gang engineered a daring
escape from a prison in Lima, Ohio after they used smuggled rifles to
gun down two guards. But Dillinger’s most famous escape of all came in
1934, after he was arrested on the heels of a number of famous bank
heists. Dillinger was put in the “escape-proof” Lake County Jail, a
prison that was guarded by an army of policeman and National Guard
troops. In what has become something of a legend, Dillinger is said to
have fashioned a phony gun out of a bar of soap and used it to force
his way out of the jail. In his typical brash style, he then stole the
Sheriff’s brand new Ford and made his escape to Illinois. Ironically,
it was this move–driving a stolen vehicle across state lines– that got
the FBI on his trail and eventually led to his demise.
8. The Libby Prison Escape Richmond, Virginia’s Libby Prison was one of the most infamous jails of
the Civil War, but it’s also the site of one of the conflict’s most
daring escapes. In 1864, a group of 15 Union soldiers under the
direction of Col. Thomas E. Rose and Major A.G Hamilton managed to
tunnel through the prison’s basement to a nearby vacant lot. This was
no easy task, as Libby’s basement was a dark and vermin-infested cellar
known to the men as “Rat Hell,” but after seventeen days of digging,
they reached a nearby tobacco shed. From here, 109 soldiers managed to
escape into the city of Richmond and make a run for the nearby Union
lines. 48 of the men were recaptured, and 2 drowned in a nearby river,
but 59 managed to make it to the safety of the Federal army. Their
escape remains the most successful prison break of the Civil War. Photo
by civilwarbattlefields
7. Casanova’s Escape from the Leads Venetian writer and adventurer Giacomo Casanova is best remembered for
being a ladies’ man, but he is also responsible for one of the all time
great prison breaks. In 1753, after gaining a reputation for debauchery
and adultery, Casanova was arrested and confined to the Leads prison,
so named because it was outfitted with a lead roof that was designed to
encourage stifling heat and make escape impossible. After smuggling a
metal spike into his cell, Casanova and a renegade priest confined
nearby managed to tunnel through the ceiling of their cells. Once
through, they pried open the lead plates on the roof and broke into
another room through a dormer window. Using a combination of ladders
and ropes, the duo managed to make it to the ground floor, and after
breaking a lock and sneaking through the prison corridors, they escaped
by gondola into the city’s network of rivers. Casanova would later
write about the escape in a popular memoir, and though many have
speculated that the story may be embellished, evidence from scene of
the jailbreak seems to back up his account.
6. Pascal Payet’s Helicopter Escapes Many European prisons have exercise yards on their roofs, a feature
that French criminal Pascal Payet has repeatedly used to his advantage.
Payet was originally jailed for a murder that occurred during a botched
robbery on a security van, and was sentenced to thirty years in
France’s Luynes Prison. In 2001, he managed to make a daring escape
when an accomplice simply picked him up from the prison’s roof with a
hijacked chopper. Payet even returned to the prison two years later
with another helicopter and proceeded to help three other prisoners
make their escape, but all four men were re-captured, and Payet was
given another seven-year sentence for his role in the jailbreak.
Amazingly, in 2007 Payet again escaped via helicopter, this time from
Grasse prison in southeast France. He was lifted off the roof by four
masked accomplices who had hijacked a chopper from a nearby airport by
threatening to kill the pilot. After landing near the Mediterranean
Sea, the pilot was released, and Payet and his accomplices have since
disappeared.
5. Dieter Dengler’s Prison Camp Escape Dieter Dengler was a German-American Navy pilot who made a famous
escape from a jungle prison camp during the Vietnam War. In early 1966,
Dengler’s plane was shot down by anti-aircraft fire over Laos, and he
was captured and shipped to a prison camp run by the Pathet Lao, a
group of North Vietnamese sympathizers. Dengler had earned a reputation
for his uncanny ability to escape from mock-POW camps during his
military training, and he immediately contributed to a plan the
prisoners had to make a getaway. On June 29, 1966, he and six other
prisoners managed to escape from their hand and foot restraints and get
a hold of the guard’s weapons. After gunning down three guards, Dengler
escaped into the dense forest. He would eventually spend 23 days in the
jungle enduring extreme heat, insects, leeches, parasites, and
starvation before being rescued by an American helicopter. Only one of
the other prisoners, a Thai contractor, survived the escape. The others
were all either killed or disappeared in the jungle. Dengler would go
on to become a successful test pilot in his later years, and to this
day he is credited as the only American soldier to successfully escape
from a prison camp during the Vietnam War.
4. Escape From Alcatraz In 1962, Frank Morris and Clarence and John Anglin used months of
meticulous planning to make what has become the prototypical prison
escape. The trio were being held in the infamous prison on Alcatraz
Island in San Francisco, which was reserved for the most hardened
criminals and considered to be one of the most escape-proof prisons
ever built. The men used a series of tools including a drill assembled
from a vacuum cleaner motor to chip away at the aging concrete in their
cells and make it to a nearby ventilation shaft. They then made their
way down a chimney to the beach, where they quickly assembled a
handmade raft and escaped into the San Francisco Bay. Their escape was
not realized until the next morning, as the men had fashioned some
dummy heads from soap, human hair, and toilet paper to make it look
like they were asleep in their beds. The men were never heard from
again, and most evidence suggests they drowned in the bay, but no
bodies were ever found.
3. The Maze Prison Escape One of the most violent prison escapes of all time, the Maze Prison
break took place in 1983, when 35 inmates escaped after taking control
of the prison by force. The Maze was reserved for Irish Republican Army
paramilitary combatants and terrorists, and was considered to be one of
the most inescapable prisons in all of Europe. But after several months
of planning, a group of prisoners led by IRA members Gerry Kelly and
Bobby Storey seized control of an entire cellblock by using handguns
that had been smuggled into the jail. After wounding several of the
guards and stealing their uniforms, the prisoners hijacked a car and
took over a nearby guard post, but when they couldn’t get past the main
gate, the men hopped the fence and made a run for it on foot. All told,
35 men escaped from the prison– sixteen of whom were recaptured soon
after–and twenty guards were injured.
2. Billy Hayes’ Escape From Turkish Prison Billy Hayes was an American student who was arrested in 1970 when he
tried to smuggle two pounds of hash onto a plane in Turkey. After being
caught, he was sentenced to thirty years in the harsh Turkish prison
system. Hayes toiled in Sagmilicar Prison for five years, but he was
eventually transferred to an island prison in the Sea of Marmara, and
it was here that he began to seriously plan his escape. The island had
no boats, but a nearby harbor would frequently fill up with small
fishing vessels any time there was a strong storm. Hayes spent days
hiding in a concrete bin, and when the time was right, he swam to the
harbor and stole a small dinghy. From here, he was able to make his way
to Greece, and eventually traveled halfway around the world before
arriving safely back in the United States. Hayes later wrote a book
about his ordeal called Midnight Express, which was adapted into a
fictionalized film of the same name.
1. The Great Escape For sheer planning, risk, and scale, prison escapes don’t get much more
complex than the 1944 escape of 76 Allied soldiers from Stalag Luft
III, a German prison that operated during WWII. The escape was the
culmination of over a year of work by some 600 prisoners. The men dug
three tunnels (nicknamed “Tom,” “Dick,” and “Harry”) 30 feet beneath
the surface of the prison with the plan of tunneling past the main
fence and surfacing in the nearby forest. This required a sophisticated
construction process that included the use of wood blocks for support,
a series of lamps, and even a pump to make sure the soldiers digging
had enough air to breathe. After gathering a collection of civilian
clothes and passports, on March 24, 1944 the soldiers began to make
their escape. Unfortunately, the tunnel had come up short of the
forest, and as the men surfaced they were in clear sight of the guards.
76 men still managed to escape, but the 77th was spotted and the tunnel
was shut down. The Nazis took a special interest in the escaped
prisoners, and all but three were eventually caught. Still, thanks to
the popularity of the famous movie based on it, as well as its sheer
scale and audacity, “the Great Escape” remains one of the most
well-known prison escapes of all time.
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