That Actually Happened
Chapter 5

Impossible Escapes and Journeys

Some people just refuse to stay put. They sail broken ships across frozen seas, drift alone across an ocean on a raft, or fly to the wrong continent and become famous for it.

###Henry Box Brown's Postal Escape

Virginia to Pennsylvania, 1849 — To escape slavery, Henry Brown squeezed into a tiny wooden crate and shipped himself over 350 miles to a free state.

Devastated after his wife and children were sold away, enslaved tobacco worker Henry Brown resolved to escape to the North. He paid a shoemaker and a free Black man to build a wooden shipping crate measuring exactly three feet long, two and a half feet deep, and two feet wide.

On March 23, 1849, Brown squeezed inside with a small water bladder and a tool to bore extra air holes. Nailed shut and shipped as dry goods via the Adams Express Company, the box was transported by wagon, railroad, steamboat, and ferry.

For 27 hours, Brown endured the agonizing, pitch-black journey. When the crate finally arrived at the Pennsylvania Anti-Slavery Society in Philadelphia, the lid was pried off. Brown burst out of the tiny box and stood up a completely free man.

How It Went Down
The woodencrate is builtEarly 1849Sealed insidethe boxMar 23, 1849Transported350 milesBy train and boatFlippedentirely upside downPotomac RiverUnboxed a freeman27 hours later
Crazy-o-Meter
Certified bananas
No.25
A cross-section view of a tiny wooden crate sitting completely upside-down on the wooden deck of a steamboat. Inside the cramped box, Henry Brown is crammed upside-down, balancing precariously on his head and neck with his knees squished tightly against his chest. His eyes are wide and bloodshot, his cheeks puffed out in silent, agonizing effort as he clutches a small animal-skin water bladder and a tiny hand tool. Outside the box, two oblivious steamboat workers casually lean their elbows right on top of the crate while chatting, one tossing an apple in the air, completely unaware of the sweating, upside-down man holding his breath mere inches beneath them.

Henry Box Brown's Postal Escape — Virginia to Pennsylvania, 1849

###Robert Smalls Hijacks the CSS Planter

Charleston Harbor, South Carolina, 1862 — An enslaved pilot disguised himself as the captain and casually sailed a heavily armed Confederate warship right out of enemy territory.

In 1862, enslaved pilot Robert Smalls was forced to steer the CSS Planter, a heavily armed Confederate transport ship in Charleston Harbor. On the night of May 12, the ship’s white officers broke military rules and decided to sleep ashore, leaving Smalls and the enslaved crew unguarded.

Smalls seized his chance. He gathered the crew, picked up their families from a nearby wharf, and threw on the captain’s wide-brimmed straw hat. To escape, they had to sail right past five heavily armed Confederate forts, including the massive Fort Sumter.

Instead of panicking and rushing, Smalls kept his cool. He calmly steered the ship at a normal speed, blowing the exact secret whistle codes at every checkpoint to avoid raising suspicion. At dawn, he reached the Union blockade, lowered the rebel flag, hoisted a white bedsheet, and surrendered.

How It Went Down
Officers leaveship unguardedMay 12, 1862Families boardin secretNightBlowing thesecret whistlesNightHoisting awhite bedsheetDawn, May 13
Crazy-o-Meter
Certified bananas
No.26
A tense cartoon scene on the deck of a heavily armed steamboat sailing at night. At the ship's massive steering wheel, Robert Smalls stands tall and confident, his silhouette disguised by a ridiculously wide-brimmed straw captain's hat. He is casually tugging a rope to blow steam from the ship's whistle. Down below on the deck, the rest of the crew and their families are hiding behind giant cannons and stacks of cannonballs, sweating nervously, biting their nails, and peeking out at a massive brick fort looming in the dark background.

Robert Smalls Hijacks the CSS Planter — Charleston Harbor, South Carolina, 1862

###The Voyage of the James Caird

Southern Ocean, 1916 — Six men sailed a tiny wooden rowboat across 800 miles of hurricane-battered ocean to rescue their shipwrecked crew.

In late 1915, explorer Ernest Shackleton’s ship, the Endurance, was crushed by Antarctic ice. He and his 27-man crew camped on drifting ice floes for months before sailing lifeboats to the desolate Elephant Island. Knowing no rescue ships would ever pass by, Shackleton realized they had to save themselves.

Shackleton and five crewmates reinforced a 22.5-foot wooden rowboat named the James Caird. On April 24, 1916, they launched into the freezing Southern Ocean. For 16 days, they battled hurricane-force gales, giant waves, and blinding sea spray, sailing toward South Georgia.

They finally made landfall on May 10, but they hit the uninhabited side of the island! Shackleton and two men had to trek 36 hours over unmapped glaciers to reach a whaling station. Ultimately, they arranged the rescue of all 22 men left behind, without a single life lost.

How It Went Down
Ship iscrushedLate 1915Launch theJames CairdApr 24, 1916Land on SouthGeorgiaMay 10, 1916Hike unmappedglaciers36 hoursEntire crew isrescued
Crazy-o-Meter
Certified bananas
No.27
Inside a tiny, violently pitching wooden rowboat surrounded by massive, towering, frost-tipped ocean waves, a freezing explorer desperately tries to navigate. He is bundled in thick, sea-soaked wool and ice-crusted furs, clinging to the wooden mast with one hand while peering up at the sky through a brass navigational tool. A pocket watch dangles from a string around his neck, resting against his chest. His eyes are wide with dizzy panic as the boat tips at a terrifying forty-five-degree angle. Beside him, two other exhausted, shivering crewmates with huge icicles in their wild beards furiously bail water over the side using metal buckets, their faces frozen in expressions of absolute misery as a wall of green water crashes over the bow.

The Voyage of the James Caird — Southern Ocean, 1916

###The Flight of Wrong Way Corrigan

New York to Ireland, 1938 — Denied permission to cross the ocean, a pilot filed a flight plan for California—then flew 28 hours in the opposite direction.

Douglas Corrigan was an expert mechanic who helped build Charles Lindbergh’s famous Spirit of St. Louis. But when he asked to fly his own highly modified 1929 airplane across the Atlantic, officials firmly said no. The aging aircraft was simply deemed too dangerous for an ocean crossing.

On July 17, 1938, Corrigan agreed to fly safely from New York back home to California. He took off, vanished into the clouds, and deliberately headed east. For 28 hours, he flew entirely without a radio or modern navigation while raw gasoline steadily dripped onto his feet.

He finally touched down in Dublin, Ireland, stepping out of the cockpit to claim he had made a terrible mistake. Corrigan blamed thick clouds and a broken compass for making him fly the "wrong way." Historians know it was deliberate, but the world loved his cheeky excuse.

How It Went Down
Flight isdeniedPre-1938Files saferouteJuly 17, 1938Turns planeeastTakeoffGas leaks onshoesMid-flightLands inDublinJuly 18, 1938
Crazy-o-Meter
Hard to believe
No.28
A grinning pilot sits in the cramped, incredibly rickety cockpit of an old airplane soaring high above the ocean waves. The pilot is holding an upside-down compass and exaggeratedly scratching his head in fake confusion while winking at the viewer. A thick, comical puddle of raw gasoline is dripping steadily from the dashboard directly onto his tightly laced leather boots. Outside the window, a surprised seagull flies past, staring at the pilot who is clearly pointing his airplane away from a distant coastline.

The Flight of Wrong Way Corrigan — New York to Ireland, 1938

###133 Days on a Raft

South Atlantic Ocean, 1942 — When a submarine sank his ship, a twenty-five-year-old steward turned a wooden raft into an unbelievable offshore survival camp.

On November 23, 1942, a German U-boat torpedoed the British ship the SS Benlomond. The only survivor was twenty-five-year-old steward Poon Lim. He managed to scramble aboard an eight-by-eight-foot wooden life raft in the middle of the South Atlantic, beginning a desperate battle against the ocean.

When his meager initial rations ran out, Lim got creative. He caught rainwater using the canvas cover of a life jacket and fashioned fishing hooks out of flashlight wires and nails. He even tethered himself to the raft for daily swims to keep his muscles from wasting away.

His fishing skills became legendary. Using seabird remains as bait, Lim actually hooked a small shark, hauled it onto the wooden raft, and subdued it using a water jug as a club. He drifted 750 miles before three Brazilian fishermen finally spotted his tiny vessel.

Lim had been entirely alone at sea for 133 days. When the rescue boat finally brought him to shore on April 5, 1943, he didn't even need a stretcher to get on land—he walked onto the beach completely unassisted.

How It Went Down
Ship hit bytorpedoNov 23, 1942Crafts wirefishing hooksSubdues sharkwith jugWalks onto thebeachApr 5, 1943
Crazy-o-Meter
Certified bananas
No.29
A small square wooden life raft bobbing in the choppy ocean. On board, a scrawny but determined young man in tattered clothes is in the middle of a ridiculous wrestling match with a small shark. He is raising a heavy water jug over his head like a club, with a fiercely focused expression. The shark is thrashing wildly on the wooden planks, tangled up in a makeshift fishing line made of coiled wire. In the background, a curious seabird watches the chaos from the edge of a canvas life jacket cover that is pooling with fresh rainwater.

133 Days on a Raft — South Atlantic Ocean, 1942

###The Ultramarathon Farmer

Sydney to Melbourne, Australia, 1983 — A 61-year-old potato farmer showed up to a 544-mile footrace and simply forgot to stop and sleep.

In May 1983, elite international runners gathered for a grueling 544-mile footrace from Sydney to Melbourne. At the starting line stood Cliff Young, a 61-year-old potato and sheep farmer wearing long work trousers and gumboots. Officials quickly found him some proper running shoes, and the massive race began.

The professional athletes followed a strict strategy: run for eighteen hours, then sleep for six. But Cliff didn't know rest breaks were expected. Back home, he regularly chased sheep for three days straight without sleeping. Using a slow, energy-saving jog that became known as the "Young Shuffle," he just kept going.

While the world-class runners snoozed in their tents, the 61-year-old farmer shuffled right past them in the dark. Sleeping only a few hours over the entire event, Cliff crossed the finish line first, completing the race in five days, fifteen hours, and four minutes.

How It Went Down
Arrives atstarting lineMay 1983The eliterunners sleepNight 1Cliff keeps onshufflingNights 1 to 5Wins the544-mile raceDay 6Gives awayprize moneyFinish line
Crazy-o-Meter
Hard to believe
No.30
A dark highway at night lined with camping tents where young, muscular, elite athletes are fast asleep, their mouths open in deep slumber. In the foreground, a 61-year-old farmer wearing long, baggy work trousers and running shoes is awkwardly shuffling past them. He looks perfectly relaxed and wide awake, sporting a mild, pleasant smile on his wrinkly face. The sleeping athletes wear sleek, modern athletic gear, contrasting hilariously with the farmer's casual clothes as he slowly but surely leaves them all behind in the dark.

The Ultramarathon Farmer — Sydney to Melbourne, Australia, 1983