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Lindsey Graham
There are more ways than ever to listen to History Daily ad free. Listen with Wondry plus in the Wondery app as a member of Noiser plus at noiser.com or in Apple Podcasts. Or you can get all of History Daily plus other fantastic history podcasts@intohristory.com it's late October 1823, off the coast of Puerto Rico. 32 year old Roberto Coffresi squints against the early morning sunlight that streams across the deck of his ship. Roberto is a pirate captain, and today he's hoping for another rich prize. He snaps open his telescope, sweeping it in an arc to the west, but all he sees is the coastline of a nearby island. He thinks for a moment, then hands the telescope to one of his men and sends him up to the crow's Nest for a better look. Roberto has a hunch, a feeling that there's something out there. And over the years he's learned to listen to his gut. It pays off again. Now the man in the crow's nest calls down to the deck excitedly. There's a sail just beyond the island. It looks like a merchant ship. Roberto grins and barks out in order. His men spring into action, turning their vessel on a course to intercept. As the ship picks up speed, Roberto marches to the prow, eyes fixed on the horizon. His hand drifts to the trusty cutlass strapped to his side. With any luck, he won't have to use it. If the merchant sailors know what's good for them, they won't put up a fight. But either way, Roberto will be taking their cargo. The merchant ship doesn't offer much resistance to Roberto Coffresi and his band of pirates, and the tobacco, tar and US Currency notes it was carrying is soon nestled in the bows of Roberto's ship. This brazen attack is no isolated incident, though. Roberto has a growing reputation as one of the most audacious and dangerous pirates in the Caribbean. But like most pirates, Roberto's luck will prove fleeting and he will eventually be captured after a thrilling Chase on March 5, 1825.
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Lindsey Graham
History Daily is sponsored by Express Pros. Managing your workforce can be exhausting, and if you're tired of a costly and lengthy hiring process, simplify and speed up your recruitment. With one connection the experts at Express Employment Professionals reduce time to hire, cut down on interviews, and lower your recruitment costs. Visit ExpressPros.com today. Express is more efficient than hiring on your own. Check out ExpressPros.com to see how Express Employment Professionals can take care of your hiring. From Noiser and Airship, I'm Lindsey Graham, and this is History Daily. History is made every day on this podcast. Every day, we tell the true stories of the people and events that shaped our world. Today is March 5, 1825 the Hunt for the last pirate of the Caribbean. It's 1795 in Cabo Rojo, Puerto Rico, 30 years before the capture of Roberto Coffresi. Down on the beach, four year old Roberto plays in the surf, laughing as the warm Caribbean waters tickle his feet. Watching on with a smile is Roberto's aunt. His mother died not long ago, so now it's his aunt that's looking after him. And as he plays in the surf, Roberto spots a clutch of white sails on the horizon, glowing in the afternoon sun. He points to the ships and asks his aunt where those boats are going, putting her hand on his shoulder. Roberto's aunt kneels down beside him and tells him that those ships are carrying sailors to distant lands, their hulls packed with exotic foods and spices, maybe even treasure. It's an exciting thought for young Roberto. He imagines himself one day sailing over the horizon to adventure on the sea. His family has ties to European nobility, but they're not wealthy. Roberto and his four siblings only have a modest inheritance and few prospects. So as he grows up, Roberto finds work on small fishing boats. It's not the glamorous life on the waves he heard about as a child, but it's living. Roberto works as a fisherman for four years until he feels like he knows every inch of Puerto Rico's coastline. Then an opportunity presents itself to broaden his horizons. He joins the crew of a merchant ship transporting goods across the Caribbean. It's a chance for him to deepen his knowledge of the sea and sailing. But unfortunately for Roberto, not long after he starts the job, the conflict between Spain and its Latin American colonies escalates. Maritime trade in the Caribbean takes a hit, and Roberto's new employer begins sailing less and less. Roberto is soon stuck at home in Puerto Rico with no job and a family to feed. He grows so desperate for money that he joins a local criminal gang who steal cattle and crops. And during these capers, he discovers he has a talent for the work and quickly becomes involved in more dangerous and violent crimes. In November 1820, he's accused of participating in a major highway robbery. And after this, his face appears on wanted posters all across Puerto Rico. Roberto is forced to go into hiding. He evades the authorities for over six months until he's arrested and sent to prison in July 1821. But just a month later, Roberto escapes and then disappears. His whereabouts over the next two years are something of a mystery, but when he resurfaces in June 1823, he's put life as a highwayman behind him. He has not changed his ways, however, only his targets. Now 32 years old, Roberto manages to source a small ship and crew to sail it. And he wastes no time in making a name for himself on the high seas as a pirate. In a series of daring raids, Roberto and his crew attack and plunder eight vessels before the year is out. But his success is an affront to the Puerto Rican government. A century has passed since the so called golden age of piracy, when famous outlaws like Blackbeard and Anne Bonny terrorize the seas. These days, the Caribbean is supposed to be a respectable, law abiding place. So the government sends agents to Roberto's hometown of Cabo Rojo. But getting useful information proves almost impossible. As a local boy, Roberto already has deep ties in the community, and he secured their loyalty even further by sharing some of his loot. To many in Cabo Rojo, Roberto is the Robin Hood of the high seas. But his popularity doesn't deter the Puerto Rican government and the hunt for Roberto intensifies. He doesn't discriminate in his attacks. He takes Spanish, British and American ships alike. So as the problem of apprehending him grows, the Puerto Rican governor reaches out for help to those nations. And Great Britain and the United States both send ships to join the hunt. So now, with so many forces arrayed against him, it seems only a matter of time before Roberto is captured. And sure enough, following a storm in September 1824, his ship runs aground on the eastern shores of Hispaniola and Roberto is arrested. But Roberto refuses to give up. He escapes from captivity again in a daring prison break in which he uses a rope made from his clothes to lower himself down from a perimeter wall. This escape only adds to Roberto's reputation as the greatest living Caribbean pirate. But his growing renown will make his enemies that much more determined to bring him to justice. And less than a year after his dramatic escape from jail, Roberto Coffresi will be cornered for the last time. History Daily is sponsored by Fast Growing Trees, the biggest online nursery in the US with thousands of different plants and over 2 million happy customers. One of the reasons is that Fast Growing Trees makes it so easy. Just yesterday, I ordered some shrubs for a fence line in our backyard. 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Lindsey Graham
It's March 5, 1825, in Hobos Bay, off the south coast of Puerto Rico, six months after Roberto Confrezi estate escape from prison for the second time. Standing on the deck of his ship, the Anne, Roberto slides his pistol out of its holster, checks that it's loaded, and then gazes out over the prow at his next conquest. It should be an easy day's work for Roberto. The merchant vessel making slow headway ahead of them will only be manned by a handful of sailors who'll be no match for a ruthless crew of pirates. Roberto orders his boarding party to stand by the rails, telling them to be ready to leap across as soon as they're close enough. But as the gap between his ship and the merchant vessel closes to less than 100 yards, Roberto sees a Flurry of movement on the other deck. Too late, he realizes he's been duped. This is no ordinary merchant ship. Rows of U.S. marines and Spanish militia suddenly leap out from hiding places and appear ready on deck. As one, they raise their rifles and take aim at Roberto's ship. Roberto ducks down as bullets crack through the air like whips, peppering the Anne and shredding its sails. Roberto's battle hardened crew quickly returns fire and a sea battle begins. But it soon becomes clear that this is a fight Roberto can't win. There are too many enemy soldiers, and the merchant ship has been equipped with a six pound cannon. One blast from it has already brought down the and's mast. Another direct hit could be disastrous. So Roberto orders his men to abandon their weapons and instead concentrate on making their escape. Still under heavy fire, the Anne manages to make a turn and darts away from the other ship. But its rigging is torn to pieces and Roberto doesn't know how long its damaged mass can hold out. He decides their best chance is to make for land and try to escape through the mangrove swamps. But the retreat isn't without casualties. Two of his men are shot and killed before they reach the beach. The rest make it ashore and disappear with Roberto into the thick underbrush. But they are soon followed by the American and Spanish soldiers who are hot on their trail. Over the course of the afternoon, around half of Roberto's crew are captured in the swamps. Roberto himself escapes several brief skirmishes unscathed and survives the night hiding among the mangroves. But the following morning he's spotted. And as he turns to flee, he's hit by a blunderbuss shot that knocks him to the ground and shatters his left arm. Gritting his teeth against the pain, he drags himself up and unsheathes his knife. But he's soon surrounded by machete wielding militiamen. By the time Roberto finally surrenders, he is badly injured and bleeding profusely. Once in custody, Roberto is taken to a jail in the nearby city of Goyama, where a doctor tends to his wounds. While he's being patched up, the town's mayor comes to see his illustrious prisoner. Roberto tries to work his charm on the politician, offering him a vast bribe of over 30 pounds of silver in exchange for his freedom. But the mayor won't be bought with stolen treasure. He simply shakes his head and walks out. Four days later, Roberto is transported to Puerto Rico's capital, San Juan, where he will stand trial. On March 17, 1825, Roberto stands in a courthouse alongside 10 of his crew. Under a new edict from the Puerto Rican governor, they are being tried in a military court, and under its rules, Roberto can choose an attorney to represent him, but the arguments they can make will be strictly limited. Roberto is even denied the opportunity to summon witnesses, but he does give evidence himself. When questioned under oath, Roberto confesses to capturing a number of ships, as do his men, but he refuses to give any information about the whereabouts of those of his crew who escaped and remain in hiding. So after 10 days, the court announces its decision. All 11 men are found guilty of piracy. This is a crime punishable by death. There will be no appeals and no escapes this time. In just two days, Roberto Coffresi will face a firing squad.
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Lindsey Graham
It'S the morning of March 29, 1825, in San Juan, the capital of Puerto Rico, three weeks after the capture of the pirate Roberto Coffresi at the local fort. A large crowd has gathered to witness the execution of Roberto and his crew, and a little after 8am there's movement off to one side of the yard. The crowd parts as a group of soldiers marches forward, herding a procession of shackled prisoners. The convicted pirates are ushered toward a row of chairs and one by one they're pushed down into them and tied into place. From his seat in the center of the line, Roberto looks out at the crowd with defiance in his eyes. Several priests step forward to hear any last minute confessions, but when he's asked if he has anything to repent for, Roberto shakes his head and fixes his gaze on the line of musket wielding soldiers standing opposite him. When the priests have finished their duties, they step back and take their places in the waiting crowd as blindfolds are placed over the condemned, Roberto watches as his men have their eyes covered, but when the soldiers reach him, he again shakes his head. When a soldier tries to cover his eyes anyway, Roberto jerks his head back and speaks in a loud, clear voice. I have killed hundreds with my own hands and I know how to die. The soldier nods grimly and steps back. Then the men in the firing squad lift their weapons to their shoulders. Gunfire cracks the silence of the morning and Roberto and his men slump forward, lifeless in their chairs. Roberto Coffresi will be seen as the last successful Caribbean pirate. After his death, the authorities will sweep the seas clear of any who would follow in his example. But that will only make Roberto seem more alluring. Myths will develop about him in the years following his execution, with some even claiming it was a deal with the devil that allowed Roberto to evade capture for so long. But if that was the case, the deal came to an abrupt end when Roberto Caffresi was captured for the last time on March 5, 1825. On History Daily March 6, 1933, First lady of the United States, Eleanor Roosevelt hosts her debut press conference, inviting only women reporters in a practice she will continue for the rest of her time in the White House. From Noser and Airship, this IS History Daily hosted, edited and executive produced by me, Lindsey Graham Audio editing by Mohammed Shahzi Sound design by Gabriel Gould Supervising Sound Designer Matthew Filler Music by Thrung. This episode is written and researched by Rob Scragg. Edited by Joel Callan Managing Producer Emily Burke Executive producers are William Simpson for Airship and Pascal Hughes for Noiser.
Matthew Filler
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Podcast Information:
March 5, 1823 – Off the Coast of Puerto Rico
Lindsay Graham sets the stage in late October 1823, introducing Roberto Coffresi, a 32-year-old pirate captain off the coast of Puerto Rico. Roberto's sharp instincts and leadership make him a formidable pirate, capturing merchant ships with relative ease.
Notable Quote:
"With any luck, he won't have to use [his cutlass]. If the merchant sailors know what's good for them, they won't put up a fight."
(00:00)
1795 – Cabo Rojo, Puerto Rico
Roberto's journey begins in Cabo Rojo, where he dreams of adventure on the seas. Despite his family's ties to European nobility, financial struggles lead him to work as a fisherman. His aspirations shift when maritime conflicts disrupt trade, pushing him towards criminal activities.
Notable Quote:
"It's an exciting thought for young Roberto. He imagines himself one day sailing over the horizon to adventure on the sea."
(02:46)
1820 – Rise of a Highwayman
Economic hardships force Roberto into a life of crime. Starting with cattle and crop theft, his knack for violent offenses escalates, culminating in a major highway robbery in November 1820. His notoriety grows as his face appears on wanted posters, forcing him into hiding and eventual imprisonment in July 1821.
Notable Quote:
"Roberto discovers he has a talent for the work and quickly becomes involved in more dangerous and violent crimes."
(02:46)
June 1823 – Rebirth as a Pirate
After escaping prison in July 1821 and resurfacing in June 1823, Roberto abandons highway robbery for piracy. Acquiring a ship and assembling a loyal crew, he conducts a series of daring raids, plundering eight vessels within a year. His actions challenge the stability of the Caribbean, drawing the ire of the Puerto Rican government.
Notable Quote:
"To many in Cabo Rojo, Roberto is the Robin Hood of the high seas."
(02:46)
Late 1824 – Coordinated Efforts Against Roberto
As Roberto's piracy disrupts international trade, the Puerto Rican governor collaborates with British and American forces to capture him. Despite his deep community ties and initial successes, Roberto’s luck begins to wane, leading to increased pressure from multiple fronts.
Notable Quote:
"With so many forces arrayed against him, it seems only a matter of time before Roberto is captured."
(02:46)
September 1824 – Roberto's Downfall
A pivotal storm leads Roberto's ship, the Anne, to run aground on Hispaniola's eastern shores. In a fierce confrontation, Roberto and his crew engage U.S. marines and Spanish militia. Despite a valiant fight, Roberto's ship sustains critical damage, forcing a retreat through mangrove swamps. Persistent pursuit results in heavy casualties among his crew and Roberto's eventual capture after being injured by gunfire.
Notable Quote:
"As a soldier tries to cover his eyes anyway, Roberto jerks his head back and speaks in a loud, clear voice. 'I have killed hundreds with my own hands and I know how to die.'"
(16:00)
March 5-17, 1825 – The End of a Pirate Era
Roberto stands trial in San Juan under a military court established by the Puerto Rican governor. Stripped of legal protections, Roberto and his crew face limited defense options. Confessing to their crimes but withholding information about escaped crew members, all are found guilty of piracy. Executed by firing squad on March 17, 1825, Roberto becomes the last notable pirate of the Caribbean, marking the end of an era.
Notable Quote:
"Roberto looks out at the crowd with defiance in his eyes... 'I have killed hundreds with my own hands and I know how to die.'"
(16:00)
Post-Execution – The Making of a Legend
Roberto Coffresi's death ends piracy in the Caribbean, yet his legend endures. Myths and stories embellish his life, portraying him as a charismatic outlaw with near-mythical survival skills. His legacy serves both as a cautionary tale and a romanticized figure in maritime history.
Notable Quote:
"Myths will develop about him in the years following his execution, with some even claiming it was a deal with the devil that allowed Roberto to evade capture for so long."
(16:00)
Lindsay Graham wraps up the episode by highlighting Roberto Coffresi's significance as the final notable pirate in the Caribbean. His life, from humble beginnings to notorious pirate captain, encapsulates the tumultuous era of early 19th-century maritime history.
Notable Quote:
"Roberto Coffresi will be seen as the last successful Caribbean pirate. After his death, the authorities will sweep the seas clear of any who would follow in his example."
(16:00)
Episode Credits:
Note: This summary captures the essence of the podcast episode, focusing solely on the historical content while omitting advertisements and non-essential sections. For a more immersive experience, listening to the full episode is recommended.