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True Crime Historian

March 5, 1825

True Crime Historian

Richard O Jones

True Crime, Documentary, Arts, Society & Culture, Performing Arts

4.4729 Ratings

🗓️ 5 March 2026

⏱️ 10 minutes

🧾️ Download transcript

Summary

Boca del Infierno, Puerto Rico
March 5, 1825

Three nations set a trap at the Mouth of Hell, and the Caribbean's most wanted pirate sailed right into it. Roberto Cofresí was the son of an Austrian nobleman who'd fled a murder charge and a Puerto Rican mother from one of the island's founding families. Noble blood, empty pockets. When colonial Puerto Rico collapsed around him, Cofresí took to the sea with a fast sloop and a crew of men who had nothing left to lose. He robbed merchant vessels from six nations, attacked a U.S. Navy warship, and became a folk hero to the poor criollos of the coast. It took an alliance of Spain, the United States, and Denmark to bring him down. Twenty-four days after his capture, a firing squad at El Morro ended the pirate. The legend was just getting started.

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Transcript

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0:00.0

Boca del Inferno, Puerto Rico, March 5th, 1825.

0:10.0

They called it the mouth of hell, and on this morning it swallowed a pirate hole.

0:16.0

The passage off Bahaia de Hobos was narrow, shallow, and treacherous, a gap between coral reefs on Puerto Rico's

0:23.1

southern coast, where only small draft vessels dared to thread. For two years, Roberto

0:28.7

C. had used that geography to his advantage, ducking warships from six different nations the way a

0:35.1

rabbit uses a briar patch. But the rabbit's luck runs out the day the hunter learns the warren.

0:40.9

On this particular morning, a merchant sloop sat anchored near the passage, fat and tempting.

0:47.6

Kofrasi, aboard his flagship Anne, a fast six-gun sloop he'd stolen from a Danish captain three weeks earlier, sailed toward

0:56.5

it with a dozen armed men. He had no way of knowing that the merchant was bait, that the USS

1:02.1

Grampus and two armed Spanish sloops were lurking just out of sight, or that the trap had

1:07.4

been set by an alliance of three nations who had finally agreed on one thing.

1:12.0

Roberto Cofrasi had to go. The man they wanted dead was 33 years old, five feet in change,

1:18.8

and had the most famous name in the Caribbean. Governor Miguel de la Torre himself had declared that

1:25.2

neither the tranquil neighbor, the laborious merchant, nor the honest

1:28.9

farmer, felt safe from his claws. That was the official version. The unofficial version, the one

1:35.1

whispered in the shanty towns of Cabo Rojo and the salt harvesting camps along the coast,

1:40.9

was something different. To the poor Criolos of Puerto Rico, El Pirata

1:46.0

Coffresi was something closer to a saint. The truth, as usual, lived somewhere between the

1:51.6

warrant and the legend. Roberto Coffresi and Ramirez de Arellano was born in June 1791 in Cabo Rojo, a harbor town on Puerto Rico's southwestern tip.

2:04.0

His pedigree read like a European novel.

2:06.9

His father, Francesco Giuseppe Fortunato von Kupershershine, was an Austrian nobleman from Trieste,

2:13.6

who had killed a man, stabbed one Josephus Stefani, possibly over a duel, possibly over something dirtier,

...

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