There's A Real Person Behind HBO's New Gentleman-Turned-Pirate Period Comedy (2024)

Our Flag Means Death is a surreal yet salty saga of life on the ocean waves. It stars Rhys Darby as the bizarrely-named Stede Bonnet, with Taika Waititi as the infamous Blackbeard.

Is it so crazy though?Darby’s absurd “gentleman pirate” character is taken from the pages of history. There actually was a Bonnet. And his adventures were equally attention-grabbing.

The origins of “gentleman pirate” Stede Bonnet

Born into privilege in Barbados in 1688, you might think Bonnet had it all. Money, respect (albeit from a thriving plantation business), a wife and family… this Barbadian bigwig had brains and booty to spare. However, he was far from content with his lot.

Bonnet wanted to become a pirate. It isn’t known exactly why. In their overview of his life, Smithsonian Magazine and others highlight a possible mental disorder. There was also the not inconsiderable matter of Bonnet having Jacobite sympathies. With King George I co*cking a major snoop at James Stuart in the Bonnet family bosom of England, this aspiring plunderer may have been riled.

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Smithsonian Magazine quotes historian Colin Woodard, whose book The Republic of Pirates shines a light on the so-called Golden Age of Piracy (1650 – 1730). He speculates on the Jacobite connection – stating it was a popular position among sea dogs – as well as the idea of pirates fighting the establishment.

“People saw pirates as Robin Hood figures,” he says, “socking it to the man on their behalf.” Bonnet was the man in question, making his decision even more fascinating. Smithsonian notes that piracy was “a lifestyle, a profession and a political cause.” Whatever his reasons, he had plenty of motivation.

As described by Barbados and the Carolinas Legacy Foundation, he set up his own floating enterprise in the shape of the Revenge during the early 18th century. This sloop was purchased under the radar, though everything about the sale was above board!

Packed with no fewer than 70 souls of questionable morality and 10 guns, he set off to wreak havoc on the water. How did he get on? It’s safe to say that Bonnet’s career switch proved a mixed bag.

What sort of pirate was Stede Bonnet?

The trailer for Our Flag Means Death presents Bonnet as a ludicrous land lubber shoe-horning himself into the world of rum and muskets. No doubt some saw him like that but the reality is more surprising.

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He certainly lacked experience and was effectively “the guy who bought the boat” at first. Despite this, he scored some success during his very first outing. The Barbados and the Carolinas Legacy Foundation notes that “Off the Virginia and Charles Town coasts Bonnet captured several vessels.” These were then torched “to prevent word of his involvement from reaching home.”

Maybe Bonnet was good at this pirate lark after all. Yet his mettle would ultimately be tested by one of the Golden Age’s biggest beasts – Edward Teach, aka Blackbeard.

Bonnet & Blackbeard

Like Bonnet, Blackbeard was kind of a self-made monster. He started at the bottom and hacked his way to the top. While he lacked Bonnet’s private income, he had more in common with the gentleman pirate than first thought. Not that Blackbeard saw Bonnet as an equal. He didn’t get to where he was that day by making friends.

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The pair traveled together, Bonnet aboard the Revenge and Blackbeard on his vessel, the more elaborate Queen Anne’s Revenge. Or rather Bonnet on Blackbeard’s ship, where alternative accommodation was provided. He’d effectively been sidelined and replaced at the wheel by one of Teach’s crew. By the sounds of things this suited Bonnet, who was probably overwhelmed.

Naturally, Blackbeard ditched Bonnet, distracting him with a fairy story about a pirate amnesty before heading off with their joint booty haul.

A most unusual pirate

Following the betrayal, Bonnet’s attitude seemed to harden. He blackened his heart, set his sights on Teach, and waged a campaign of violence and plunder. This got him noticed by authorities.

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By 1718, the Revenge was cornered by Col. William Rhett, operating under orders from South Carolina’s governor. Smithsonian Magazine notes how Bonnet’s bold defiance had cold water poured on it by his crew. They mutinied and handed him over.

Stede Bonnet met his end by the hangman’s noose that December. It was reportedly a sad and desperate end, with Bonnet’s facade cracking under pressure.

The HBO Max comedy Our Flag Means Death

The new Stede Bonnet takes the form of New Zealand comedian Rhys Darby (Flight of the Conchords, Jumanji). Created by David Jenkins, Our Flag Means Death is executive produced and partly directed by Taika Waititi (Thor: Love and Thunder). As mentioned, he also plays Blackbeard.

Co-starring Kristian Nairn (Game of Thrones), Rory Kinnear (No Time To Die) and Ewen Bremner (Trainspotting) among others, it debuted on HBO Max in March 2022.

Other fictional Stedes

This isn’t the first fictional depiction of Stede Bonnet, by far. Tim Powers included him in his 1987 novel On Stranger Tides. The book was later adapted for Captain Jack Sparrow and the fourth Pirates of the Caribbean movie (2011).

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More from us:These Depraved Pirate Punishments Would Make Captain Jack Sparrow Shiver His Timbers

He is also part of the Assassin’s Creed game franchise, as well as appearing in the 1941 classic The Devil and Daniel Webster.

There's A Real Person Behind HBO's New Gentleman-Turned-Pirate Period Comedy (2024)

FAQs

There's A Real Person Behind HBO's New Gentleman-Turned-Pirate Period Comedy? ›

The series is loosely based on the life of Stede Bonnet, also known as the "Gentleman Pirate". Set in 1717, the first season depicts the early days of Bonnet's career as a pirate after abandoning his family and his comfortable life as a member of the landed gentry of Barbados.

Was the gentleman pirate a real person? ›

Stede Bonnet (1688 – 10 December 1718) was a Barbadian-born pirate and military officer, known as the Gentleman Pirate because he was a moderately wealthy landowner before turning to a life of crime.

Was Spanish Jackie a real person? ›

Spanish Jackie is reportedly based on the legendary female pirate Jacquotte Delahaye, who worked in modern-day Haiti with other rare female pirates. However, there is no evidence other than urban legends to suggest that Delahaye was a real person. Additionally, if she did live, it would have been around the 1650s.

Is Stephen Bonnet a real person? ›

Come to find out, Stephen Bonnet is truly a fictional character, but his name is very similar to the man known as the Gentleman Pirate, Major Stede Bonnet. Major Stede Bonnet was born in Barbados in 1688 to a fairly well-to-do English family.

How historically accurate is Our Flag Means Death? ›

Our Flag Means Death is surprisingly historically accurate, but a major element of the show is completely fictional. The show starred Rhys Darby and Taika Waititi as the real-world pirates Stede Bonnet and Blackbeard.

Who was the most feared real pirate? ›

Blackbeard or Edward Teach (c. 1680-1718) is one of the most infamous pirates to have ever lived. Known for his fearsome image and daring acts on land and sea throughout the West Indies and along the North American East coast, his legacy has been the inspiration for many depictions of pirates throughout history.

Was there ever a real pirate era? ›

Though pirates have existed since ancient times, the Golden Age of piracy was in the 17th and early 18th centuries. During this time more than 5000 pirates were said to be at sea. Throughout history there have been people willing to rob others transporting goods on the water.

What famous pirate was hung in Charleston SC? ›

In 1718, alone, nearly 50 pirates were hanged in Charleston. While Blackbeard, who arrived in Charleston harbor that same year taking ships and hostages for ransom, may be the best known, it was Stede Bonnet, known as the Gentleman Pirate, who met his fate in the gallows at White Point Garden.

Who was the real Dun Bonnet? ›

But did you know that the Dun Bonnet was a real man from the same time period Outlander is set in? According to Radio Times, the man was even better known as James Fraser, chief of Clan Fraser. Yes, it just so happens that this is Jamie's full name (and he is technically still chief of the clan).

Is Stephen Bonnet the father of Brianna's baby? ›

Brianna gives birth to Jeremiah in mid-May 1770. It is unclear whether the boy's father is her hand-fast husband Roger MacKenzie, or her rapist Stephen Bonnet.

What happened in Blackbeard's childhood? ›

Nothing of Teach's early life is known for certain except that he was born in Bristol, England, and spent his early years at sea raiding French and Spanish ships in Jamaican waters during the War of Spanish Succession (1701-1714). Edward Teach was most likely an assumed name, taken perhaps to hide a dark past.

What flag color means death? ›

In many countries, white is also associated with death. Many Christians combine white with gold during services. White flags are lifted also as a sign to surrender.

What happened to Stede Bonnet's family? ›

Bonnet, however, abandoned his family—wife and three children (two boys and one girl)—and embarked on an adventure that he soon regretted. He purchased his vessel, the Revenge, and six cannons to arm it, and he recruited and employed a crew and paid them a salary.

Was Bartholomew Roberts a real person? ›

Early Life

Bartholomew Roberts was born around 1682 in Pembrokeshire, southwest Wales. His parents named him John. His father was a landowner, and he spent his youth helping out with the family farm. Roberts left home at around age 13 to work aboard ships and is believed to have worked as a merchant seaman.

Was Benjamin Hornigold a real pirate? ›

Benjamin Hornigold (1680–1719) was an English pirate who operated during the tail end of the Golden Age of Piracy. Born in England in the late 17th century, Hornigold began his pirate career in 1713, attacking merchant ships in the Bahamas.

Was Henry Morgan a real pirate? ›

Is Captain Morgan a real pirate? Captain Henry Morgan was a real person. Though most people probably know Sir Henry Morgan as a pirate, he was in fact a privateer (a kind of 'legal pirate'), at least for most of his expeditions, and he was one of the most successful in history.

Who was the most famous real pirate? ›

Blackbeard. Probably the most famous pirate to ever live. Blackbeard had a knack for theatricality and a startling portrait of him has ensured his image has lived on.

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