Ahoy! It's the real pirates of the Caribbean—and the Carolinas

Privateers, buccaneers, and scurvy sea dogs prowled the Caribbean and the Atlantic in search of booty as the 'Golden Age of Piracy' dawned.

a 1718 oil painting depicting Blackbeard before his death
This 1718 oil painting depicts the notorious Blackbeard before his death at the hands of Lt. Robert Maynard's forces.
Photograph by CORBIS/CORDON PRESS
ByMaría Lara Martínez
July 02, 2020
15 min read

Pirate ships, treasure maps, and bottles of rum are just a few of the things that come to mind when thinking of pirates. These popular symbols and many others have their origins in the golden age of piracy, a period that began around 1500 and lasted for 300 years. During this time, the Caribbean islands and coasts of the Americas were the dynamic center of a trade empire linking Europe, Africa, and the Americas. Heavily laden trading ships carried slaves, sugar, precious metals, tobacco, and coffee among all three and generated enormous wealth for the dominant colonial powers: England, France, Holland, Portugal, and Spain. As trade boomed, so did piracy. By the 18th century thousands of pirates terrorized the rich merchant vessels and eluded the naval attempts to capture them.

a Spanish rapier

Spanish rapier, circa 1650. Later, most pirates preferred the shorter smallsword.

Photograph by AKG/A

Pirates by any other name

Part of the romantic myth of piracy is the colorful terminology. In the second half of the 16th century some of the most famous pirates were sponsored by European nations. Called “privateers,” these pirates had government commissions to seize the ships, both trading and naval, of an enemy. Some of these pirates, such as the explorer Sir Francis Drake, were often regarded as patriotic national heroes. Drake was able to carry out his exploits because he was the bearer of an all-important letter of marque, issued by Queen Elizabeth I in 1572, which gave him the right to raid Spanish ships.

Corsairs were typically privateers sailing along the Barbary Coast in northern Africa in the 16th century; later, the word would be broadly applied to pirates in general. The terms “buccaneer” and “freebooter” arose in the 17th century. Buccaneers were adventurers who settled in Hispaniola, the island today divided between Haiti and the Dominican Republic. They lived off the meat of wild cattle, which they preserved using an indigenous smoking method called bouccan. In the mid-17th century they started to engage in piracy, just like the freebooters, a term deriving from the Dutch word vrijbuiter, “a person who freely takes booty.”

Legend versus Reality

artist Bernard F. Gribble's depiction of pirate life
a gold doubloon and ring from the 1717 shipwreck of the pirate ship Whydah
state-backed privateers seizing a British ship in a painting by Louis Garneray
a painting of Long John Silver
Were the crews an ethnic "melting pot"?The pirates who terrorized ships sailing the Caribbean in the 18th century certainly came from many different European countries, including England, Holland, France, Spain, and Portugal. But the majority of the crews were from English-speaking nations, many born in the colonies of the New World, including Jamaica, Barbados, and the Bahamas. A considerable number of pirates were of African descent. Blackbeard’s crew was 60 percent black, and two pirate ships, whose captains are unknown, were almost 100 percent black.
Photograph by Prisma Archivo

Living the life

In 1713 the Treaty of Utrecht brought peace to the warring nations of Europe. As a consequence, their navies demobilized, and a large number of sailors needed to find work. Many of them found that freelance piracy could be a viable second career. Others were sailors who had served on merchant vessels where poor pay and terrible onboard conditions often spurred them into piracy. Pirate ranks also swelled after the capture of enemy vessels, and not all captured crews necessarily had to be forced to join their opponents. Many made the transition voluntarily.

Although there were a few notorious female pirates, most pirates were young men. At the beginning of the 18th century, their average age was 27—the same as sailors on merchant vessels and in the British Navy. Crews were diverse with a variety of ethnic backgrounds, including European, Native American, and African. Black men often saw piracy as an alternative to a life in slavery, but they came to these ships for many reasons. Some were freemen, others escaped slaves. Some were mutinous sailors, and others may have been captured by pirates themselves.

A tough way of life, requiring good health, physical strength, and endurance, youth was an important qualification for the job. Almost all pirates were unmarried. Most pirate captains preferred a romantically unattached crew, as they were less likely to desert for family reasons. It is estimated that between 1716 and 1726 just 4 percent of pirates were married. (Where did the Barbary pirates sail? Test your buccaneer knowledge with our quiz.)

a 17th-century axe used by Spanish pirates to force their way aboard vessels

17th-century axe used by Spanish pirates to force their way aboard vessels.

Photograph by MUSEO NAVAL, MADRID

Crews varied greatly in number. The average size was around 80 men, many more than the usual crew of a merchant ship, which often counted no more than 20. The intimidating sight of a shipload of pirates bearing down on a smaller, outnumbered crew must have been terrifying.

Piracy was not necessarily a lifelong commitment. Apart from those who were captured and executed by the authorities, many men might retire after a few years, once they had seized enough money to settle down to a quieter, more routine life. After stopping for repairs just off the African coast at Cape Verde, Captain Johnson relates how the Welsh pirate Howell Davis left five crew members behind who had fallen in love with local women. In 1709 47 women, who were wives and relatives of pirates and buccaneers in Madagascar, sent Queen Anne of England a petition for amnesty.

Many sources from the era give scholars insights into the pirate culture between 1715 and 1725. One key, if possibly embellished, account is A General History of the Robberies and Murders of the Most Notorious Pyrates, published in 1724 by Captain Charles Johnson (some historians suggest Johnson was a pseudonym of Daniel Defoe, the author of Robinson Crusoe). Correspondence, colonial and naval reports, statements by former captives of pirates, and newspaper articles also provide a wealth of information about piracy during those years, helping historians understand how pirates lived in that period.

Pirate ships

During the golden age, many pirates had the best equipped and most advanced ships of that time. Fast and maneuverable, sloops were the pirate craft of choice, 40 feet long with one or two sets of oars, and armed with up to ten cannon. Crews aimed to capture larger boats, such as three-masted ships, which would then be armed with up to 30 cannon. Such vessels enabled them to engage warships. Blackbeard’s ship Queen Anne’s Revenge reportedly had 40 guns, and Bartholomew Roberts’s Royal Fortune carried 42.

Many accounts of pirates’ lives aboard their ships comes from captives. “It was not long before I realized that any death was preferable to being trapped among such an infamous bunch of crooks,” reads one statement from 1722. “[Their] entertainment consisted of uncontrolled drinking, monstrous cursing, horrendous blaspheming, shameless defiance of the heavens and mocking of the fires of hell. Only sleep put paid to the noise and carousing.”

a 19th-century engraving of a merchant ship being attacked

A merchant ship is under seige in this 19th-century engraving depicting a pirate attack.

Photograph by Art Archive

There is no doubt pirate ships did not instill the same rigid discipline as merchant ships or the navy, partly because the work could be shared among a larger crew, so they had free time for drinking, gambling, and music. There were frequent fights, as was only natural among crews that were united by a desire for sacking and looting rather than national loyalties. (Meet the foodie pirate who dined around the world.)

Even so, other witnesses say pirate ships were not just a free-for-all. To maintain the crew and ship, they had to organize guard duties, assign sailing tasks, and administer provisions. Some crews, such as that of Bart Roberts, had codes of conduct: gambling, fighting, and belowdecks drinking were banned, and each man’s share of provisions, clothes, and, of course, booty, was assigned in advance. Captains also had absolute authority during pirate attacks.

Such rules were often approved by the entire crew who, in turn, elected their captains. This organization is strikingly different from the hierarchical arrangements on naval vessels. At their best, pirate crews were often highly meritocratic. The best qualified members—those with nautical knowledge or the strong personality needed to maintain order among natural rebels in an undisciplined setting—quickly rose through the ranks, regardless of social rank.

a cannon on Brimstone Hill on St. Kitts
Construction of Brimstone Hill on St. Kitts began at the height of the golden age to protect the British colony from the dual threat of rogue pirates and the French.
Photograph by GAVIN HELLIER/CORBIS/CORDON PRESS
the Castillo de Los Tres Reyes del Morro
Started in the late 16th century, the Castillo de Los Tres Reyes del Morro formed part of Havana’s complex defenses against pirate attacks. The Cuban port both sheltered the Spanish treasure fleet before its return to Spain, and protected the vital shipping lanes between Cuba and Florida.
Photograph by MASSIMO RIPANI/FOTOTECA

Hideouts and havens

Piracy thrived in places where crews could lie low and repair their ships, which is why the Caribbean, dotted with hidden coves and uninhabited islands, became the preferred location. Larger pirate hideouts soon took root within established harbors, where ringleaders could recruit men and enjoy their booty, such as the island of Tortuga, just off the coast of Hispaniola. Later, Tortuga was succeeded by Port Royal, Jamaica’s main port. Described as the “most wicked and sinful city in the world,” Port Royal was devastated by an earthquake in 1692. (These ancient pirates swashbuckled across the Mediterranean.)

The principal center during the golden age was Nassau, now the capital of the Bahamas. After the English governor lost control of the port, a powerful pirate republic grew up there, funded by the loot brought back by the great pirates of the time—men like Benjamin Hornigold, Charles Vane, John Rackham (Calico Jack), Samuel Bellamy (Black Sam), Edward Teach (Blackbeard), and Bartholomew Roberts (Black Bart).

San Felipe del Morro in Puerto Rico

Lured by treasure ships lying at anchor, even Sir Francis Drake—El Draque, “the Dragon,” in Spanish—failed to sneak past the formidable defenses of San Felipe del Morro in Puerto Rico. The current structure dates from the 17th and 18th centuries, built to defend against British imperial ambitions.

Photograph by WERNER BERTSCH/FOTOTECA

In the second half of the 17th century, frequent pirate sieges were mounted against wealthy cities. Spanish ones, such as Portobello, Cartagena, Havana, and Panama City proved attractive targets and were sacked by pirates. Other attacks happened in North America, such as Blackbeard’s successful 1718 siege of Charleston, South Carolina.

Unprotected merchant vessels remained the most common targets. Few ships put up any resistance to pirates. Once aboard, pirates sought out the cargo and treasure and would use intimidation to get it. There were reports of particularly sadistic pirate captains. According to the testimony of several victims, Charles Vane had a predilection for torturing sailors. Edward Low, another pirate from the same period, murdered an entire ship’s crew of 32 in 1724 for throwing its cargo overboard before surrendering.

Howard Pyle’s illustrations for “The Fate of a Treasure-Town”
Dividing up the bootyHoward Pyle’s illustrations for “The Fate of a Treasure-Town,” a pirate tale he wrote in 1905, are imbued with color, romance, and adventure.
Photograph by Bridgeman/ACI

Pirates were happy to seize whatever loot they could: gold, silver, gems, and other valuables were prized, but it was not always treasure that pirates sought. Tobacco, sugar, and cocoa were profitable commodities. During the golden age, goods could be brought to ports and sold to respectable traders from neighboring islands. (For these pirates, their most valuable booty was a sailing atlas.)

All good things

a gold doubloon
Gold doubloon
Photograph by Bridgeman/ACI

The boom in piracy did come to an end. In the early 1700s European nations began to introduce stronger antipiracy laws, increase the number of warships in the area, and offer rewards to those who turned in pirates. In 1717 England offered pirate captains and crews amnesty, threatening those who refused with no mercy if, and when, caught.

Over the following years, the buccaneer captains fell one by one. Black Sam died in a shipwreck in 1717. Blackbeard died fighting the British Navy the next year. Calico Jack was executed in Jamaica in 1720, and Black Bart was killed in the Gulf of Guinea in 1722. What could not be erased was the memory of those freebooting years, the tales of cruelty and valor that live on today in literature, music, and film.

Lecturer of history at Madrid's Udima University, Lara has written numerous books on the Middle Ages and Spain's imperial era.

Go Further