Grace O'Malley, the Fearless 16th-Century Irish Pirate Queen Who Stood Up to the English

Rockfleet Castle, which Grace O’Malley used as a base
Rockfleet Castle, which Grace O’Malley used as a base

If asked to name a pirate from history, many people will mention Blackbeard or Captain William Kidd. If pressed to name a female pirate, they might mention Anne Bonny, who terrorized the Caribbean alongside Captain "Calico" Jack Rackham in the early 18th century. Anne Bonny, however, was far from the only female pirate to terrorize the seas. More than a century before Bonny's birth, another woman ruled the waves, debated with Queen Elizabeth I, and sat at the head of a prosperous pirate empire. She was Grace O'Malley, Pirate Queen.

Grace With the Cropped Hair

Known in Gaelic as Gráinne Ní Mháille, Grace was born in Ireland sometime around 1530. She was the daughter of Eoghan Dubhdara Ó Máille, ruler of the territory of Umhall and the lord of an ancient, powerful dynasty in the province of Connaught. The Ó Máille family's money came from the seas, raised in the form of taxes levied on anyone who fished off their stretch of the Irish coast. The family were also shrewd traders and merchants, trading (and sometimes plundering) as far away as Spain. Ó Máille castles also dominated the southwest coastline of County Mayo, providing protection from invasion for the wealthy lord's territory. At a time when the Tudors in England were ramping up their conquest of Ireland, such defensive measures were vital.

The folklore of Grace O'Malley begins in her childhood, when she supposedly begged her father to let her join him on a trade mission to Spain. When he refused his daughter's request on the grounds that her long hair would be hazardous on the rolling deck of a ship, she hacked off her mane, earning herself the nickname Gráinne Mhaol, or "Grace with cropped hair."

Though little is known of Grace's early life, when she was about 16 she made a political marriage to Dónal Ó Flaithbheartaigh, heir to the lands of Ó Flaithbheartaigh. It was an excellent dynastic match, but despite bearing her husband three children, Grace wasn't made for housewifery. She had more ambitious plans.

Soon Grace was the driving force in the marriage, masterminding a trading network to Spain and Portugal and leading raids on the vessels that dared to sail close to her shores. When her husband was killed in an ambush by a rival clan around 1565, Grace retreated to Clare Island, and established a base of operations with a band of followers. According to legend, she also fell in love with a shipwrecked sailor—and for a time life was happy. But when her lover was murdered by a member of the neighboring MacMahon family, Grace led a brutal assault on the MacMahon castle at Doona and slaughtered his killers. Her actions earned her infamy as the Pirate Queen of Connaught.

Though Grace remarried for the sake of expanding her political clout, she wasn't about to become a dutiful wife. Within a year she was divorced, though pregnant, and living at Rockfleet Castle, which she'd gained in the marriage and which became her center of operations. According to legend, the day after giving birth to to her ex-husband’s son aboard a ship, she leapt from her bed and vanquished attacking corsairs

Grace continued to lead raiding parties from the coast and seized English vessels and their cargo, all of which did little to endear her to the Tudors. She was known for her aggression in battle, and it's said that when her sons appeared to be shirking, she shamed them into action with a cry of "An ag iarraidh dul i bhfolach ar mo thóin atá tú, an áit a dtáinig tú as?"—which roughly translates as "Are you trying to hide in my arse, where you came out of?"

In 1574 an English expedition sailed for Ireland with the aim of putting an end to her exploits once and for all. Though they besieged Rockfleet Castle, no one knew the coastline better than Grace, and she repulsed them with the might of her own ships.

But Grace made history in 1593 after her son was captured by Sir Richard Bingham, the English governor of Connaught. Appointed in 1584, Bingham had taken office as part of English efforts to tighten their hold on Ireland, and in 1586 his men had been responsible for the death of one of Grace's sons. Bingham also took cattle and land from Grace, which only served to increase her thirst for revenge. Yet she was a politician as much as a warrior, and knew that she couldn't hope to beat Bingham and the forces of the English government single-handedly.

Instead, she took the diplomatic route and traveled to England, where she requested an audience with Queen Elizabeth I to discuss the release of her son and the seizure of her lands. In addition, she challenged Gaelic law that denied her income from her husband's land and demanded that she receive appropriate recompense. She argued that the tumult reigning in Connacht had compelled her to "take arms and by force to maintain [my]self and [my] people by sea and land the space of forty years past." Bingham urged the queen to refuse the audience, claiming that Grace was "nurse to all rebellions in the province for 40 years," but Elizabeth ignored his entreaties. Perhaps the monarch was intrigued by this remarkable woman, because Grace's request was granted, and the two women met in September 1593.

A Meeting With the Queen

An 18th-century depiction of the meeting between Grace O'Malley and Elizabeth I
An 18th-century depiction of the meeting between Grace O'Malley and Elizabeth I
Anthologia Hibernica volume II, Wikimedia // Public Domain

Grace's Greenwich Palace summit with the queen has become legendary. She supposedly wouldn't bow to Elizabeth, whom she didn't recognize as the Queen of Ireland. Though dressed in a magnificent gown that befit her status, she also carried a dagger, which she refused to relinquish. The queen, however, was happy to receive her visitor—dagger and all. The summit was conducted in Latin, supposedly the only tongue the two women shared. Ignoring the fact that they were virtually the same age, Elizabeth decided that there was only "pity to be had of this aged woman" whom she believed "will fight in our quarrel with all the world."

By the end of the long meeting, an agreement had been reached. Bingham would be instructed to return Grace's lands, pay her the funds she had demanded, and free her son. In return, Grace would withdraw her support of the Irish rebellion and attack only England's enemies.

Yet the victory was short-lived. Though her son was freed, Bingham's censure was brief, and Grace received back none of the territory she had lost. Grace was furious, and she soon withdrew from public life.

The last years of Grace O’Malley are shrouded in mystery. It’s believed that she died at Rockfleet Castle around 1603—the same year as Queen Elizabeth I. Her memory lives on, not least in the Irish ballads, which remember her with these verses:

In the wild grandeur of her mien erect and high
Before the English Queen she dauntless stood
And none her bearing there could scorn as rude
She seemed well used to power, as one that hath
Dominion over men of savage mood
And dared the tempest in its midnight wrath
And thro' opposing billows cleft her fearless path.

Additional Sources: Granuaile: The Life and Times of Grace O'Malley; Pirate Queen; Anecdotes of the Aristocracy; "The day the Virgin Queen bowed to the pirate queen," Times of London; A Forgotten Part of Ireland; "Gráinne Mhaol, Pirate Queen of Connacht: Behind the Legend," History Ireland.

This Course Will Teach You How to Play Guitar Like a Pro for $29

BartekSzewczyk/iStock via Getty Images
BartekSzewczyk/iStock via Getty Images

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Bessie Coleman, the Black Cherokee Female Pilot Who Made Aviation History

Photo illustration by Riccardo Zagorodnez, Mental Floss. Plane/landscape, iStock via Getty Images. Portrait, New York Public Library // Public Domain
Photo illustration by Riccardo Zagorodnez, Mental Floss. Plane/landscape, iStock via Getty Images. Portrait, New York Public Library // Public Domain

Early 20th century America didn’t offer many career paths to people like Bessie Coleman. It was a time when women were discouraged from working outside domestic spheres, and opportunities for women of African American and Native American descent were even more limited. When Coleman fell in love with the idea of flying planes, she knew that realizing her dream would be impossible in the United States—but instead of giving up, she moved to France to enroll in flight school. Less than a year later, she returned home as the first African American and the first Native American female pilot in aviation history.

A Determined Beginning

Bessie Coleman was born to sharecroppers in Texas on January 26, 1892. She was one of 13 siblings, and like the rest of Coleman clan, she was expected to help pick cotton on the farm as soon as she was old enough. At 6 years old, she started walking to school: a one-room wooden shack located four miles from her house. Her classroom often lacked basic supplies like paper and pencils, and, like all schools in the region, it was segregated.

Despite less-than-ideal conditions, she excelled in class and continued her studies through high school. In 1901, her father, who was part black and part Cherokee, relocated to Native American territory in Oklahoma to escape discrimination in Texas, leaving Bessie and the rest of his family behind. She knew she couldn’t depend on her now single-parent family to contribute money toward her education, so to save for college, she went to work as a laundress.

After a year at the Colored Agricultural and Normal University—now Langston University—in Langston, Oklahoma, she dropped out when her tuition fund ran dry. Even though she was more educated than many women of the time, there were few opportunities for her in the South. At age 23, she followed her brothers to Chicago, which, though racially segregated, was slightly more welcoming to people of color than Texas had been. In Chicago, Coleman was able to mingle with influential figures in the African American community. She went to beauty school and became a manicurist in a local barbershop.

Chicago was also where she decided she wanted to learn how to fly.

Dreams of Flight—and France

Around the same time Coleman moved up north, World War I erupted in Europe. The conflict quickened the pace of technological advancement, including in aviation. For the first time in history, people around the world could watch fighter planes soar through the skies in newsreels and read about them in the papers. Coleman fell in love.

When her brother John returned home to Chicago after serving overseas, he gave her more material to fuel her daydreams. In addition to regaling her with war stories, he teased her about her new fantasy, claiming that French women were superior to local women because they were allowed to fly planes, something Bessie would never be able to do. He may have said the words in jest, but they held some truth: Female pilots were incredibly rare in the U.S. immediately following World War I, and black female pilots were nonexistent.

Coleman quickly learned that American flight instructors were intent on keeping things that way. Every aviation school she applied to rejected her on the basis of her race and gender.

Fortunately for Coleman, her brothers weren't her only source of support in Chicago. After moving to the city, she met Robert Abbott, publisher of the historic black newspaper The Chicago Defender and one of the first African American millionaires. He echoed John’s idea that France was a much better place for aspiring female pilots, but instead of rubbing it in her face, he presented it as an opportunity. Abbott viewed France as one of the world’s most racially progressive nations, and he encouraged her to move there in pursuit of her pilot's license.

Coleman didn’t need to be convinced. With her heart set on a new dream, she quit her job as a manicurist and accepted a better-paying role as the manager of a chili parlor to raise money for her trip abroad. At night she took French classes in the Chicago loop. Her hard work paid off, and with her savings and some financial assistance from Abbot and another black entrepreneur named Jesse Binga, she boarded a ship for France in November 1920.

The First Black Aviatrix

Coleman was the only non-white person in her class at the Caudron Brothers' School of Aviation in Le Crotoy, France. Students were taught to fly using 27-foot-long biplanes that were known to stall in mid-air. One day, she even witnessed one of her classmates die in a crash. Describing the incident later on, she said, "It was a terrible shock to my nerves, but I never lost them."

Despite the risks, she pressed on with lessons, and after seven months of training, she received her aviation license from the Federation Aeronautique Internationale. She became both the first African American woman and the first Native American woman in the world to earn a pilot’s license.

Coleman completed some extra flight lessons in Paris and then boarded a ship bound for the United States. American news outlets were instantly smitten with the 29-year-old pilot. The Associated Press reported on September 26, 1921 that "Today [Coleman] returned as a full-fledged aviatrix, said to be the first of her race."

In the early 1920s, an aviatrix, or female aviator, was still a fairly new concept in America, and many of the most famous women flyers of the 20th century—like Laura Ingalls, Betty Skelton, and Amelia Earhart—had yet to enter the scene. Coleman's persistence helped clear the path for the next generation of female pilots.

But her success in France didn’t mark the end of her battle with racism. Bessie needed more training to learn the airshow tricks she now hoped to do for a living, but even with her international pilot's license and minor celebrity status since returning home, American flight schools still refused to teach her. Just a few months after landing in the U.S., Bessie went back to Europe—this time to Germany and the Netherlands as well as France to learn the barnstorming stunts that were quickly growing into one of the most popular forms of entertainment of the 1920s.

Upon her second homecoming in 1922, newspapers praised her once again, reporting that European aviators had dubbed her "one of the best flyers they had seen." Finally, she would be able to show off her skills in her home country. Robert Abbott, the newspaperman who helped fund her dream, sponsored her first-ever American airshow at Curtiss Field, Long Island, on September 3, 1922. She spent the next few years touring the country, thrilling spectators by parachuting, wing-walking (moving atop the wings of her biplane mid-flight), and performing aerial figure-eights.

Coleman had become a real celebrity, and she tried to use her prominence to help black people. She gave speeches on aviation to predominantly black crowds and planned to open her own flight school for African American students. She only performed for desegregated audiences—the one notable exception being a show in Waxahachie, Texas, the town where she lived for most of her childhood. Event organizers planned to segregate black and white guests and have them use separate entrances. Coleman protested and threatened to cancel the exhibition unless a single entrance was set up for everyone. Officials eventually agreed, though audience members were still forced to sit on separate sides of the stadium once they entered.

Just when it seemed her career was reaching new heights, it was cut short by tragedy. On April 30, 1926, she was riding with her mechanic William Wills in Jacksonville, Florida, in preparation for a show scheduled for the next day, when a wrench left in the engine caused the plane to spin out of control. Coleman hadn’t been wearing her seatbelt, and she was tossed from the passenger seat at 3000 feet above the ground. She died at age 34.

Bessie Coleman never achieved the same level of name recognition as some of her peers, but the impact she left on aviation history is undeniable. Even if they’ve never heard her name, Chicagoans living near Lincoln Cemetery have likely heard the sounds of jets flying overhead on April 30. Every year on the anniversary of her death, black pilots honor Coleman by performing a flyover and dropping flowers on her grave.