Tag Archives: Sir Edward Fitton

Grace O’Malley, the Pirate Queen

Today’s tale starts with a meeting at Greenwich palace, a now demolished royal residence – the date, September 1593. The ‘fairy Queen’ of England, Elizabeth I, awaits the arrival of a rival monarch. The two queens have been at loggerheads since 1574; since Elizabeth laid claim to the other’s land. One wonders just what was going through Elizabeth’s mind, in anticipation of this meeting. It’s easy to write these two off as an odd couple, one cultured and erudite, the other a swashbuckling adventurer – a warlord from beyond the pale. But it is also very wrong to do so. Were you to judge these two ladies by their professions, they weren’t at all dissimilar. To borrow from Ralph Waldo Emerson – quote.

“Piracy and war gave place to trade, politics and letters; the war-lord to the law-lord; the privilege was kept, whilst the means of obtaining it were changed”

Elizabeth, of course, was very much the law lord. She didn’t need to engage in piracy and war herself. Earlier, rougher ancestors had been the warlord – thuggishly climbing the crooked ladder. From child of warlords, to law-lord, Elizabeth I had no need to murder, and plunder personally – but through her edicts, a lot of blood was on her hands. Our protagonist? Well, the daughter of a warlord, she too had taken on her father’s mantle. From a wild, feudal land which required her lordship to be an enforcer at times – she had far less time for banquets, pleasantries and dressing in posh frocks while someone painted your face with Venetian ceruse. She was lord, enforcer, protector and occasionally, conqueror.

And, of course, it would turn out they had considerably more in common besides. But more on that later.

On this day Queen Elizabeth I was to meet with Grace O’Malley, the pirate queen of Connaught.

Grace O’Malley, aka Grainne Mhaille, was born around 1530 to Eoghan and Maeve Mhaille – or ‘John and Margaret’. Eoghan was the lord of Umhaill, in Connaught – now County Cork – Ireland. As lord he gave protection to his locals, for which he taxed them; and earned as a privateer and occasional merchant. Much of the family’s wealth came from being men of violence.
In the West of Ireland, they were well beyond the pale – the Dublin region‘s outer border – controlled by England. In his lifetime though, Eoghan saw Elizabeth’s father – Henry VIII – take more and more Irish land – till he had enough land to crown himself King of Ireland in 1542. Grace grew up a witness to the aggressive imperialism of the English – and a few changes of monarch. Henry VIII died in 1547. His crown passed, first to his 9 year old son Edward VI, who died in 1553. From there it passed to Lady Jane Grey, a grasping cousin once removed, for nine days, before she was arrested and locked up in the tower of London. The crown then passed to Henry’s eldest daughter, Mary I, known as ‘Bloody Mary’ for her persecution of the protestants. When she died of ovarian or uterine cancer in 1558, the crown of both nations passed to Elizabeth.

Queen Elizabeth I


Grace’s rise to power is quite different from Elizabeth’s. Eoghan had an elder son from a previous relationship, Donal na Piopa. As he was the bastard son, the title was destined to pass to Grace. No doubt this suited Donal just fine. Far from a man of violence, Donal was a well liked musician who loved nothing more than a sing-along in a local tavern. Grace, on the other hand, lived for adventure. From childhood she wanted nothing more than to be a pirate like her father. Legend has it young Grace once plead to join the crew on a mercantile trip to Spain, only to be told her long hair would get caught in the ropes by Eoghan’s bemused sailors. She cut her hair off, embarrassing her father, but leaving no excuses. As it turned out, she was a natural. and from then on would regularly sail with her father, learning the art of piracy from a master.

Aged 16 Grace married Donal O’Flaherty, the son of another chieftain. They had their first child together within a year. Compare and contrast to Elizabeth: she may have found love- for one she was probably lovers with Robert Dudley, Earl of Leicester, and son of the guy who put Lady Jane Grey on the throne for nine days – but she faced such a tangle of competing factions at the court, it was politically difficult, if not outright dangerous for Elizabeth to ever marry – at least without sparking an insurrection. Grace’s marriage was, of course, political – it was intended to be a consolidation of two feudal regions as the old chieftains passed.

Grace had two sons and a daughter with Donal, and retired from swashbuckling for a while. Her life was soon thrown into chaos – however – when Donal was killed fighting the neighboring Joyce clan over a disputed castle. A distraught Grace took revenge on the Joyces, invading the castle, on the shores of Lough Corrib, and ousting the clan. In spite of Grace‘s children, or immense talent as a military leader, Donal’s titles and land were taken from her, and passed to a male cousin of Donal’s. She returned to her family with a small militia in tow, and set up a base on nearby Clare Island. Grace O’Malley returned to piracy – something she later described to Elizabeth as ‘maintenance by land and sea’.



Grace’s following years were busy, and profitable. She grew her army to 200 fighters, who she put to work fighting both neighboring chieftains, and raiding towns along Scotland’s coast. She transported ‘Gallowglasses’, Scottish mercenaries, to Ireland when allied chieftains needed extra muscle in their blood feuds. Grace O’Malley was also involved in the resistance movement who were fighting further English encroachment on Irish lands. One story which makes it’s way to us – In 1565, a ship ran aground on nearby Achill Head, in a particularly wicked storm. Though the texts I read didn’t state if Grace was acting as a wrecker – having caused the wreck by leaving a horse near the rocks with a lantern around it’s neck (to fool the sailors into thinking they had entered a safe harbour) – or showed up as an opportunist – Grace was soon at the scene, looking to salvage whatever she could.
She found one Hugh De Lacey, shipwrecked sailor and son of a Wexford merchant. Grace took Hugh as a lover, but didn’t have him long. Hugh was murdered by the McMahon clan. Enraged, Grace took her bloody revenge on the McMahons, murdering the perpetrators and taking over their castle, Doona, on the coast of Erris. Twice unlucky in love, she was at least lucky in piracy – now controlling a choke point, from which she could control all passing ships – she was soon both extremely well known; and extremely wealthy.

Another tale tells how Grace chased one rival chieftain to a small island containing just a church, and a hermit. When the chieftain took refuge in the church, Grace besieged him, threatening to stay there till he starved to death if need be. The chief dug a tunnel to safety.

In another tale, Grace was returning from a raid one night – when she moored up for a breather at the town of Howth, near Dublin. Running low on provisions and in need of water, she called upon the local lord, St Lawrence Earl of Howth. Finding the castle gates locked, and sent packing by the porter with the message the Earl is dining and not to be disturbed – Grace left, dejected. On her way back to her ship, she come across the Earl’s grandson, and on a whim, kidnapped the boy. Days later, the distraught Earl arrived in Connaught- willing to pay any price for the boy’s return. Grace returned the child, not for money, but a promise the Earl would always leave his castle gates open to visitors. When he dined he was to always keep a chair free, for any passing travellers. His descendants continue this tradition to this day.

In 1566 she remarried, to the chieftain, Richard ‘Iron Dick’ – (he owned an ironworks, not for the other thing) – Bourke. While married to Bourke she continued to plunder and freeboot. They soon divorced, but did have a child together – known as Toby of the Ships, as he was born while Grace was at sea. The legend states a day after giving birth, their ship was boarded by Barbary pirates. These picaroons were shocked to find themselves greeted by an angry, half naked lady with a musket. It was bad enough they had the audacity to attack her ship at all, but interrupt her while she was breastfeeding? The interlopers fled for their lives.

1576

Grace O’Malley’s life, and the lives of the other chieftains, took a turn for the worse in 1576. While Henry VIII laid claim to Ireland in 1542, this was largely a nominal act. At the time, he was far too busy bringing Wales, newly acquired, to heel. Henry planned to turn his attentions to Scotland next, but a costly war with France broke out in 1544. Henry put his local ambitions on the back burner, then he died. Elizabeth I allowed English expansion, into Ireland – but only made it a necessity in the wake of a threatening letter from the pope in 1570. The letter, Pope Pius V’s ‘bull Regnans in Excelsis’ excommunicated the queen, and urged her peoples to overthrow her – a Protestant – for a God-fearing Catholic. The ’Bull’ was, essentially, a call to whack the queen.

Elizabeth I started to worry a Catholic nation like Spain could capture Ireland, use the country as a base of operations, then invade England. The court discussed this as early as 1565, as war raged between Spain, and the then breakaway state of the Netherlands. Many English mercenaries were involved in the ’80 years war’. For this alone, England was on the radar of the mighty Spanish empire. Not having the cash to mount an invasion of Ireland, Elizabeth allowed takeover by mass immigration. Many arrivals were just the kind of tough guys you want to repel a Spanish Invasion, but this also meant Ireland was also overrun by a whole new class of heavies, happy to run amok and seize whatever land they wanted. In 1569 England sent military Governor – Sir Edward Fitton- to Connaught. The chieftains opposed his arrival – imported thugs were one thing, an occupying force allegedly there to bring troublemakers in line seemed the bigger threat by far. Fitton had a counterpart in Munster, Sir John Perot. The governors made plans to carve up Grace’s kingdom.

Many chieftains resisted. The MacWilliam of Mayo (the chief of chiefs), the O’Flaherty’s, Richard Bourke, and the O’Malley’s included. The MacWilliam died in 1570, and much of Connaught was lost. In 1576, the chieftains all but defeated, English Lord Deputy, Sir Henry Sidney, arrived in Connaught to make them an offer they couldn’t refuse. Stop fighting. Pledge allegiance to the crown. Pay tax to the queen. Abide by English laws. Return the Gallowglasses to Scotland. Establish an Irish contingent of soldiers, just in case Spain attacks. If the chieftains did all this, they could keep their titles, and some of your land would be returned. Anyone who kept fighting would be erased.
Grace met with Henry Sidney In 1577, and pledged her allegiance to Elizabeth. She also spent some time speaking with Henry’s son, the poet Sir Philip Sidney. I couldn’t say what she thought of the poet, but Philip thought Grace a remarkable figure.

Almost immediately afterward, Grace broke the law, launching a raid on the Earl of Desmond, a rival chief who sold out early to the English. This raid went badly, and Grace was consequently jailed for 18 months. In 1581 both she and Richard Bourke officially pledged fealty to Elizabeth in a ceremony, and were rewarded with British titles. This may have been the end of our tale, but for the 1584 arrival of a new, and particularly sadistic governor. Sir Richard Bingham – yes the ancestor of both June’s You Choose contestant John Bingham, Lord Lucan – and the officer responsible for the charge of the Light Brigade. Richard Bingham was determined to eradicate all opposition whatsoever. He saw Grace O’Malley as especially dangerous.

The villianous Sir Richard Bingham.



Bingham first stripped Grace of her title. Bourke died in 1583, leaving Grace, technically, a widow. English law stripped widows of their titles in favour of their children. He then went after her children – murdering her eldest son Owen, and executing two of Richard Bourke’s sons from his previous marriage for treason. He then kidnapped her beloved youngest child, Toby of the ships. Bingham Finally had Grace arrested and charged with treason. Grace’s son in law offered himself up in Grace’s place, which Bingham allowed.

Seizing the opportunity, Grace O’Malley loaded up a ship, and sailed for London. She no longer had an army to fight Bingham – but she knew Bingham had a boss – a lady who, like her had made it to the top of the ladder in a system which heavily favoured men. They were of a similar age. For their warlord- law lord divide they must have experienced similar trials and tribulations. She might just be willing to talk queen to queen.

Which brings us back to that meeting at Greenwich palace, September 1593. We don’t know the specifics of their conversation, though we know Grace spoke no English, Elizabeth no Gaelic- so the two queens spoke at length in Latin. We know Grace arrived dressed up to the nines in a gown worthy of a queen, She caused a scandal when she refused to bow to Elizabeth, and a knife was found on her ‘for her protection’. Elizabeth’s court Was horrified when she took a lace handkerchief from a lady in waiting to blow her nose -then disposed of the handkerchief in a lit fireplace.

We know she convinced Elizabeth she was a loyal subject who was being terrorized by Bingham. He murdered her family, robbed her of her title, lands, even her extensive herd of cattle. She convincingly argued Bingham was stopping the pursuit of legitimate maritime business, and holding her son captive. Elizabeth sided with Grace, ordering Bingham to reinstate Grace’s lands and title – and release Toby of the ships immediately. Grace, now well into her 60s, did return to piracy – leading to further conflict with Sir Richard Bingham. Again Grace returned to see Queen Elizabeth, in 1595. This time Elizabeth removed Bingham from his post. This was far from a happily ever after for Connaught – Bingham eventually regained his title. Things would only go from bad to worse for the Irish. Grace O’Malley, However – a warrior pirate queen who lived by the sword lived to the ripe old age – for those times – of 72, and died of natural causes in 1603 – the same year that Elizabeth I passed on.