Zheng Zhilong and the Pirates of the South China Sea

February 13, 2026 • 10 min read

In the warm waters between Fujian and the Philippines, one man built a maritime empire that rivaled the Dutch East India Company. His name was Zheng Zhilong, and for the transmigrators of Illumine Lingao, he represents both the greatest potential ally and the most dangerous rival in the South China Sea.

From Merchant's Son to Pirate King

Zheng Zhilong was born in 1604 in Nan'an, Fujian Province, into a family that was comfortable but far from powerful. His early life reads like the opening act of a picaresque novel. As a teenager, he left home for Macau, where he fell in with the Portuguese trading community. He was baptized as a Catholic, taking the name Nicholas Gaspard, and learned Portuguese and possibly some Dutch. He traveled to Manila and then to Japan, settling for a time in Hirado, where he married a Japanese woman named Tagawa Matsu. Their son, born in 1624, would grow up to become the legendary Koxinga, but that chapter of history was still decades away.

In Japan, Zheng Zhilong entered the orbit of Li Dan, one of the most powerful Chinese merchant-pirates operating in the seas between China and Southeast Asia. Li Dan ran a sprawling commercial network that moved silk, porcelain, silver, and spices across thousands of miles of ocean. When Li Dan died in 1625, Zheng Zhilong inherited a significant portion of his fleet and his trading connections. He was barely twenty-one years old, and he commanded hundreds of ships and thousands of men.

What happened next was a masterclass in strategic positioning. Rather than simply continuing as a pirate, Zheng Zhilong understood that lasting power required legitimacy. He played a complex game, raiding enough to demonstrate his power while simultaneously making himself useful to the Ming authorities. By 1628, the year the transmigrators arrive in Hainan, Zheng Zhilong had accepted an official Ming naval commission. He was now, on paper, a loyal servant of the empire. In practice, he was the undisputed master of the South China Sea.

The Architecture of a Maritime Empire

To understand why Zheng Zhilong matters to the story of Illumine Lingao, you must first appreciate the sheer scale of his operations. His fleet numbered somewhere between eight hundred and a thousand armed junks at its peak, manned by tens of thousands of sailors and fighters. This was not a ragged band of pirates hiding in coves. This was a professional navy that happened to also engage in commerce, smuggling, and extortion, depending on the circumstances.

Zheng Zhilong's business model was elegant in its simplicity. Every merchant vessel operating in the waters between Japan, China, Southeast Asia, and the Philippines needed his permission to sail safely. Those who purchased his flags and paid his fees traveled unmolested. Those who did not found their ships seized, their cargo confiscated, and their crews imprisoned or worse. It was a protection racket, certainly, but it was also something more: a shadow maritime government that provided order and predictability to a trading world that the Ming court had largely abandoned.

The Ming dynasty's attitude toward maritime trade had always been ambivalent. For long stretches of the dynasty, the Haijin policy officially banned private overseas trade entirely. Even when enforcement relaxed, the court showed little interest in projecting naval power or protecting its merchants abroad. Into this vacuum stepped men like Zheng Zhilong, who provided the services that the state would not: convoy protection, dispute resolution, credit networks, and market intelligence. His organization functioned as a trading company, a navy, a diplomatic service, and a government all rolled into one.

His reach extended from the coast of Fujian to the harbors of Nagasaki, from the markets of Manila to the spice ports of Southeast Asia. He maintained agents and factors in every major trading center. He negotiated with the Dutch, the Portuguese, the Spanish, and the Japanese as a sovereign in all but name. The silver that flowed through his hands financed not only his fleet but also extensive landholdings, warehouses, and a network of loyal retainers that made him the most powerful figure in Fujian Province.

The Transmigrators' Dilemma

For the five hundred modern Chinese who arrive in Hainan in 1628, Zheng Zhilong presents a problem with no easy solution. They know who he is. They know what he will become. They know that his son will one day lead the last great Ming loyalist resistance against the Qing dynasty. They know that Zheng Zhilong himself will eventually surrender to the Manchus and be executed for it. They possess, in other words, a complete biography of a man who is currently at the height of his power and who controls the very waters they need to navigate.

The transmigrators cannot simply ignore him. Any attempt to build a maritime trading network, to ship goods between Hainan and the mainland, to import raw materials or export manufactured goods, must reckon with the fact that Zheng Zhilong's organization controls the shipping lanes. Sailing without his permission is an invitation to have your ships captured. Even operating from Hainan, which is somewhat peripheral to his core territory in the Fujian Strait, does not place you beyond his reach.

Neither can the transmigrators easily defeat him. For all their technological advantages, in 1628 they have no navy to speak of. Building warships takes time, training crews takes longer, and even a fleet of modern-designed vessels would be outnumbered twenty to one by Zheng Zhilong's armada. A premature confrontation would be catastrophic. The transmigrators might sink a few of his junks with their superior cannons, but they cannot be everywhere at once, and Zheng Zhilong could simply strangle their trade routes by blockading any ship that does business with them.

The most attractive option, at least initially, is cooperation. Zheng Zhilong is, above all, a businessman. He is interested in profit, and the transmigrators can offer him things that no one else can: high-quality steel tools, refined sugar, glass products, improved firearms, and other manufactures that would fetch enormous prices in the luxury markets of Japan and Southeast Asia. A trade relationship could be mutually beneficial. The transmigrators get access to his distribution network and the protection of his fleet. Zheng Zhilong gets exclusive access to goods that would make him even wealthier.

But cooperation brings its own dangers. Zheng Zhilong is nobody's fool. He would quickly recognize that the transmigrators' manufacturing capabilities represent a potential threat to his monopoly. If they can produce trade goods of unprecedented quality, they could eventually build their own trading network and cut him out entirely. He would be watching them carefully, probing for weaknesses, and positioning himself to take control of their operations if the opportunity arose. An alliance with Zheng Zhilong is an alliance with a tiger: immensely powerful, but requiring constant vigilance to avoid being devoured.

The Real History: Rise and Fall

The historical Zheng Zhilong reached the peak of his power in the 1630s. In 1633, he fought and won the Battle of Liaoluo Bay against a combined Dutch-pirate fleet, cementing his dominance over the Taiwan Strait and the Fujian coast. This was one of the largest naval engagements in seventeenth-century Asian waters, and Zheng Zhilong's victory demonstrated that his forces could stand against European naval technology when they had sufficient numbers and local knowledge on their side.

Throughout the 1630s and into the 1640s, Zheng Zhilong continued to expand his influence. He used his wealth to build political connections at the Ming court, and his official rank rose accordingly. He invested in land, built fortifications, and maintained a standing army in addition to his naval forces. When the Ming dynasty collapsed in 1644 and the Manchu Qing dynasty swept south, Zheng Zhilong initially backed the Southern Ming resistance, supporting the Longwu Emperor in Fuzhou.

But Zheng Zhilong was a pragmatist, not an idealist. When the Qing forces approached Fujian in 1646, he calculated that resistance was futile and that accommodation with the new dynasty would preserve his wealth and position. He surrendered to the Qing, expecting to be confirmed in his power. Instead, he was taken to Beijing as a hostage, stripped of his military forces, and kept under increasingly restrictive house arrest. When his son Zheng Chenggong, known to Western history as Koxinga, launched a determined resistance against the Qing from the coast of Fujian, the Manchu court executed Zheng Zhilong in 1661 as punishment for his son's defiance.

It was a bitter end for a man who had spent his life calculating odds and choosing the winning side. For once, he had miscalculated, and it cost him everything.

Koxinga's Shadow

The transmigrators know something else about Zheng Zhilong that adds another dimension to their calculations: his son. Zheng Chenggong, born in Japan in 1624, will grow up to become one of the most remarkable figures in Chinese history. After his father's surrender to the Qing, the younger Zheng will take command of the family's remaining military forces and wage a decades-long campaign against the Manchus. In 1661, he will cross the Taiwan Strait with a massive fleet and wrest the island from Dutch control, establishing a Ming loyalist kingdom that will survive until 1683.

In 1628, Koxinga is four years old. He is living in Japan with his mother. He has no idea that he will one day command armies and navies, besiege fortresses, and become a symbol of Chinese resistance that endures to the present day. But the transmigrators know all of this. They know that the boy playing in a garden in Hirado will grow up to be a military genius and an implacable enemy of the Qing dynasty.

This foreknowledge creates tantalizing possibilities. If the transmigrators can establish a good relationship with Zheng Zhilong now, they might eventually be able to influence the education and development of his son. A Koxinga who has been exposed to modern military theory, who understands logistics and industrial production, who has access to advanced weapons, could be an extraordinarily powerful ally in the decades to come. The transmigrators might even be able to prevent Zheng Zhilong's fatal surrender to the Qing, altering the course of history so that father and son fight side by side rather than being separated by politics and pride.

But these are long-term speculations. In 1628, the immediate challenge is far more prosaic: how do you negotiate a trade agreement with a pirate king who controls the sea lanes you need to use, without giving away so much that he becomes more powerful than you can manage?

Pirates and Parallels

There is a rich irony in the transmigrators' relationship with Zheng Zhilong that the novel does not shy away from exploring. The five hundred modern people who arrive in Hainan are, from the perspective of the Ming government, not so different from Zheng Zhilong himself. They are outsiders who have established themselves on the periphery of the empire. They command advanced technology and growing economic power. They maintain their own military forces. They deal with foreign powers. And they operate in a gray zone between legitimacy and illegality, seeking official recognition while building an independent power base.

Zheng Zhilong made the transition from pirate to admiral, from outlaw to official. The transmigrators are attempting a similar transformation, moving from a band of mysterious newcomers on Hainan to recognized and legitimate players in the Ming political system. Both parties understand that official status provides protection and opportunities that raw power alone cannot guarantee. Both are willing to bend their principles and make uncomfortable compromises to achieve that status.

In many ways, Zheng Zhilong is the transmigrators' most natural counterpart in the seventeenth-century world. He is a self-made man operating in the spaces between established powers, using innovation and adaptability to build something new. He is multilingual, multicultural, and pragmatic. He evaluates opportunities based on profit and risk rather than tradition or ideology. If the transmigrators had arrived in the seventeenth century as a single individual rather than a group, the person they would most resemble is Zheng Zhilong himself.

This parallel makes their relationship all the more complex. Two ambitious organizations, each building power in the South China Sea, each aware that the other represents both an opportunity and a threat. Their interactions form one of the most compelling diplomatic storylines in the novel, a chess game played across the waters of the South China Sea with trade goods, intelligence, military posturing, and careful negotiation serving as the pieces on the board.

A Lasting Legacy

Zheng Zhilong's story is one of the most extraordinary in Chinese maritime history, and it deserves to be better known in the English-speaking world. He was a man who moved between cultures with remarkable ease, who built an economic and military empire from nothing, and who shaped the history of East Asian maritime trade for decades. His son's conquest of Taiwan remains one of the defining events in the history of the island, with political reverberations that continue to this day.

In Illumine Lingao, Zheng Zhilong serves as a reminder that the seventeenth-century world was not a blank canvas waiting for the transmigrators to draw upon. It was a world full of ambitious, capable, and dangerous people who had built their own power structures and who would not simply step aside for newcomers, no matter how advanced their technology. The South China Sea in 1628 was one of the most dynamic and contested commercial spaces on Earth, and anyone who wanted to operate in those waters had to deal with the man who controlled them.

For readers of the novel, Zheng Zhilong is a fascinating character precisely because he is real. Every detail of his biography, from his Catholic baptism in Macau to his execution in Beijing, actually happened. The novel places its fictional transmigrators into a world populated by people whose stories are as dramatic and improbable as anything a novelist could invent. Zheng Zhilong, the pirate king of the South China Sea, is perhaps the most vivid example of that remarkable reality.