The Trelawny Town Maroons were not merely escaped slaves — they were a sovereign nation who held the British Empire at bay for nearly a century. Below is their story, told in four chapters. Click any section to read in full.

The Origins of Freedom

Captain Cudjoe & the British

Captain Cudjoe & the British
The Treaty of 1738

The history of the Trelawny Maroons is not merely a story of escape from slavery — it is a story of nation-building in the face of impossible odds. For over 80 years, they fought, survived, and built a free society deep in the mountains of Jamaica.

Born from the ashes of Spanish Jamaica, these descendants of enslaved Africans refused to accept bondage. They fled into the interior, forged communities in the mountains, and built a resistance movement that the British Empire could not crush. Their story is one of the most remarkable in the history of the Western Hemisphere.

The Leeward Maroons

Map of the Cockpit Country Fortress

The Natural Fortress of the Cockpit Country

In the rugged limestone hills of the Cockpit Country — a terrain so treacherous that British soldiers could barely traverse it — a community of escaped Africans forged a new society. These were the Leeward Maroons, descendants of enslaved Africans who had escaped Spanish plantations when the British conquered Jamaica in 1655.

Led by the brilliant strategist Cudjoe (also known as Kojo), and supported by his brothers Accompong and Johnny, and his sister Nanny — the legendary Windward Maroon Queen — they waged an 80-year war against the colonial militia. They used the land as a weapon, turning the Cockpit Country into an impenetrable fortress of limestone sinkholes, dense jungle, and hidden pathways known only to them.

British expeditions sent to crush them returned shattered. Entire regiments were ambushed, their officers killed, their formations broken. The Maroons fired from invisible positions, vanished into the forest, and struck again miles away. Jamaica's plantation economy was in crisis.

"They were not merely runaways. They were soldiers, strategists, and free men who refused to be conquered."

The Treaty of 1738

The Treaty Signing

Captain Cudjoe & the British Officers, 1738

After 80 years of warfare, the Crown was forced to negotiate with the people it had tried to enslave. Signed at a place now known as Cudjoe's Town (later renamed Trelawny Town), the treaty granted the Maroons 1,500 acres of land, the right to self-governance, their own judicial system, and the freedom to trade in Jamaican markets. Cudjoe was formally recognized with the rank of Colonel by the British Crown.

It was a victory — but one that came with a heavy price. The treaty bound the Maroons to assist the British in suppressing future slave rebellions and returning escaped slaves. This clause would haunt their legacy and create a painful moral tension that historians still debate today.

→ View the full text of the 1738 Treaty

The Golden Age (1739–1795)

Illustration of Trelawny Town

Trelawny Town before its destruction in 1795

Trelawny Town became the largest Maroon settlement in Jamaica — a bustling community of approximately 600 people living in relative peace. They farmed fertile mountain plots, raised livestock, and traded produce at markets in Montego Bay and surrounding parishes. Their unique culture blended Akan traditions from West Africa with the realities of the Jamaican interior.

The Maroons maintained their own Council of Elders, their own military structure, and their own spiritual practices. They were, in every meaningful sense, a sovereign people operating within — but apart from — the British colonial system.

But as the town grew, so did the envy of neighboring planters and the anxiety of the British administration. The Haitian Revolution of 1791 — in which enslaved people overthrew their French masters — sent shockwaves through every plantation society in the region. Jamaica's colonial government, terrified by what they saw next door, began to look for any excuse to dismantle Maroon autonomy once and for all.

In 1795, they found one.

The War of 1795 →