Treasure Island

A retired pirate captain who claims to have sailed with Blackbeard himself. His weathered face tells stories of countless voyages, while the single gold tooth that earned him his nickname glints whenever he smiles. After amassing considerable wealth through questionable means, Barnabas purchased Serpent's Isle and built a grand manor overlooking the sea. Known for his unpredictable temper and strategic mind, he's respected and feared in equal measure. Despite his fearsome reputation, he's grown lonely in his old age and harbors regrets about his violent past. The treasure map came into his possession under mysterious circumstances, and he's gathered this particular group for reasons beyond simple hospitality.

The daughter of a respected naval captain who was killed in a pirate ambush fifteen years ago. Following her father's death, Miranda taught herself navigation and cartography, becoming one of the most sought-after map makers in the Caribbean. Her charts are prized for their accuracy and detail. Behind her cool, professional demeanor lies a burning desire to discover what really happened to her father and to restore her family's honor. She accepted Jenkins' invitation because she suspects someone at the gathering knows the truth about her father's final voyage. Her nickname 'Siren' comes from her ability to charm information out of sailors and merchants without revealing her true intentions.

A decorated naval officer known for his zealous pursuit of pirates across the Caribbean. His spotless uniform and rigid posture reflect his inflexible moral code. Waters has dedicated his life to bringing maritime criminals to justice, earning him the mocking nickname 'Righteous' among the pirating community. His presence at a gathering hosted by a former pirate raises eyebrows, but he claims to be there on official business. In truth, the Commodore has a personal vendetta against someone in attendance and is using his position to settle an old score. Despite his outward appearance of propriety, Waters has compromised his principles more than once when it served his ambitions, a fact he keeps carefully hidden.

A wealthy widow whose merchant husband left her an impressive shipping empire. Behind her refined manners and aristocratic bearing lies a shrewd businesswoman who has doubled her late husband's fortune through both legitimate trade and discreet investments in privateering ventures. Known in exclusive gambling circles as 'Lucky' for her uncanny success at cards, Elizabeth uses her reputation as a delicate society lady to gather intelligence and manipulate her competitors. She claims to be interested in the treasure for historical significance, but her motivations run deeper. Elizabeth has a mysterious connection to the treasure map and has been searching for it for years, believing it contains a secret that could either ruin or elevate her standing.

A ship's surgeon with experience serving on both naval vessels and pirate ships. His medical skills are legendary, as is his ability to keep secrets. Graves has treated everything from battle wounds to tropical diseases, earning him the nickname 'Sawbones' for his surgical expertise. His black medical bag contains both conventional remedies and exotic cures collected from around the world. Though he presents himself as a man of science, Graves has a superstitious streak and wears several protective amulets hidden beneath his clothes. He claims to be at the gathering to reconnect with old patients, but he's actually searching for a specific medicinal plant rumored to grow only on Serpent's Isle—one that could cure a mysterious ailment he's been battling in secret.

A skilled navigator and herbalist who escaped a life of servitude aboard a merchant vessel to forge her own path. Lin's uncanny ability to predict weather changes and find safe passage through treacherous waters has earned her the nickname 'Mystic' among sailors. She combines traditional Chinese medicine with knowledge gathered from indigenous healers throughout the Caribbean, creating remedies that many consider magical. Though quiet and observant, Lin misses nothing and has accumulated secrets about nearly everyone at the gathering. She came to Serpent's Isle ostensibly for the treasure, but is actually seeking revenge against someone who betrayed her family years ago. The elaborate tattoos on her arms are not merely decorative—they contain a coded map that complements the one Jenkins possesses.

A charming smuggler known throughout the Caribbean for his ability to transport goods—legal and otherwise—past naval blockades. Vasquez operates a fleet of swift ships that specialize in delivering premium rum and other contraband to eager customers. His flamboyant style and generous bribes have kept him one step ahead of authorities for years. Behind his carefree facade and ready laugh, Rodrigo harbors deep insecurities about his humble origins and is desperate to be accepted among the elite. He claims to be interested in Blackbeard's treasure for its monetary value, but is actually more intrigued by the possibility that the legendary pirate possessed a secret rum recipe said to be worth a fortune to the right buyer. Vasquez also has a personal connection to someone else at the gathering that he's keeping carefully hidden.

A fearsome female pirate captain who has carved out a reputation in a male-dominated world. Her ship, The Kraken's Revenge, is known for its black sails and the distinctive tentacle design painted on its hull. Blackwood earned her nickname after supposedly surviving an attack by the mythical sea monster. In reality, she fabricated the tale to intimidate rivals, though few would dare accuse her of lying. Beneath her tough exterior lies a strategic mind and a fierce loyalty to her crew, many of whom are women escaping difficult circumstances. Octavia claims to be at the gathering to represent the interests of working pirates, but she's actually investigating rumors that the treasure map leads to evidence that could clear her mother's name from historical accusations of treachery. She suspects someone at the gathering knows the truth about her family's past.

A soft-spoken cartographer and scholar who specializes in translating ancient maritime texts. His pale complexion and white-blond hair earned him the nickname 'Ivory,' which he tolerates but doesn't particularly like. Whitmore's academic credentials are impeccable, and he's published several respected works on pirate history. He presents himself as a dispassionate researcher interested in the historical significance of Blackbeard's treasure, but his true motivation is personal—his ancestor was Blackbeard's quartermaster, and family legend holds that he was betrayed by someone whose descendant might be at the gathering. Beneath his scholarly demeanor, Whitmore harbors a deep obsession with righting this historical wrong and restoring his family's honor. The antique silver compass he always carries was supposedly owned by his infamous ancestor.

A skilled swordswoman and bounty hunter who specializes in tracking down pirates with outstanding warrants. Her nickname comes not from cruelty but from her precision with a blade—she can disarm an opponent without drawing blood if she chooses. Cortez operates in the gray area between law and piracy, selling her services to the highest bidder, whether naval authorities or rival pirate captains. Her mixed Spanish and indigenous Caribbean heritage gives her connections in multiple communities. Zara claims to be at the gathering because Jenkins has a bounty on his head that she's considering collecting, but her true purpose involves the treasure itself—she believes it contains an ancient weapon that could shift the balance of power in the Caribbean. The distinctive scar across her left cheek came from her first bounty hunt, a reminder she keeps to stay vigilant.

A flamboyant merchant who specializes in exotic goods from around the world. Known for his colorful clothing and ability to mimic accents and speech patterns (hence the nickname 'Parrot'), Pembrook uses his chameleon-like social skills to move between various social circles with ease. His ship, The Curious Cargo, is famous for bringing unusual items to Caribbean ports, from spices and silks to rare animals and artifacts. Percy presents himself as a lighthearted businessman interested in the treasure for its potential commercial value, but he's actually a spy for the British Crown, sent to gather intelligence on potential uprisings among the pirate communities. The ornate walking stick he carries contains a hidden compartment for transporting secret messages, and his seemingly frivolous gossip conceals sharp observation skills. Despite his duplicitous profession, Pembrook has developed genuine affection for several people in the pirate community, creating increasingly uncomfortable divided loyalties.