Pirate's Cove Celebration

Captain of 'The Crimson Tide' and host of the celebration, Barnacle Barry has built his fearsome reputation over twenty years of successful piracy. Known for his strategic mind and unexpected mercy, he's amassed a fortune that makes other captains green with envy. Recently, he's been hinting at retirement and a hidden treasure that would secure his legacy. Behind his boisterous laugh and generous nature lies a calculating mind that keeps track of every slight and favor. Barry has enemies aplenty but also commands fierce loyalty from those he's helped along the way. Rumors suggest he's seeking a worthy successor to his pirate empire.

Owner of the Siren's Song Tavern and a force to be reckoned with in Pirate's Cove. Ruby's establishment serves as neutral ground for pirates, merchants, and naval officers alike—all following her strict rules of conduct or facing her legendary wrath. Behind her sharp tongue and shrewd business sense lies a woman with a mysterious past. Some say she was once a high-born lady who fled an arranged marriage; others claim she was a pirate queen who retired with a fortune. What's certain is that Ruby knows everyone's secrets and uses this knowledge to maintain her position of influence. Recently, she's been expanding her business interests beyond the tavern, raising questions about her sudden access to capital.

Once Captain Gold's trusted first mate, Curt left to captain his own ship three years ago. His departure was less than amicable, with rumors of stolen maps and betrayed confidences. While less successful than his former mentor, Curt has built a reputation for ruthlessness that even Barry lacks. His ship, 'The Serpent's Fang,' is known for leaving no survivors. Despite their troubled history, Curt accepted Barry's invitation to the celebration with suspicious eagerness. He arrives with tales of recent successes and a newfound interest in the waters around Pirate's Cove. Those who know him well notice a nervous energy beneath his bravado, suggesting he might be in some kind of trouble or pursuing a hidden agenda.

The Caribbean's premier weapons dealer, Polly has armed most of the pirates at the celebration at one point or another. Her uncanny ability to source the finest firearms and explosives—and her skill in using them—has earned her respect in a male-dominated world. Polly travels with her own heavily-armed entourage and maintains neutrality in pirate conflicts, selling to whoever has the coin. Recently, she's been asking questions about ancient weapons and artifacts with unusual properties, suggesting an interest beyond mere profit. Behind her businesslike exterior and legendary marksmanship lies a woman with her own code of honor and possibly a personal vendetta. She and Barry have a strictly professional relationship, making her presence at a social gathering somewhat unusual.

The newly appointed colonial governor represents the crown's interests in the region—officially, at least. Unofficially, Sterling has quickly established a reputation for taking bribes and turning a blind eye to piracy when it benefits his coffers. His presence at a pirate celebration raises eyebrows, but those in the know understand it's just business. Sterling arrives with news of increased naval patrols and offers of special 'arrangements' for those willing to pay. Behind his pompous exterior and political maneuvering lies a man with expensive tastes and dangerous debts. Some suspect his corruption goes beyond simple greed to something more desperate, as his spending seems to outpace even his considerable illicit income.

Wife of a wealthy merchant currently away on business, Lady Pearl moves through high society while secretly gathering intelligence that she sells to the highest bidder. Her delicate appearance and seemingly vapid conversation disguise a sharp mind and ruthless ambition. With connections in every port from London to Singapore, she knows which ships carry the richest cargoes and which captains can be bribed. Lady Pearl arrives at the celebration draped in jewels and feigning reluctance at the 'rough company,' but those paying attention might notice how carefully she listens to every conversation. Recently, she's been showing particular interest in maps and navigational charts, suggesting she's hunting for something specific.

The only physician willing to treat pirates without asking questions, Doc Graves has patched up everyone from cabin boys to captains. His medical skills are as legendary as his drinking capacity and his ability to keep secrets. Though formally trained in London, scandal drove him to the Caribbean where his unconventional methods and experimental treatments found more acceptance. Doc arrives at the celebration with his trademark black medical bag and a new assistant, claiming to be there simply to enjoy the festivities but perhaps looking for interesting patients. Behind his gallows humor and steady hands lies a man haunted by past failures and searching for redemption. Recent rumors suggest he's been researching tropical diseases with unusual symptoms, particularly those affecting the mind.

A young woman of mysterious origins, Misty serves as Doc Graves' assistant and appears to be learning his medical arts. Her quiet demeanor and observant nature make her easy to overlook—perhaps intentionally so. Though she speaks little of her past, her knowledge of herbs, poisons, and folk remedies suggests training beyond what Doc could provide. Misty moves through the celebration with a healer's basket, offering remedies for everything from headaches to heartbreak, all while watching and listening. Those who dismiss her as a simple assistant miss the calculating intelligence behind her helpful smile. Recently, she's been asking subtle questions about specific passengers on Barry's ship, suggesting a personal connection or hidden agenda.

The most sought-after master gunner in the Caribbean, Cal's expertise with explosives and artillery has helped many a pirate ship outfight larger naval vessels. His services command premium prices, but captains consider him worth every coin for his uncanny ability to hit targets at impossible ranges. Cal arrives at the celebration with his tools of the trade and tales of his latest innovations in destructive power. Behind his boisterous laughter and pyrotechnic enthusiasm lies a methodical mind constantly calculating trajectories and blast radii. Recently, he's been experimenting with new explosive compounds and asking questions about structures and fortifications around Pirate's Cove, raising concerns about his intentions.

The Caribbean's premier treasure hunter, Tina has an uncanny knack for finding lost shipwrecks and hidden caches. Her collection of maps, journals, and artifacts is rumored to be the most extensive outside of royal collections. While she occasionally works with pirates, Tina maintains independence and sells her services as a consultant rather than joining crews permanently. She arrives at the celebration with tantalizing rumors of a recently discovered map and subtle inquiries about specific landmarks around Pirate's Cove. Behind her adventurous spirit and scholarly knowledge of history lies a woman driven by personal demons and a quest for a particular artifact of sentimental value. Recently, she's been showing unusual interest in folklore about cursed treasures and supernatural phenomena at sea.

The oldest pirate still active in the Caribbean, Sam claims to have sailed with every famous captain from the last forty years—though the timelines don't always add up. His endless supply of tales grows more outlandish with each retelling and each mug of rum. While many dismiss him as just a entertaining old fool, the sharp-eyed notice how he uses his harmless reputation to move freely between rival crews, gathering information and secrets. Sam arrives at the celebration with new songs commemorating Barry's exploits and ears open for fresh material. Behind his weathered face and rambling stories lies a man who has survived decades in a brutal profession by being smarter than he appears. Recently, he's been asking subtle questions about specific events from Barry's past, suggesting he might be piecing together a less flattering narrative than his public songs suggest.