Meet the Crew

Known across the Caribbean as Captain Jack Ward — and to audiences worldwide as a spellbinding Jack Sparrow tribute performer — Andrea Iallorenzi is the beating heart of the Cayman Islands Corsairs. A classically trained performer with an obsessive eye for detail, Andrea has spent years perfecting the swagger, the wit, and the magnetism of the world's most beloved pirate character.

From rowboats on the turquoise waters of Grand Cayman to festival stages in Honduras, La Ceiba, and Jamaica, Captain Jack Ward commands every room he enters. His performances blend swordplay, improvisation, audience interaction, and theatrical storytelling into something that feels less like a show and more like a living legend.

As co-founder of the Corsairs alongside Battle Bill, Andrea assembled a crew as passionate and fearless as himself — building a registered nonprofit that brings Caribbean pirate heritage to life for tourists, locals, and festival crowds across the region.

Every legendary captain needs a first mate worth his salt — and Battle Bill is worth his weight in gold doubloons. Guglielmo Battaglia co-founded the Cayman Islands Corsairs alongside Captain Jack Ward, lending his imposing presence, theatrical instincts, and unwavering loyalty to forge a crew that has taken the Caribbean by storm.

With his studded black coat, feathered tricorn, and a smile that can charm an entire festival crowd, Battle Bill is as much a showman as he is a corsair. From the streets of Kingston to the waterfront of Grand Cayman, he commands attention wherever the Jolly Roger flies.

Whether he is leading a parade, delighting a young recruit, or raising a sparkler under a New Year's sky, Battle Bill embodies the heart of the Corsairs — bold, joyful, and Never Caught. Always Triumphant.

The Cayman Islands Corsairs' sleek sea sprite, as at home in the waves as most pirates are in the tavern. She's the heart of Jack Ward, a treasure-hunting enthusiast who can outswim a shark and charm the sea itself. With a mermaid's love of the ocean and a knack for discovering shiny things, Roxy turns every raid into a seaside adventure — complete with witty commentary and the occasional dramatic splash.

Sailing the turquoise seas of the Cayman Islands, Black Heart is infamous for stealing treasure and breaking hearts in equal measure, leaving sailors sighing in her wake. With a laugh that could charm a parrot off its perch and a glare that could sink a ship, she dances on the deck under moonlight, collecting admirers and doubloons alike. Beware, brave men — this radiant rogue will steal your gold, your heart, and probably your last rum before disappearing into the sunset with a wink.

Twenty Legs, the Cayman Islands Corsairs' whirlwind of limbs and laughter, dazzles with her ever-stylish tricorn hats, eye-catching bustiers, and endlessly charming personality. She's the heart of every gathering, rallying the crew for festivals, parades, and any excuse to celebrate. Fueled by her love of creamy mudslides — hold the whipped cream — she can wrangle a dozen distracted pirates faster than you can say "yo-ho-ho," all while proudly swaying the Corsairs' flag for all to see.

Jinx the Pirate is the crew's clever and fearless wild card, always ready for adventure and a bit of mischief on the high seas. Known for his quick thinking and daring spirit, Jinx has a knack for finding treasure and turning the tide when it matters most. Beneath his pirate swagger beats a true heart of gold, and his loyalty to the crew is as strong as his love for the open ocean.

If you see a spyglass aimed at the horizon, Bootlegger Baba is likely behind it. Always on the lookout for adventure or the next party, he's known for his quick wit and legendary humor that can lift spirits even in the toughest of times. For Baba, life's too short for dull voyages. His greatest treasure isn't gold — it's Sirena Soleil, the siren who captured his heart. When music plays and stories grow, Baba is at the center, ensuring every journey becomes legendary.

Sirena Soleil, the Siren of the Sun, captivates the Caribbean with her beauty, charm, and sharp wit. Known for her colorful headscarf, she thrives in good company and fair winds while rumored to be searching for a worthy pirate hat. When not enjoying tequila and sea breezes, she works with the fleet's Marketing & Communications Crew, showcasing the evolution of piracy as she chases sponsorships instead of doubloons — less sword fighting, more email battles, but treasure is still treasure.

Dirty Vito DeMare is a spirited 17th-century pirate with a flair for adventure and a knack for mischief. Though he may have little experience on the high seas, his boldness and determination set him apart from the rest. With a heart full of dreams and a crew ready to follow, Vito navigates the treacherous waters of the Caribbean, seeking treasure and glory. His charming personality and knack for storytelling make him a beloved figure among his fellow pirates. When not plotting his next escapade, Vito enjoys revelling in the camaraderie of his crew and embracing the pirate life to the fullest.

Meet Lady Corsair, the stylish pirate who's more at home in a fabulous hat than on the front lines of a battle. Known for her glittering jewels, eye-catching boots, and a quick wit sharp enough to cut rigging, she's a secret weapon among the crew. She serves on the fleet's Marketing & Communications Crew alongside Sirena Soleil — because apparently conquering the Caribbean wasn't enough, they needed a social media presence too. Less sword fighting, more inbox battles, but treasure is still treasure.