Meet Your Miami Yacht Captain and First Mate

Captain Sissy
Captain Sissy on Yacht
Meet The Captain

Captain Sissy

Captain Sissy brings performance, precision, and presence to the water.  A lifelong entertainer and award-winning performer, she knows how to read a room, lift a mood, and create moments people talk about long after the day is over.

As a licensed U.S. Coast Guard Master Captain, she pairs that energy with real expertise. Safety, professionalism, and leadership aren’t buzzwords here – they’re standard. Every charter is run with the skill of a seasoned operator and the heart of a woman who knows how to make people feel seen, celebrated, and completely at ease.

Woman from across the country – and across the world – choose Captain Sissy Yacht Charters because they want more than a boat day. They want a Captain who owns the moment, sets the tone, and creates a space where women can be bold, joyful, and fully themselves. With Bleu as her loyal first mate pup and a yacht designed for high-vibe celebrations, Captain Sissy delivers the ultimate Miami yacht experience: authentic, elevated, and unapologetically fun.

Bleu First Mate
Meet the First Mate

Little Bleu Boy.

The baddest little First Mate pup on the water and he knows it! Bleu, a 14 lb aussiedoodle that was born for yachting has spent his entire five years of existence protecting his clients and keeping the pirates at bay. He commands the deck like nobody's business while stealing kisses from every angle. He's truly a furry legend who rules the waves, melts hearts and keeps you coming back for more.

Captain and Bleu

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