Born from a love of the water and a passion for unforgettable experiences.
The water has been a part of my life for as long as I can remember. Growing up along the coast, I fell in love with the feeling of the wind in the sails, the rhythm of the waves, and the way everything on land just fades away when you're out on the open water.
I started Stuart Sailing because I wanted to share that feeling with others. What began as a single vessel and a simple dream has grown into something I'm incredibly proud of — a multi-vessel operation that's helped hundreds of families, couples, and friends create memories they'll carry forever.
Every charter we run is personal. I believe that the best experiences aren't about luxury for its own sake — they're about creating space for connection, celebration, and joy. Whether it's a quiet sunset with someone you love or a lively birthday bash with your closest friends, we're here to make your time on the water feel effortless and extraordinary.
"I want every guest to step off the boat feeling like they just had the best day of their year."
Our flagship Lagoon 42 catamaran — spacious, stable, and built for unforgettable days on the water.
A premium sailing catamaran that offers the perfect balance of performance, comfort, and space.
Overall length
Twin-hull stability and comfort
Accommodates groups of all sizes
Open-air lounging, shaded cockpit, and trampolines
Plush cushions throughout — designed for relaxation
Easy water access for swimming and snorkeling
The people who make every charter feel personal, safe, and unforgettable.
Owner & Captain
The heart and soul of Stuart Sailing. Erinn brings years of sailing experience, an infectious love for the water, and an eye for detail that makes every charter feel special. She's the reason guests feel like family from the moment they step aboard.
First Mate & Sailing Instructor
Alex grew up on boats in the Florida Keys and knows these waters inside and out. A certified sailing instructor, he loves teaching guests the ropes — literally. His calm demeanor and quick smile put everyone at ease.
Hospitality & Events
Jordan is the magic behind our special occasion charters. From surprise proposal setups to birthday decorations, she handles every detail with creativity and care. Guests rave about her warm energy and attention to the little things.
Give us a call or send a message. We'd love to hear what you're planning.