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Powered by wind, shaped by friendship, spread by word of mouth.

This isn’t a charter —
 

There are no five-course meals with napkin swans, matching polos, or crew calling you “sir.” This is a step into the life of a full-time cruising couple who lives off the land — and the sea — as much as possible. Dinner might be the fish we speared an hour ago, grilled over a beach bonfire with sand between our toes and music drifting over the bay. Sundowners aren’t optional — they’re tradition on Lost.
 

You can make this trip as chill as you want — float all day with a drink in hand — or wake up with the sun and chase adrenaline through a morning of waterskiing, wakeboarding, or kite sessions in the clearest water you've ever seen. Feel like sailing somewhere new? We'll look at the charts together and make a plan. Most days land somewhere in the middle: a perfect mix of salt, laughter, and those “how is this even real life?” moments.
 

We’re not here to host you — we’re here to share the reason we never went back to land. Fourteen years of sunburnt smiles, midnight swims, and friendships born over smoky beach fires. The kind of days that don’t fit on an itinerary and nights that make you forget what day it is. That’s what we want to pass on — the magic that keeps us out here.
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Your Hosts

Bri and Erin

Sailing from the North Atlantic to the Caribbean

Brian Currier

Brian has been living at sea for 14 years but swears he's "just getting the hang of it". Somewhere between fixing things that were broken and breaking things that weren't, he found his rhythm in the tides. He’s obsessed with dinghy sports — hence the Boston Whaler 13’ with a 50hp two-stroke that might just plane faster than your Uber. Whether it’s diving at sunrise or midnight, Brian is happiest underwater (bonus points if hunting dinner is involved). He lives for the stories, the salt, and the friendships that form somewhere between anchor drops and rum refills — and he can’t wait to add yours to the mix.

Sailing Lost

​Erin Cadigan


A certified yoga teacher, Erin is the calm to Brian’s chaos—unless there’s a stray pup nearby, in which case all bets are off.  A true adventurer at heart, she’s happiest when her body's in movement whether that's diving, hiking, skiing, paddle boarding or just exercising on the beach, she is stoked for any excuse to get outdoors. She fell in love with sailing because it allowed her to chase her dreams of traveling the world. Her favorite part of living aboard is watching the sunrise and set each day.  Cooking is her love language - to her, food isn’t just fuel—it’s connection. Let her know your favorite dishes, and she’ll make sure the galley feels like your own cozy, floating kitchen. And when you’re ready to stretch it out, Erin will lead a yoga session designed just for you—sunrise optional (but highly encouraged).

Traveling by Sea

How It Works

You can pick a date or a destination — but not both (though, we’ll do our best to bend time and tide for you). Lost follows the sun, shifting with the seasons, so plan around either the window that fits your life or the place that’s been whispering your name. Check out our 2026 route and tentative dates below.

Travel by Sailboat

© 2025 by Sailing Lost

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