Sailing Big Lost

Sailing Big Lost Latest Episode

Welcome to Sailing Big Lost ⛵ Follow our family as we leave our old life behind and build a new one at sea. Sailing Big Lost shares the real, unfiltered journey of learning, risking, and growing together aboard our sailing catamaran. From major life decisions and hard lessons to unforgettable places and everyday moments with kids, we show what full-time family cruising actually looks like — the beauty, the chaos, and everything in between. This isn’t just about sailing. It’s about choosing a different life and seeing where it leads. Want to follow along more closely or support the journey? 🌍 Website: https://www.sailingbiglost.com 📸 Instagram: https://www.instagram.com/sailingbiglost 🎵 TikTok: https://www.tiktok.com/@sailingbiglost ❤️ Support the journey on Patreon: https://patreon.com/Biglost ⛵ Family sailing • Life aboard a catamaran • Cruising adventures

Sailing Big Lost Journey and Videos Locations

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Watch Sailing Big Lost's Latest Videos

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Showing 1-24 of 297 results
I Didn’t Expect to Miss This So Much 🌊  #sailingfamily #shorts
Sailing Big Lost

I Didn’t Expect to Miss This So Much 🌊 #sailingfamily #shorts

It's not just the ocean we miss. It's the freedom, the simplicity, and the life we've built together aboard our sailing catamaran, Big Lost. After living aboard and sailing across the Pacific as a family, it's amazing how much the ocean feels like home. Follow Sailing Big Lost ...
The Hardest Part of Choosing a Life of Adventure
Sailing Big Lost

The Hardest Part of Choosing a Life of Adventure

We chose a life of adventure, but that meant leaving people we love behind. ❤️ After years apart, these are the moments that remind us just how much we’ve missed. We’re a family of four living aboard our sailing catamaran, Big Lost, exploring the world together. And while we love this life, coming...
We Went Back to the Life We Left Behind… But It Felt Different
Sailing Big Lost

We Went Back to the Life We Left Behind… But It Felt Different

After months aboard catamaran Big Lost in French Polynesia, Kelly and Connor returned to Idaho to inspect their 400-acre shared ranch and reunite with family.
The Reality of Living in a Sailboat With Kids
Sailing Big Lost

The Reality of Living in a Sailboat With Kids

Living on a sailboat with our two kids looks pretty easy from the outside. Beautiful anchorages, turquoise water, and the freedom to explore. But there’s also constant maintenance, unpredictable weather, and plenty of work to keep our floating home running. And then there are the moments that remi...
Two Very Different Worlds
Sailing Big Lost

Two Very Different Worlds

Two very different worlds. 🌊🍂 One moment we’re swimming with humpback whales in French Polynesia. The next, we’re back in Idaho, surrounded by fall colors and the wide-open spaces we love. Life aboard our sailing catamaran, Big Lost, couldn’t be more different from life back home. And we love them...
The Hard Parts of Boat Life? We Actually Love Them.
Sailing Big Lost

The Hard Parts of Boat Life? We Actually Love Them.

People think these are the hard parts of living on a sailboat. But grocery runs by dinghy, hanging laundry outside, fixing what breaks, and everyone pitching in are actually some of the things we love most. Life aboard our catamaran Big Lost isn’t always easy, but there’s something incredibly satis...
One Last Adventure Before Flying Home 🐋
Sailing Big Lost

One Last Adventure Before Flying Home 🐋

Before flying home to Idaho for a visit, we had one last adventure in French Polynesia—and it was one we’ll never forget. 🐋 And no, we’re not done sailing! Big Lost is waiting for us back in Tahiti. ⛵️ 🎥 Watch the full episode on our channel to see our incredible day with the whales, why we left B...
We Swam With Humpback Whales… Then Left Our Boat Behind
Sailing Big Lost

We Swam With Humpback Whales… Then Left Our Boat Behind

We’ve had some incredible experiences since moving aboard Big Lost, but this day in Moorea was one we’ll never forget. We headed offshore hoping to find humpback whales—and what followed became one of the most extraordinary days we’ve had together as a family. But while we were soaking in our fina...
A Week Ago, This Was Home
Sailing Big Lost

A Week Ago, This Was Home

A week ago we were living aboard Big Lost in Moorea, French Polynesia. Now we're back home in Idaho. After months of living aboard our sailboat and crossing the Pacific as a family, life on land suddenly feels a little different. What do you think would feel strangest about coming home? #Sai...
Finding a Safe Place to Leave Our Sailboat
Sailing Big Lost

Finding a Safe Place to Leave Our Sailboat

One last move before we leave. We brought Big Lost through the pass into Phaeton Bay, Tahiti, where our catamaran will stay while we head back to the U.S. For now, she’s settled at anchor. ⛵️ #SailingLife #LiveaboardLife #CatamaranSailing #Tahiti #Shorts
You Don’t Need the Life Everyone Expects
Sailing Big Lost

You Don’t Need the Life Everyone Expects

There’s no one right way to build a life. This is what ours looks like. ⛵️ We’re a family of four living aboard our catamaran Big Lost and sailing the world together. #SailingLife #LiveaboardLife #FamilySailing #Shorts
Time Is the Luxury
Sailing Big Lost

Time Is the Luxury

The older I get, the more I realize time is the luxury. A quiet moment cruising over the reef in French Polynesia. 🌊 #SailingBigLost #SailingFamily #FrenchPolynesia #BoatLife #Sailing
Things Our Kids Think Are Completely Normal
Sailing Big Lost

Things Our Kids Think Are Completely Normal

When you grow up living on a sailboat, adventure starts to feel pretty ordinary. Scuba diving, exploring islands, snorkeling, dinghy rides with friends, swimming with stingrays… just a few moments from Finn and Maddie’s lives aboard Big Lost. We’re a family of four living aboard our catamaran and sa...
We Finally Stopped Rushing… Life Aboard Got Quiet
Sailing Big Lost

We Finally Stopped Rushing… Life Aboard Got Quiet

After nearly two years of always moving toward the next island, the next passage, the next boat project, or the next deadline… life aboard Big Lost finally got quiet. After a week of almost everyone onboard being sick, slowing down was exactly what we needed. Our cruising friends are starting to sc...
When Sailing Became Our Normal
Sailing Big Lost

When Sailing Became Our Normal

There was a time sailing across the ocean with our kids felt anything but normal. Now the sails go up, the kids head for the trampoline, and we just keep moving. ⛵️ Life aboard Big Lost in French Polynesia. #SailingFamily #SailingLife #LiveaboardLife #FamilyAdventure #SailingBigLost
Just an Ordinary Day Living on a Sailboat
Sailing Big Lost

Just an Ordinary Day Living on a Sailboat

It was a pretty ordinary day. Dinghy rides, games, projects, friends on paddleboards… and Moorea in the distance. I really like our ordinary. Family life aboard Big Lost in French Polynesia. #SailingBigLost #SailingFamily #BoatLife #FrenchPolynesia #Sailing
Tahiti to Moorea | 24 Nautical Miles
Sailing Big Lost

Tahiti to Moorea | 24 Nautical Miles

Just 24 nautical miles from Tahiti to Moorea — smooth water, mountain views, and Big Lost moving again. Sailing through French Polynesia 🇵🇫 #SailingBigLost #Moorea #Tahiti #FrenchPolynesia #Sailing
We Got Pretty Comfortable in Tahiti… Then We Left
Sailing Big Lost

We Got Pretty Comfortable in Tahiti… Then We Left

We got pretty comfortable in Tahiti. But this life doesn’t stay still for long. Today we're moving again — Tahiti to Moorea. ⛵️ #SailingFamily #SailingLife #FrenchPolynesia #Tahiti #Moorea
Sleepovers Look Different When You Live on a Boat
Sailing Big Lost

Sleepovers Look Different When You Live on a Boat

Sleepovers look a little different when your neighborhood is an anchorage. ⛵ A dinghy full of friends pulls up, Maddie hops aboard, and they're off for a girls' sleepover in Tahiti. Not a bad way to grow up. #SailingFamily #BoatLife #LiveaboardFamily
Some Days Really Are This Simple
Sailing Big Lost

Some Days Really Are This Simple

Not every day living on a sailboat is repairs, weather, or figuring out what broke next. Some days are just calm water, a beautiful anchorage, and a reminder to enjoy where you are. Life aboard Big Lost in French Polynesia. ⛵️🌊 ⚓ Gear we use aboard Big Lost: sailingbiglost.com #sailinglife #sail...
This is How You a learn to Live Out Here
Sailing Big Lost

This is How You a learn to Live Out Here

Living on a sailboat means learning how to take care of the life that takes care of you. From cleaning props and servicing halyards to winches, engines, and trips to the alternator shop, there’s always something that needs doing—and our kids learn by doing it right alongside us. This is what full-...
We finally made it to Teahupo’o
Sailing Big Lost

We finally made it to Teahupo’o

We’d heard so much about Teahupo’o, but there’s something pretty special about finally standing there and seeing it for yourself. 🌊 One of the world’s most iconic surf spots — and a place we were so excited to experience while exploring Tahiti as a family. Follow along as we explore the world, one...
We Almost Left Tahiti… I’m Glad We Stayed
Sailing Big Lost

We Almost Left Tahiti… I’m Glad We Stayed

We were almost ready to leave Tahiti when our friends on SV Palarran pulled into the anchorage—and suddenly, we had a very good reason to stay. Cruising friendships are unpredictable. You never really know when your paths will cross again, so when the kids’ friends showed up, we changed our plans a...
This Is What We Stayed in Tahiti For
Sailing Big Lost

This Is What We Stayed in Tahiti For

We almost left Tahiti, but changing our plans gave us something we didn’t realize we needed — a little more time with friends. Cruising friendships can be short. Boats arrive, plans change, and eventually everyone sails in different directions. So sometimes a few extra days together are worth stayi...
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