Meet Conor | Sailing Big Lost Captain
From the snowy mountains of Idaho to the turquoise waters of the Caribbean, Conor’s life has always been about chasing adventure. Dirt bikes, skiing, waterskiing, hunting, and sailing — his childhood was packed with energy, freedom, and a growing love for the outdoors.
In this video, Conor shares how he turned a life of grit, hard work, and wild dreams into a reality aboard Sailing Big Lost. Discover how a construction worker with a love for motorcycles and boats set his course for the open sea — and never looked back.
Adventure is out there — and Conor’s proof it’s worth chasing.
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🎥 Follow more of our family’s adventures, life lessons, and sailing stories as we explore the world aboard our floating home.
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Sailing Big Lost
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
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Meet Conor | Sailing Big Lost Captain Locations
- Florida (27.6648274,-81.5157535)
Latest Episodes from Sailing Big Lost
Explore the most recent voyages. Subscribe to the channel to never miss an update!
Maybe This Is the Point of Choosing a Different Life
We didn’t choose this life because it was easier. We chose it for more time together, more responsibility, more adventure, and the chance to build a life that actually feels like ours. What would you want more of in your life? #SailingFamily #IntentionalLiving #FamilyAdventure #SailingBigLost
Self-Reliance Doesn’t Mean Doing It Alone
Living on a sailboat teaches you to figure things out for yourself. It also teaches you how important community really is. From boat repairs and learning new skills to showing up when another cruiser needs help — out here, we’re all in it together. Follow Sailing Big Lost as our family sails the ...
Maybe the Dream Was Never About Sailing
Maybe the dream was never about escaping real life. Maybe it was about having more say in how we lived it. The grocery runs, broken alternators, school days and everyday responsibilities didn't disappear when we moved onto a sailboat. We just chose a different place to build our life. A lif...
Some Problems Follow You Across Oceans
We inherited our alternator problems when we bought Big Lost in Florida—and somehow, they've traveled with us through the Caribbean, across the Panama Canal, over the Pacific, and all the way to French Polynesia. We've fixed things. Broken things. Learned things. Taken steps forward and a...
But What If You Try… and It Changes Your Entire Life?
But what if you try… and it changes your entire life? We chose to leave behind a more conventional life and sail the world together as a family. We didn't know exactly where that decision would take us—we just knew we wanted to find out. Sometimes the biggest risk isn't trying and failin...