We Didn’t Think We’d Make It
After weeks of rough weather, Christmas winds, storms, and learning how to sail in real time… we finally make it to Saint Martin.
But getting there was far from easy.
In this episode, we leave Martinique and continue battling our way north through the Caribbean. Along the way we experience incredible dolphin encounters, nearly flip our dinghy exploring Montserrat, fight brutal winds trying to anchor in St. Kitts & Nevis, and push through one final challenge — navigating Isla through the narrow bridge into the Saint Martin lagoon.
This journey tested us in every possible way:
⚓ sailing
⚓ weather
⚓ homeschooling
⚓ provisioning
⚓ boat repairs
⚓ and ourselves
But somehow… we made it.
Thanks for following our family’s journey aboard Isla.
⚓ Subscribe and come sail the Caribbean with us.
#sailing #boatlife #sailingfamily #caribbean #liveaboard
Finding Our Isla Sailing
We’re a family of five who left traditional life and moved full-time onto our sailboat, Isla. This channel shares the real side of family boat life. What it actually costs, how we homeschool while traveling, the challenges no one talks about, and the moments that make it all worth it. We live aboard full-time in the Caribbean and document life afloat with kids: • the finances behind this lifestyle • daily routines and homeschooling on the water • the hard days, the growth, and the joy • choosing time, connection, and freedom over stuff No highlight reels (okay... maybe a few) No pretending it’s perfect. Just honest life on the water. If you’ve ever wondered what it takes to make a big life change... or you’re dreaming of a different way to live, you’re in the right place. 🌊 Full sails. Full hearts. Full-time family life.
Channel Information:
Social Media Links:
Support Finding Our Isla Sailing
At WeBoating.com, we profoundly acknowledge the unwavering dedication that Finding Our Isla Sailing and other creators invests in crafting each and every video. Their passion for delivering exceptional content shines through every frame, and it's a labor of love that deserves your attention.
We invite you to watch their captivating videos and actively engage with their content, including their social media links above. Liking, commenting, and sharing their work goes a long way in fueling their creative fire.
We're also inviting you to explore any sponsorships and partnerships highlighted in the "We Didn’t Think We’d Make It" video description, or directly on YouTube. By considering their offerings or purchasing services and items, you not only support Finding Our Isla Sailing but also the brands and collaborators they're associated with.
If you have any feedback, corrections, or additional information about Finding Our Isla Sailing or their videos, please use the comment form below to share your thoughts with us.
Thank you for being a part of our community and supporting the creators we cherish. Your time and support truly matter!
Finding Our Isla Sailing Lastest Videos
This Didn’t End the Way We Hoped… 🎣💔
What started as an exciting fight turned into a tough lesson. Krew and I battled a huge barracuda in rough seas, but the hook was swallowed too deeply. We did everything we could to safely release it, but we don’t think it survived. Moments like this r...
She Could Hardly Hold It! 😂🐟 #sailingfamily
Lily and Krew were beyond excited when they landed one of our biggest catches! But the best part wasn’t catching the fish… it was watching them carefully release it back into the ocean. Teaching our kids to enjoy nature while respecting it is one of t...
We Woke Up to THIS Behind Our Boat… 😳🦈 #sailingfamily
Imagine looking off the back of your boat and seeing nurse sharks cruising by. 🦈 Life on the water is full of surprises, and moments like these remind us just how incredible the Caribbean can be. Would you jump in? ⛵ Follow our family of five as we...
This Drop Is WAY Higher Than It Looks 😱 #sailingfamily
Krew was flying over the water before dropping into one of the most incredible cenotes we’ve ever visited. Watching our kids embrace new adventures has been one of the greatest rewards of choosing this lifestyle. Would you take the leap? ⛵ Follow ou...
This Is Their Backyard… ❤️🌅
No screens. No schedules. Just a rope, a sunset, and another unforgettable evening aboard Isla. Three years ago, we traded our “normal” life for a life of adventure. Moments like this remind us exactly why. Would you make this trade? ⛵ Follow our ...