Eastern Caribbean Was NOT What We Expected
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This was NOT the Caribbean we expected.
Sailing south through the Eastern Caribbean brought us to Guadeloupe—and what we found completely surprised us.
After leaving St. Kitts and Nevis and making a quick stop in Montserrat, we sailed Isla into Deshaies, Guadeloupe, ready to get off the boat and explore.
What followed was one of our favorite adventures yet: lush rainforests, waterfalls, the Botanical Garden of Deshaies, Guadeloupe Zoo, winding island roads, Les Saintes, Fort Napoléon, and an incredible pod of dolphins that joined Isla along the way.
Just when it was time to say goodbye to Guadeloupe and set sail for Dominica… things aboard Isla got interesting again. Our main halyard wrapped around one of the spreaders, leaving Ashton and Kasey to figure out how to untangle the mess while underway.
Because apparently, it wouldn't be a Finding Our Isla adventure if everything went according to plan.
We’re the Gardner family, a family of six who traded ordinary life for an adventure aboard our sailing catamaran, Isla. We’re sailing the Caribbean with our kids, homeschooling along the way, learning as we go, and sharing the good, the hard, and everything in between.
Next stop: Dominica. 🇩🇲
Subscribe and come along as we continue sailing south through the Caribbean.
Thanks for watching and being part of Finding Our Isla. ❤️
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.
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