Watch Sailing & Boating Adventures Around the World
Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.
Showing 1-11 of 11 results
We Almost Quit Sailing
What was supposed to be a manageable overnight sail from the USVIs to St. Martin turned into one of the hardest passages we’ve experienced as a sailing family. The forecast said one thing. The ocean gave us something completely different. We found ourselves beating directly into the wind and waves...
Strong Currents, Rough Seas and No Sleep | Sailing Makassar to Borneo – S5 Ep 146
After an unforgettable three weeks exploring the vibrant city of Makassar in Sulawesi, we finally cast off for Kalimantan, Borneo and one of the roughest night passages of our cruising life. What should have been a straightforward sail across the Makassar Strait quickly turned into a struggle agains...
Wet, Exhausted & Hanging On – 50 Knot Caribbean Storm | Day 13 & 14
Day 13 & 14 of our offshore passage from the USA to Colombia… After days at sea, the weather forecast suddenly shifts for the worse. What was meant to be manageable conditions turns into a long-lasting storm stretching across the entire Caribbean Sea — leaving us with nowhere to run and no way...
We Thought It Was Seasickness… It Was Dengue
Welcome back to Finding Our Isla. In Season 1, Episode 6, we leave Bequia and continue our sail north toward the breathtaking Pitons. Along the way, we continue battling the powerful Caribbean Christmas Winds while dealing with more boat repairs at sea. With calmer water along the coast of Saint V...
Sailing Family Sails into Big Seas: Did We Make a MISTAKE?
Welcome back to Finding Our Isla. In Season 1, Episode 5, we leave Saline Bay and continue sailing north toward Bequia — still without a working steering cable. As we push forward, we sail straight into the powerful Caribbean Christmas Winds and battle rough seas, strong winds, and multiple squall...
A Sporty 350 Mile Sail from Kona to Hilo 🌊
We battle big waves, broken gear, and beating to windward while sailing from Kona to Hilo on Hawaii's Big Island. This one was a doozy for sure. I also chat a bit about buying the new boat. More details on this very soon. And as always thank you for watching! ⛵ Join the Crew + Follow Along: 🌐...
Dropping Anchor in a Lightening Storm⚡️ | Sailing Sunday VLOG 291
This week’s video is a raw, unfiltered look at what sailing really looks like when a storm rolls in out of nowhere — and you’re trying to make it to safe harbour with a baby onboard. It's the kind of moment that reminds us why preparation matters… and also why sailing with a baby adds a whole ...
Rescued At Sea: Boat Adrift in Open Ocean. Episode 43
From Chaos to Kindness | Sailing from Dominica to Martinique (ft. Engine Trouble, Mahi & a Rescue!) We left Dominica with over 20 knots of wind and immediately broke a cleat holding the Genoa—then the Genoa took out our light. Welcome to offshore sailing! Rough seas, tangled lines, and flying f...
We broke the boom crossing the notorious wide bay bar! Ep.14
Hi Everyone, join us this week as we depart Double Island Point to cross the notorious Wide Bay Bar and let's just say it wasn't smooth sailing. We are 3 days in and we've already broken a few things, one being the boom! We are pleasantly relieved to cross the bar and get to the calm...
Rough Seas, Strong Winds! Hang onto your knickers! (Sailing Nandji) Ep 102
Huge Rough Seas, Strong 30 knot winds on the nose, all makes a difficult up wind Offshore 400nm passage! This video is a in depth view of what life at sea is really like and the problems faced at all hours of the night. This week on Sailing Nandji, the time has come to depart the beautiful island...