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.
Living in paradise sounds like a dream… until it's time to get your boat ready to actually enjoy it! 😂⛵
After spending the summer back in Idaho, our family is finally back in Grenada and ready to kick off Season 2 aboard our Lagoon 450 catamaran, Isla!
But before we can return to the beautifu...
A ZOO built among the ruins of a devastating volcanic eruption?! Welcome to one of the most unique family adventures we've experienced while sailing the Caribbean!
This week, we explore Zoo de Martinique – Habitation Latouche, near Saint-Pierre, a beautiful tropical zoo and botanical garden bu...
On our last episode, we left Brunswick, Georgia, with no real plan for where we’d stop. This time, we kept heading north toward Charleston—and boat life had a few surprises waiting for us.
A loose water maker hose emptied our tanks into the bilge, leaving us with a lot of water to make and a long o...
Aboard Lagoon 410 Motherload in Bocas del Toro, Amy and MJ experience a major island earthquake, assist with boatyard fiberglass repairs, and celebrate Nautis' 7th birthday.
We're leaving the beautiful Whitsunday Islands behind and beginning the long sail south towards Hervey Bay, Queensland! ⛵️
With plenty of miles to cover, overnight sailing with two little kids, and stops at some of our favourite places along the Queensland coast, this leg of our family sailing...
We left Cumberland Island for what should have been a quick sail to Brunswick. Instead, our watermaker started acting up, a huge storm rolled in, and the lightning got close enough to make everyone rethink being outside.
Once we made it safely to the dock, we reunited with our friends from Waves of...
After spending our first season sailing the Caribbean as a family, we returned home to Idaho... and suddenly, going back to boat life didn't feel quite as simple as we thought it would.
Being home meant family, friends, mountains, camping, birthdays, Yellowstone, and everything we had left beh...
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...
While recovering from a spinal injury, Bear of the Sailing Pickle Family tackles wheel pottery and cathedral heights as the crew readies SV Pickle for Queensland.
We’re exploring St. Pierre, Martinique, a Caribbean town with an incredible—and tragic—history.
Once known as the “Paris of the Caribbean,” St. Pierre was devastated by the eruption of Mount Pelée in 1902. We wander through the ruins left behind, explore the remains of the old theatre, and visit t...
After making it to St. Augustine, we thought we were ready to move on—but then a sailing family with four boys reached out, and we decided to stay a little longer. The boys hit it off right away, and we got to enjoy a beach day, swimming, football, and an unforgettable night of ’90s music aboard the...
After our first year of sailing the Caribbean as a family, we sailed our Lagoon 450 south to Grenada to haul her out for hurricane season. But as we prepared to leave our floating home behind, we honestly didn’t know if we’d ever come back.
Our final sail takes us from Martinique past the incredibl...
Aboard SV Pickle, Nikki and Chris manage pediatric orthopedic recovery for Bear while refitting systems along Queensland's coast before resuming offshore voyaging.
Our time in Dominica comes to a pretty rough ending!
We grab a mooring in Roseau and head ashore to explore downtown, only to realize we’ve LOST our cellphone as we head back home. 😩 Not exactly how we planned to spend our last days on one of our favorite Caribbean islands!
Back at the boat, thing...
We thought we knew what Caribbean adventure looked like… then we got to Dominica.
This island completely blew us away. We chased waterfalls through the rainforest, swam beneath one of them, explored the famous Indian River, stepped into a filming location from Pirates of the Caribbean, and somehow ...
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...
Sometimes the best cruising stops are the ones you never planned! ⛵🌴
We sail out of Portsmouth, Dominica, hoping to make a quick hop around the coast and drop anchor just around the corner. But our anchoring plans don’t exactly go as expected…
That little failure leads us to Coulibistrie, an unexp...
🎀⬇️Amazon Baby Registry⬇️🎀
After 3 months apart, Ryan is finally back in Canada, Brittni is about to give birth and we can officially say it… We bought a catamaran! The 48ft Fountaine Pajot Salina 48 is ours!
In this sit down we answer the questions you’ve all been asking in the comments of our l...
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 e...
We set out to explore Dominica’s famous Indian River… but somehow managed to lose the trail!
What followed turned into one of those adventures that makes Dominica so incredible. We wandered through thick jungle, crossed the river and found ourselves surrounded by huge twisted roots that looked str...
We thought our biggest problem was a broken dinghy… until one of our engines refused to start and a massive wave came crashing through the front door of our boat.
After six hours troubleshooting the engine in the Florida heat, Steve finally got us moving again. But our first real day sailing north ...
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...
We say goodbye to Guadeloupe and set sail for Dominica, but it definitely isn't the smooth Caribbean sail we were hoping for!
The day starts with a bad feeling in my gut before we head out into a rough, lumpy sea for the crossing to Dominica. 🌧️⛵ It isn't our most comfortable passage, but...
Our dinghy died miles from our sailboat as darkness closed in and a massive lightning storm rolled toward us. Then our hair began standing straight up—the terrifying warning that lightning could strike at any moment.
What was supposed to be a simple family sailing trip from Miami to Key Largo for k...
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