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.
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We Wanted a Different Life… This Is Where It Took Us
We left Idaho looking for a different life. We had no idea that decision would eventually take our family across the Caribbean, through the Panama Canal, across the Pacific Ocean and all the way to French Polynesia. This week, the weather kept us sitting still in Tahiti—and for once, that gave us a...
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...
We Never Expected to Find Family Here
When we left home to sail around the world, we thought the hardest part would be leaving our family behind. What we never expected was finding another family halfway around the world. After arriving in Moorea, we finally slow down enough to enjoy everything this incredible island has to offer—from...
Sailing to Moorea Was Hard, The Reward Made It Worth It
After weeks of exploring the remote atolls of the Tuamotus, it was finally time to sail to Moorea in French Polynesia. What looked like a straightforward overnight passage quickly reminded us that the ocean always has the final say. Rough seas, seasickness, and an uncomfortable sail tested the enti...
We Came for Paradise We Found Something Better
We crossed an ocean chasing paradise. What we found was something even more valuable. For months, our family had been working toward this moment. Crossing the Pacific meant weather windows, long passages, constant planning, and the relentless pursuit of the next destination. Every mile brought us ...
We Left Everything Behind… Was It Worth It?
We left everything behind to cross the Pacific Ocean with our kids. After weeks of waiting in Panama, we finally set sail — but the reality of life offshore hit fast. From losing wind and navigating shifting conditions, to gear failures and constant decision-making, this passage tested us in ways we...
Hours Before We Left… This Happened
We finally left Panama and started our journey toward the Galápagos… but it didn’t happen the way we planned. After weeks of waiting on visas, everything came down to a narrow window to check out of the country and begin our Pacific crossing. What should have been a straightforward departure quickly...
Everything Is Ready… Except One Thing | Pacific Crossing
We’re officially ready to leave Panama and begin our Pacific crossing… but we’re still stuck. After weeks of preparation, boat work, and planning, everything now comes down to one final piece — our visas. 💛 Support the journey & shop our merch: 👉 We head into Casco Viejo after getting approva...
48 Hours Before We Enter the Panama Canal
In 48 hours, we enter the Panama Canal. But right now… it still feels like just another work week. Before a major milestone like a Panama Canal transit, life doesn’t look dramatic. It looks like cleaning engine rooms, repairing sails, servicing our dinghy motor, switching Starlink to DC power, and ...
What It Really Takes to Cross the Pacific (Boat Prep + Haul Out)
Before you cross an ocean, it doesn’t look dramatic. It looks like lists. Provisioning runs. Marking anchor chain. Servicing gear. Small jobs that matter more than they seem. In this episode, we haul Big Lost, finish the last of our prep, explore old jungle bunkers near the marina with the kids, and...
When Family Visits Boat Life for the First Time
It had been over a year since I’d seen my mom and stepdad, and inviting them into our life aboard our sailboat felt exciting — and a little nerve-wracking. What followed was a week of real boat life: unexpected stowaways, system failures, rainstorms, incredible sailing days, and saying goodbye all o...
Rained Out in San Blas
We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. We’ve had rain off and on since arriving in Panama, and as we begin exploring the San Blas—now learning their true name, the Guna Yala Isla...
Sailing Into Guna Yala: From Puerto Obaldía to Isla Pinos
We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tue...
Sailing Cartagena to Panama (Rosario Islands Stop!)
We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. After a month in Colombia—soaking in the historic charm of Cartagena and cooling off in the lush mountains of Minca—we finally had the boat...
We Traded the Ocean for the Mountains | Our Journey to Minca, Colombia
We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. In this episode of Sailing Big Lost, we head inland for a change of scenery—trading the Caribbean coast for the lush mountains of Minca, Co...
From Sea to Streets: Sailing into Cartagena & Touring the Walled City
We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. After three days at sea in light winds, dodging debris from the Magdalena River, we finally make landfall in Cartagena, Colombia! 🇨🇴 It was...
Octopus Encounter! Exploring Bonaire’s Stunning Reefs
Life in Bonaire has been nothing short of incredible! From swimming, snorkeling, and scuba diving with our boat buddies and Conor’s mom, to spotting vibrant coral and an incredible octopus encounter — the underwater world here never ceases to amaze us. But as every cruiser knows, boat life isn’t al...
Exploring Bonaire: Salt Flats, Donkeys, Diving & Dolphins!
Our time in Bonaire has been action-packed! We rented a car for three days and were determined to explore everything this island has to offer. From the salt flats to the donkey sanctuary, Washington-Slagbaai National Park, and searching for flamingos — the adventures didn’t stop there. We also found...
Grenada to Bonaire: Dolphins, Mahi & Midnight Chaos!
We set sail from Grenada to Bonaire on our Vision 444 catamaran for the final leg of our passage west. The trip begins as smooth downwind sailing—perfect conditions, fresh mahi on the grill, dolphins dancing at the bow, and plenty of laughs with our buddy boat. But of course, no sail is complete wi...
Bonaire Bound: Our First Downwind Sail on the Vision 444
After a month of boat work and marina life in Grenada, it’s finally time to say goodbye to friends and set sail west toward Bonaire! This passage is extra special because it’s our first downwind sail on our Vision 444 catamaran, and we’re eager to see how she performs. With the weather on our side, ...
Final Push South: Sailing into Grenada!
After months of island-hopping through the Caribbean, we make our final sail south to Grenada—our home for hurricane season and the place where we’ll tackle some much-needed boat work and cruising projects. We’re excited to reconnect with friends we’ve met along the way and finally slow down to rela...
Into the Wind: Sailing East to Sint Maarten
We set sail from the British Virgin Islands, taking on one of the most challenging points of sail: east into the trades. As we make our way to Sint Maarten, we reflect on the many passages that have brought us to this point—and why it always seems like we’re heading against the grain. With our sigh...
BVI Bound! The Next Leg of Our Southbound Sailing Adventure
After picking up long-awaited spare parts in the US Virgin Islands, we leave Honeymoon Bay behind and set sail for the British Virgin Islands—our next stop on the journey south to Grenada for hurricane season. Our first destination: Norman Island, where we blow off some steam at the infamous floati...