Watch Sailing & Boating Adventures Around the World – Page 2 of 3
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.
We crossed into the Pacific thinking the hardest part was behind us.
But now the weather window is narrowing — and we might have to skip the Galápagos.
This is the real decision behind offshore cruising.
After transiting the Panama Canal, we began installing our generator and reinforcing systems for...
We just completed one of the biggest milestones of our sailing journey — a full Panama Canal transit from the Atlantic Ocean to the Pacific.
From a 4:30am departure at Shelter Bay Marina…
to rafting through Gatun Locks…
to the quiet expanse of Gatun Lake…
to descending into the Pacific at Miraflores...
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 ...
Before crossing the Pacific Ocean, there’s a lot of work that has to happen — and most of it isn’t glamorous.
In this episode, we sail from Portobelo to Shelter Bay Marina, haul our boat out, and begin the process of preparing both our vessel and our family for one of the most remote crossings in th...
After weeks in the San Blas Islands, we slow things down and close a chapter that meant more to us than we expected. From quiet mornings at the Swimming Pool anchorage to one last visit to BBQ Island with the kids, this episode is about saying goodbye, reflecting on the journey, and preparing for wh...
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...
We left the boat behind and headed into Panama City for one of those weeks cruisers don’t always show on camera.
From submitting paperwork for our long-stay visa to renewing the kids’ passports at the U.S. Embassy, this trip was all about handling real-life logistics — with a few adventures mixed i...
We’re currently in Shelter Bay Marina, at the very beginning of a longer preparation phase before one of the biggest milestones of our sailing journey — transiting the Panama Canal and eventually heading into the Pacific.
This episode isn’t about crossing the canal just yet. Instead, it’s about ever...
After weeks anchored in the San Blas islands, it was time to move again.
In this episode, we leave the Swimming Pool anchorage and begin our passage toward Shelter Bay. The weather window wasn’t perfect — the seas were rolly — but with lighter winds and tougher conditions building ahead, it was the ...
We came to San Blas for calm anchorages and good company — but one ordinary day quickly turned into a rescue.
This is what life at anchor really looks like in the San Blas Islands.
After a month moving along Panama’s Atlantic coast, we finally settle into life at anchor in the San Blas Islands. Fr...
Sailing in San Blas, Panama comes with incredible beauty—but recent boat electrical fires have cruisers seriously concerned. In this episode of Sailing Big Lost, we talk about power risks at anchor, generator considerations, and lessons every cruiser should know.
It’s been a rainy and overcast week...
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 aboard Sailing Big Lost, we finally trade the noseeums of Snug Harbor for sunshine, clear water, and one of the most iconic...
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...
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 incredible weeks in Bonaire, it’s time to say goodbye to this beautiful island—famous for its crystal-clear waters and vibrant ...
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...
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...
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...
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, ...
After some much-needed time on the hard at Clarke’s Court Marina in Grenada, SV Big Lost is finally splashed back into the water! 🚤🌊
We tackled a few essential boat projects, including servicing our Gori Prop with the help of our good friend and fellow Vision owner, Michael. With the work complete,...
What started as a smooth sail from Îles des Saintes to Martinique quickly turned into one of our wildest passages yet.
As we sailed south through the Eastern Caribbean, we were surrounded by massive mats of sargassum, battled unpredictable gusts near Dominica, and watched fearless kiteboarders tear...
After an unforgettable time in Sint Maarten—celebrating Bastille Day, ziplining through the lush hills of Loterie Farm, and soaking up the cruiser-friendly vibes of the lagoon—it’s finally time to hoist the sails again.
In this episode, we say goodbye to the comforts and conveniences of Simpson Bay...
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...
After our 7-day passage to the USVI, we find ourselves in island time — waiting on delayed packages before we can continue our journey south to Saint Martin for hurricane season. While we wait, it’s a week of boat projects and island adventures!
We spend time troubleshooting a radar that won’t acti...
After months of chaos—selling a boat, buying a new one, and surviving endless shipyard setbacks—we’re finally on the move. But we’re late. Hurricane season officially began on June 1st, and we’re already behind schedule.
Rather than take the traditional Thorny Path through the Caribbean, we’ve chos...
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