Watch Sailing & Boating Adventures Around the World – Page 8 of 64
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 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...
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Not sure why but YouTube corrupted our last video upload.
This is the same video re-encoded fixing the playback.
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One lightning strike left us with no power, no engines, and 820 miles to get back for repairs.
After being stru...
YOUTUBE HAS CORRUPTED THE VIDEO... NEW UPLOAD TO FIX AS WE CANNOT CHANGE THIS VIDEO
One lightning strike left us with no power, no engines, and 820 miles to get back for repairs.
After being struck by lightning while anchored at the remote island of Pulau Panjang in Indonesia, everything changed...
Go to and use code ESCAPADE to get 5% off your Holafly eSIM for your next trip!
Sometimes it’s the simple things that feel the most special when you live life afloat 🌊
In this video, we head out for a relaxed day on land, riding e-bikes and soaking up the kind of everyday pleasures land lubbers o...
We’re jumping forward to real time because so many of you have been asking what happened to us.
On 12th November, while anchored off a tiny remote sand island called Pulau Panjang in Indonesia, No Regrets II was struck by direct lightning to the mast. The strike was devastating — it wiped out almos...
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We are so excited to bring you a tour of this 2001 Monte Fino 82 Motor Yacht 😍 You will quickly see why these yachts remain so popular years later. Some of my favorite features? The huge interior volum...
🌊 Exploring Remote Anambas Islands & Wild Orangutans in Borneo
(We're back having recovered our data following the lighting strike... that is coming soon!)
Embark on an unforgettable journey across Southeast Asia’s hidden gems. We start amid the turquoise waters of Indonesia’s Anambas Isl...
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 ...
Refitting a bluewater sailboat is never just about tools and parts — it’s about patience, persistence, and showing up even on the frustrating days. In this episode, we dive into the real side of liveaboard boat life, tackling small but important projects while chasing down a stubborn mystery smell, ...
After 6 months of work, our 40ft sailboat is finally ready to go back in the water after 4 years of being on the hard, but not everything goes to plan.
Our new 460Ah FogStar Batteries -
Check out FogStar and everything they have to offer here -
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#sailingstorm, #yachtstorm, #stormatsea, #sailingadventure, #yachtcaptainPO
"Fate is where your own compass decides you should ride..." ⚓️
In this episode, we face the raw power of the Strait of Malacca. What starts as a peaceful search for sea otters on wild islands turns into a test of s...
After weeks of sailing through the Canary Islands, we arrive on El Hierro — the westernmost island of the archipelago and one that instantly captured our hearts. In this episode, we explore the island’s incredible contrasts: from the lush cloud forest (laurisilva) high in the mountains, down to the ...
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 depart Kuala Terengganu with an unforgettable farewell, passing back through the drawbridge as crowds line the roadway and local boats escort us out. It’s a heartfelt send-off that perfectly captures the warmth of this incredible city.
Heading south, the wind finally arrives — but straight on th...
Feeling absolutely wrecked but refusing to slow down, I dive headfirst into a full day of fuel lines, filters, smoking engines, wrong-size hoses, and total chaos.
00:00 – Feeling Sick, Still Working
02:12 – Smoke Check & First Issues
05:47 – Replacing Fuel Hoses
09:27 – Fighting the Filters
14:...
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...
In this weeks video we have 3 major upgrades happening which means we are finally able to plan out splash date. Come and check out what we have been up to from increasing our power set, fitting new fabric and a big install below the sailboat.
Our new 460Ah FogStar Batteries -
Check out FogStar and...
Refitting this old sailboat feels a little like therapy… if therapy involved heat waves, glue guns from the 90s, and a boat heeling like it wants to buck me off. Today I’m tackling more interior fixes: templating new shelves, building out bathroom storage, dealing with rogue cabinet doors, and addin...
Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here:
- Patreon
- Paymate
MAKING SAILORS OF OUR KIDS - HAND STEERING BRAZIL'S RUGGED COAST
After two long days of hand steering through la...
Sailing knowledge isn’t centralized — it’s tribal.
You learn from old salts, obscure blogs, long-out-of-print manuals, and the people who’ve actually done the miles. But with so much noise online, where do you find information you can actually trust?
In this video, I’ll share the best places to lea...
We’re FINALLY doing it! After years of dreaming and months of planning, we’re starting the process of converting our port forward cabin into a functional onboard workshop so we can tackle all the future projects boat life will throw at us.
In this episode, we start the demolition and rebuild proces...
Go to and use code ESCAPADE to get 10% on Holafly plans for the first 12 months or 5% off on any other Holafly eSIM
This isn’t your typical boat show vlog — we’re taking you behind the scenes of what it’s really like to be cruising creators at the Annapolis Boat Show!
From creator meetups and af...
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...
After dressing No Regrets II with every flag we own, the Jambatan Angkat drawbridge in Kuala Terengganu is opened especially for the Sail Malaysia Rally to enter the marina — a truly spectacular sight! 🚤🎉
With traffic stopped and locals lining the bridge, we felt like royalty sailing through, wavin...
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The technical storage or access is necessary for the legitimate purpose of storing preferences that are not requested by the subscriber or user.
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We utilize statistics cookies to optimize the website experience for our users and gain insights into its usage, such as the number of website visitors, unique visitors, visited pages, and traffic sources. These cookies enable us to measure and enhance site performance by identifying the most and least popular pages and tracking visitor movement. This data aids us in understanding and analyzing website performance for continuous improvement. All collected data is aggregated and therefore anonymous. Disabling these cookies hampers our ability to monitor site visits and performance effectively. We ask for your permission to place statistics cookies.The technical storage or access that is used exclusively for anonymous statistical purposes. Without a subpoena, voluntary compliance on the part of your Internet Service Provider, or additional records from a third party, information stored or retrieved for this purpose alone cannot usually be used to identify you.
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