Watch Sailing & Boating Adventures Around the World tagged “Caribbean”
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 set sail from Port Washington to Huntington Bay, Long Island — a beautiful day on the water with two amazing crew members. But after the trip, they asked not to appear in the video… so I had to blur them out. It turned into one of the most challengi...
Question I've been asked by a lot of you.. can one of these portable solar generator/power stations actually power an Air Conditioner..? Well, today we're going to find out as I run a couple of high power capacity tests on a new EcoFlow Delta 2 Max expand...
🎉 BIG ANNOUNCEMENT – I’m giving away my sailboat, and YOU could be the new owner! ⚓️
This is your chance to win "SV Nauti Dogs" a 1989 Ta Chiao CT-56 bluewater cruiser, the yacht that has taken me on so many incredible adventures. Instead of se...
Life on our boat includes daily tasks such as making water and preparing meals afloat, we'll walk you through the process! Provisioning for these trips is also challenging, especially with grocery shopping and managing currency in a new country. We're goin...
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We set sail right through the heart of New York City! Emma, the host of Flying Doodles, and her boyfriend join me on Nauti Dogs as we cruise past Manhattan, up the East River, and into the Long Island Sound. We make it to Port Washington, where Emma and he...
WOW this has been a TRIP guys! We're nearing the end of our ONE YEAR REFIT with final touches being done on the topsides, interior upgrades & below the waterline repairs. We are so thankful to have all of you continuing to cheer us along for every mile...
Join us for an unforgettable sailing adventure along Italy’s Amalfi Coast and surrounding islands. Starting from Naples, we cruise through the colorful fishing villages of Procida, soak in the hot springs of Ischia, sail past the dramatic cliffs of Capri...
We set sail from Atlantic City for our final leg with Lauryn, heading up the coast to New York City. The sail takes us right past the Statue of Liberty before we dock in Brooklyn, where it’s time to say goodbye to Lauryn… and hello to Emma from @Flying...
More projects with our refit today as we tackle some old thru-hulls that are way overdue for replacement.. including the mounting of our new 3D sonar transducer with a sneak peak at one of our next major upgrades from RayMarine for Sophisiticated Lady... t...
Learn more about the BRAND NEW Bluetti RV5 Off-Grid Energy System at:
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We'll experience more excitement at sea including dealing with thunderstorms and challenges in our anchorage due to wind and swell. We'll plan along with you to wait for better weather before moving. Then we're on an offshore passage where we'll catch a SW...
@Lost_Lauryn is probably the most beautiful sailing on youtube today! We have engine problems as soon as we pull up anchor at Cape May and we are drifting with the wind and current. I take quick action to get the motor started and then we sail 40 miles u...
We set sail at dawn from the C&D Canal bundled up in the morning chill, but by midday it turned into perfect bikini weather! With a steady breeze at our backs, we enjoyed an epic downwind run down Delaware Bay and made landfall in Cape May, New Jersey....
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If you'd like to see more about Clara and Hubert, our best crew ever, find their Instagram page at:
http://www.instagram.com/morrisandlea and be sure and tell them we said Hi! :)
Our friend Roxanne also does private bookings for her music anywhere in the...
As Jay and Kenna spend their final week at anchor in Linton Bay, Panama, they prepare their Cheoy Lee Offshore 41’ for life on the hard. It’s never easy saying goodbye to this chapter—long days of work, tough decisions, and the bittersweet feeling of...
Join me at Day One of the Newport International Boat Show 2025!
I dive into the latest electric motor technology and tour some incredible yachts, including:
Hylas 57 – luxury bluewater cruiser
Kufner 57 – sleek performance yacht
Beneteau Swift Trawl...
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This week’s episode takes you from pure beach bliss to heart-pounding chaos at anchor. 🌴⚓ What starts as a gorgeous day ashore quickly turns into a race against the elements as a massive thunderstorm rolls in over the water.
You’ll feel the tensi...
We barely made it off the dock! 😳 Just as we were about to leave, the engine wouldn’t start — air in the fuel line. After priming and fixing the issue, we finally got the motor running smoothly and set out up the Chesapeake Bay toward the C&D Ca...
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They’re supplying the Elcano World Challenge with BLUE OCEAN® Doublebraid, a line made from 75% recycled plastic bottles (rPET) that keeps the same handli...
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