Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 3 of 156
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.
In this one we'll navigate the challenges of boat maintenance and the stresses of living remotely. Then we'll hike to the Blue Hole and jump right in!
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After sailing more than 400 miles from the Bahamas to Charleston, SC, it’s time to tackle all the boat work I’ve been putting off. In the Bahamas, it’s nearly impossible to get the parts and materials you need—but now that I’m stateside, it’s f...
We sail more than 400 nautical miles across open ocean, leaving the Bahamas behind and heading back to the U.S. coast — destination: Charleston, South Carolina. The weather throws us some surprises, the seas don’t make it easy, and morale is tested. Bu...
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Experience a day filled with exciting water activities like snorkeling and exploring shark alley. We deal with ongoing issues with our water maker, showcasing frustrations and last ditch efforts to find solutions.
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Beautiful Jennifer rejoins the crew just in time for one last unforgettable beach day in the Bahamas! We sail up to stunning Spanish Cay, soaking in the final days of sunshine, clear blue water, and tropical vibes before setting our course back to the USA....
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Sailing solo through the stunning Abacos, I make my way from Great Guana Cay up to Green Turtle Cay in the Bahamas. But along the way, I spot something totally unexpected — a yacht, wrecked and abandoned on the beach with no one in sight.
Curiosity gets...
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We complete our loop; Antigua, Sint Maarten, British Virgin Islands, USVI, St Croix, and Guadeloupe.
This trip is always bittersweet, given that it marks our return home to Antigua. We love Antigua, and it’s our home base, but it means the adventure sa...
In this episode, we’re dealing with one of the most frustrating parts of liveaboard life—ongoing boat repairs that never seem to end. Our watermaker decides to act up right when we need it most, and no matter how many parts we replace or seals we glue,...
After parting ways with my crew in the last episode, I’m finally sailing solo through the beautiful Abacos. Island hopping alone has its perks—peace, quiet, and full control of the boat. But the freedom comes with a price… boat maintenance doesn’t ...
THAT'S WHAT SHE SAID! comment below if you're reading this ;)
In this episode we finally...finally!!! FINALLY !!! install fixtures up on deck and close up all the holes! We also party with another Hallberg Rassy & make some tasty dumplings. But not bef...
We sail into one of the most iconic spots in the Abacos—Tahiti Beach, home to an epic floating bar and grill right on the sandbar. The vibe starts out fun, sunny, and full of tropical cocktails… but things take a turn.
After some tension on board, I e...
Join us as we hop aboard my friend’s Leopard 48 sailing catamaran and sail through the stunning Abacos! We anchor at one of the best snorkeling spots in the Bahamas, where the crystal-clear water is full of vibrant marine life. After reeling in a fresh m...
Things are heating up on the high seas! I’m joined by 4 gorgeous bikini-clad ladies as we go deep-sea fishing—and reel in a massive tuna! The girls did all the work and looked amazing doing it. After the big catch, we set sail from Eleuthera to the stu...
We can FEEL THE BURN! Guys, it's HOT. Like - Real Hot. We keep pushin on to get these last projects done so we can leave the boatyard and in this episode we finish fiberglassing the starboard deck & ... wait for it ... PUT PAINT DOWN! It's extremely exciti...
We're in the islands baby! Which offer beautiful beaches and relaxation, but it also comes with challenges like a broken water maker and generator. We'll have discussions about repairs and our frustrations, while cooking plans showcase food choices and mea...
Big changes aboard! In this episode, we kick things off with some deep sea fishing action and land a nice mackerel before diving into the crystal-clear waters for some epic scuba. But the real headline? I welcome three stunning new crew members to join me ...
New crew joined the boat—but just as quickly as they arrived, they had to leave. I dropped them off at the ferry dock in Harbour Island so they could catch a flight home. After that, I hopped on a center console and went fishing around the beautiful wate...
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We set sail from Spanish Wells to the stunning Harbour Island, home of the world-famous Pink Sands Beach! 🐢 Along the way, we discover a magical bay where dozens of sea turtles swim right up to us—and even eat out of our hands! Then we welcome back re...
The crew express excitement about being in the islands but face frustration due to weather delays affecting their plans. Safety lessons and techniques are shared, and reflections on their anchorage reveal mixed feelings. All before maintenance issues arise...
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