Watch Sailing & Boating Adventures Around the World tagged “Sailing caribbean” – Page 18 of 35
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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The greatest sailboat for cruising? Cruising sailboat?
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We discover a FLOATING TREASURE! But FINDERS KEEPERS is NOT the way in the cruising world. We believe BOAT KARMA is a real thing...or at least it's nice to think it is. Out here so many things can go wrong on a regular basis...sometimes all we cruisers ...
Life is full of DETOURS and sailing life even more so. Some are as small as getting lost walking to a destination, others are as big as changing the entire course of your journey. Learning how to navigate these detours is the SECRET to a happy life aboar...
FORCED TO LEAVE OUR MARINA, we are now ANCHORED OUT with TROPICAL STORM GRACE barreling our way. This is a real time update recorded today, Aug. 15, 2021. Look for our next episode this coming Tuesday. Enjoy!! And be sure to SUBSCRIBE for WEEKLY CONTEN...
Our LAP THROUGH the CARIBBEAN has included some STRESS and LOT of JOY and FRIENDSHIP. As we make our way back to the "FINISH LINE" of the USVI - where it felt like our Caribbean cruise really began, we have an opportunity to reflect on our journey...and t...
We leave our cruising sailboat at the dock and go yacht racing. What happens when vloggers jump aboard hardcore race boats to compete in a 333 nautical mile offshore race? You are about to find out.
#Sailing #Sailboat #SailboatLiving #SailboatLife
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It's NOT THAT SIMPLE anymore. With OUTBREAKS still taking hold among the UNVACCINATED on the islands, traveling between islands is still very complicated. But the vaccines ARE HERE. We just have to figure out how to get one as complete foreigners most ev...
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Looking for a cheap sailboat? Bayliner. Sailboats. Buy a sailboat. By a cheap sailboat.
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After having to deal with broken steering and engines over the last few weeks, we're up for some well-deserved R&R, we're off to Marigot Bay, the Paradise of the Blue Lagoon!
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Olsen 30 and Hobbie 33 - the ultra light race boats! PHRF racing and planing hulls
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EVERY Boat Expense IN DETAIL after 2 FULL YEARS of CARIBBEAN CRUISING. Since leaving the US, we've definitely had our share of issues, maintenance and upgrades. Once we hit Antigua and St. Martin (right about the 2 year mark for us), we suddenly had acce...
We leave our boat for the first time in two years. What have we gotten ourselves into? This video is a little more raw and real than usual.
#Sailing #Sailboat #SailboatLiving #SailboatLife
Learn what it is like to sail and race boats in the middle of th...
Some expenses are SO ESSENTIAL that without them YOU'RE DONE. Or at the very least you're LIMPING ALONG and SACRIFICING SAFETY. Well one of those expenses has been dogging us for months and getting worse every time we're called on to use it. A windlass ...
This video includes a special REAL TIME UPDATE as we prepare to race in the Chicago to Mackinac. It include a little about our sailing history as well as a mini recap of our journey so far and just a few of our favorite sailing clips.
#Sailing #Sailboat ...
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This life can be HARD. But we don't let WORK RULE. The FUN SIDE of CRUISING is what we're all about this week. Often the GOOD TIMES roll in as a TIDAL WAVE right in the midst of a swamp of boat projects and tedium. When these opportunities arrive, ESPEC...
It's HURRICANE season in the Caribbean and tropical storms and waves can become part of the every day. We find a suitable weather window that wicks up some amazing sailing to a brand new PARADISE. It's not hurricane Elsa, but we doublehand our racer/cruise...
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After checking into PR and dodging Hurricane ELSA, our regular video schedule got away from us. Instead of rushing a video to production, we decided it had been a while since we'd spoken to you all LIVE. So tune in! We'll field any and all questions, fi...
We sail to the worlds most expensive PRIVATE ISLAND on the market. It is for sale for 100 MILLION DOLLARS! We can't afford it, but we can still explore it. It is beautiful!
#Sailing #Sailboat #SailboatLiving #SailboatLife
Who are these crazy people?
W...
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BOAT PROJECTS, Shopping, AMAZING Restaurants, and BEAUTIFUL Scenery...the St. Martin VORTEX has us firmly in its grasp. Cruisers often get "stuck" in this slice of paradise; after months of sailing down island where everything costs an arm and a leg and s...
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