Watch Sailing & Boating Adventures Around the World tagged “Cruising the 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.
Set sail to St. Croix with us in this week's adventure! After two months in St. Martin, we celebrate Janaye's 33rd birthday with beach time, Caribbean cocktails, and a sail to one of the top 10 snorkelling spots in the world!
Get the sleep you deserve wit...
We embark on a sail from the half French, half Dutch island of of Saint Martin/Sint Maarten to Antigua, covering 100 nautical miles across the Caribbean. We face a winch malfunction shortly after picking up anchor. See how we solve this issue on the go. We...
This is a guided tour of the Fountaine Pajot Aura 51'. This boat has more than enough space, storage and comfort to be a liveaboard Catamaran. It also has been designed with sailing performance in mind. Now they are producing this Aura 51 with new all-e...
This is a guided tour of the Fountaine Pajot Tanna 47' where we try and decide if this boat is the perfect size to be a live-aboard cruising catamaran.
The tour is headed by:
James Tiernan
President of ACY Texas and a Yacht Consultant
Email: James.Tiernan...
This is a guided tour of the Fountaine Pajot Astrea 42' where we try and decide if this boat is big enough to be suitable for a live-aboard cruising couple or a small family? Answer: Yes!
The tour is headed by:
James Tiernan
President of ACY Texas and a ...
This is a guided tour of the Fountaine Pajot 40' where we try and decide if this boat is big enough to be suitable for a live aboard cruising couple or a small family? Answer: Yes!
The tour is headed by:
James Tiernan
President of ACY Texas and a Yacht C...
After dating for a couple of weeks, is she moving into my (small) sailboat? - Sailing Guadeloupe, Caribbean Islands
From buying a sailboat, to making it ready to sail, to sailing the Caribbean
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Hey Everyone,
We had to make some edits so we had to repost this episode..
Welcome to the last video of this sailing season! Hope you guys have enjoyed traveling with us as much as we have enjoyed sharing our adventure with all of YOU!! When you see a s...
Hey Everyone,
Hope everyone has a Happy New Year!! Enjoy this video while your waiting for the countdown :) We are making our way home and shit hit the fan!! We want to show you all the good, bad, and ugly of yachting. The situation wasn't as bad as it se...
Hello Everyone!
So this is it! The second to last video of our trip home, enjoy our adventures as we get closer and closer to Home!
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Hello Everyone!
Finally a break from sailing and we had some fun in the sun! We met some new friends and got to learn how to run a motor propelled wakeboard and had a delicious dinner. Then we took off for Clarencetown, Long Island and had to avoid 3-4 sq...
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We continue our homeward trek home and take off for the Acklins and then towards the Crookeds. Check out as we explore an abandoned lighthouse and go treasure hunting!!!
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We finally say goodbye to the Dominican Republic and sail back to The Bahamas, but the weather doesn't want to make it easy for us. We have a long swelly sail to Little Inagua. The surprises don't end there, we have our first potential pir...
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Once we sailed into Little Inagua, we stayed a couple days and half the group left us since they were motoring across Turks and Caicos and Spear It Animal and us The Far Side girls were looking for more of a sailing weather window. We sail...
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Thanks SO much for watching! Hit the like and Subscribe buttons to support us and motivate us to keep going🤗
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Become a Patron for early access to videos and daily updates🤍 https://...
It's a good feeling when those sticky-notes come off the wall! ✅ Now, if only the weather would cooperate...
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In this episode we got yet another taste of boat life at it finest! We finally made the journey to Saline island off the coast of Carriacou, Grenada and it did not disappoint! We had sailed passed this island at least 5 times during our time in Grenada. Al...
Hello friends!
In this video, we go back in time to our first time in the Caribbean with Polar Seal. After we finally made it to Martinique, we were eager to start exploring and jumped from anchorage to anchorage to meet our friends and relax.
We start...
This special river requires movement by manpower ONLY. That means NO ENGINES ALLOWED! We enjoy our peaceful row and really feel like we got an authentic experience down the Indian River with our local guide, Providence.
Check out our podcast! https://ancho...
In this episode you get an in depth look at the issues we have been facing with our hurricane damaged catamaran (2012 Lagoon 450). What appears to be fairly minor surface damage turns out to be rotten, wet, balsa core, and it ALL has to come out. You can s...
This Episode we arrive at the famous Gilligan's Island, unscathed and unbroken! We quickly set about exploring the labyrinth of mangroves, which are the home to an abundance of sea life before moving onto Ponce, the second largest city in Puerto Rico. Our ...
This episode we shake off the lines and continue our journey east towards beautiful La Parguera. Unfortunately for us 5 miles from our departure the wind picked up and our prop shaft decided to fall away from the engine!
We managed to limp our way into t...
Check out the boat tour of the 1981 Tayana 42 Vancouver, Millennial Falcon.
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