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.
BOAT TOUR: Ted Hood's Legendary Little Harbor 62! ⚓
Join us as we tour our friend Felipe’s stunning Little Harbor 62 "Blue Robin" — originally owned by sailing legend Ted Hood (founder of Hood Sails and Little Harbor Yachts).
In this full walkthrough...
After years of waiting, delays, setbacks, and one very long journey to get here, my new yacht is finally mine!
I signed the paperwork the day before, and now it is time to take her out for our first real sail and shakedown cruise. I was definitely a littl...
Calypso is about to undergo significant upgrades, including the installation of solar and removal of unnecessary underwater items. We'll take you through preparation for a haul out in Fort Pierce, Florida, before strapping in and lifting our floating home...
Before I officially take possession of my new yacht, we head out for some of the final sea trials to track down a strange noise coming from the electric drive system.
The issue seems to be somewhere around the Python drive, CV joint, electric motor, and p...
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Join our Patreon and join our Team SSL Crew!
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To all those contributing to our SL refit, Thank-You so much!
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After months of waiting, my new catamaran finally leaves the dock for her first sail and sea trial!
We start the day getting off the dock and heading out for the yacht’s first real test on the water. Before putting her fully through her paces, we sail o...
Join our Patreon and join our Team SSL Crew!
http://www.patreon.com/SailingSophisticatedLady
Come and join us realtime at:
http://www.facebook.com/groups/SSLBackstage
http://www.instagram.com/SailingSophisticatedLady
To all those contributing to our ne...
After years of waiting, delays, factory visits, road transport, crane lifts, final checks, and a whole lot of stress… my new Island Spirit 525e catamaran is finally going in the water!
This is one of the biggest moments of the entire build. Launching a ...
Join our Patreon and join our Team SSL Crew!
http://www.patreon.com/SailingSophisticatedLady
Come and join us realtime at:
http://www.facebook.com/groups/SSLBackstage
http://www.instagram.com/SailingSophisticatedLady
To all those contributing to our ne...
After months of waiting, my brand new Island Spirit catamaran has finally made it from the factory to the marina! The boat was trucked 38 kilometers down the road, and now the real work begins.
In this episode, we watch the crew carefully unload the yacht...
CREW CHANGE - A Caribbean sailing adventure
Love your life. Take pictures of everything. Tell people you love them. Talk to random strangers. Do things you're scared to do. Take your life and make it the best story in the world. Don't waste that shit.
We...
After years of waiting, delays, damage, insurance drama, and a full yacht build in Thailand, my new Island Spirit catamaran is finally scheduled to leave the factory.
But before the yacht can be moved, I head to the factory for one final walkthrough and a...
Weeks of boat work will make you forget why you started. One day back on the water fixed that. ⛵
We're headed south down Florida's ICW to Fort Pierce for a haul-out — and this transit day reminded us exactly why we chose this crazy, beautiful life. Rh...
I met Olivia on Bumble, and she was supposed to fly home to Poland today… but somehow I talked her into skipping her flight and coming sailing with me instead.
Before we head out, I wanted to take her to the Island Spirit factory here in Thailand and gi...
After many months in the design stage, we are finally ready to install and test our new SECRET WEAPON.. our new Flexible fiberglass TopCon Arch Pro 200 watt solar panels from BougeRV.. in fact, we are installing 12 of them for a total output power rating o...
In our opinion, Trinidad's natural beauty is massively under rated! When it comes to Caribbean jungle and waterfalls, and in fact jungle landscapes in general, it's world class.
When our new crew member Lukasz arrived in Trinidad to join us living aboard ...
Follow the installation and commissioning of a new Blue Water Voyager watermaker aboard Calypso. This comprehensive video details the process, from initial setup and troubleshooting to achieving optimal performance. Witness the team's dedication as they ov...
Help us get Riccardo Jr into the finals for the Ranger Rick Jr Ranger competition.. he's almost there.. you guys helped him move from #11 to #2 last month so he is now in the semi-finals, but he's slipped down to #3 as competition is fierce.. lets see if w...
I’ve traveled all over Thailand, but there’s one island that keeps standing out to me: Koh Chang.
In this episode, I take the truck on a 5-hour road trip across Thailand, hop on the ferry, and head over to the island that I could honestly see myself r...
Come with us on a typical Boat Life Day - Sailing to New Tropical Places...TO DO BOAT WORK! :)
Thank you for all your support!!!
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My new Island Spirit 525 electric catamaran is finally getting close to leaving the factory! In this episode, I head back to the Island Spirit factory in Thailand to check on the progress of my boat build, and it looks like we are only about 12 days away f...
We spent our last day aboard the Island Spirit 525e charter boat, making the most of a beautiful day on the water before sailing her back to the marina. We hit the beach, enjoyed one last cruise, and the girls soaked up the sun before heading home.
But af...
YES, it's FINALLY LAUNCH DAY... Yaaayyy!
It's been a long haul but today 'Sophisticated Lady' finally made it back in the water, after 6 months of solid time spent refitting her, she is finally ready to stretch her legs on the ocean again... almost...
Jo...
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