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.
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On our final day aboard the Lagoon 400 in Thailand, we sail back to the charter base and say goodbye to an incredible week on the water.
But the adventure doesn’t stop there…
Koh Chang has been on my radar as a potential place to spend more time — ...
We woke up anchored off Ao Salat on Koh Kood after one of the calmest nights we’ve had in Thailand. From there, we pulled anchor and set sail 18 miles north toward Koh Wai… with a thunderstorm building right in our path.
After dodging the weather, we ...
In this season, we're upgrading our sailing catamaran and we're sailing through the islands! Come along for all the fun!
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Today is a big day for SOPHISTICATED LADY.. After 4+ Years of thinking and planning, we finally have our CopperCoat package ready to apply! The preparation work is all laid out, the guys are ready, the CopperCoat is READY.. time for a new copper infused ...
Today we explore one of the most unique places we've discovered while sailing in Thailand.
We start the morning anchored off Bang Bao on Koh Kood, heading ashore in search of breakfast at a beautiful beachfront resort. Unfortunately… no luck. So we rais...
In today's episode we visit an anchorage WELL KNOWN for Death In Paradise... we scramble around the village to check-in to the country but how long will we survive? Oh and we show you grocery shopping too :) lol the drama
Thank you for all your support!!...
We woke up to an incredibly calm morning anchored in a beautiful bay at Koh Mak, Thailand. With the water like glass and the jungle surrounding us, it was the perfect start to the day.
After taking the dinghy ashore, Chloe and I went exploring through the...
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Come and join us realtime at:
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To all those contributing to our ne...
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...
Today’s adventure starts with a 5 hour road trip from Pattaya down to Koh Chang, where we jump aboard a Lagoon 400 catamaran for a beautiful sail through the islands of eastern Thailand.
After a quick tour of the boat, we untie the lines and head out fo...
Join us as we navigate the final leg of our Bahamas shakedown cruise aboard Calypso. Facing necessary upgrades and repairs, we'll prepare to re-enter US waters, discuss the challenges of cruising with a baby and address Jeremiah's health concerns. We'll a...
Should I buy the Island Spirit 410 instead of my new 525? 🤔
In this video I take you aboard the Island Spirit 410, the smaller sister ship to the Island Spirit 525e catamaran currently being built for me here in Thailand. At first glance it’s a serio...
Good morning everyone! Antigua has been a blast, but our short and sweet time here has passed and at sunrise we sail off anchor towards Guadeloupe. Come with us !
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It’s finally happening.
After months of planning and waiting, we arrive in Thailand to see our brand-new catamaran for the very first time.
But first… we had to get the dogs there safely — which meant flying them cargo to Bangkok.
In this episode:...
If you would like to help me support my family's efforts to help families in need, here is the link, and thank-you so much!
https://www.canadahelps.org/en/dn/122435?qrcode=1
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We just experienced one of the wildest events we’ve ever seen…
Groove Cruise 2026 — a full-blown music festival… on one of the largest cruise ships in the world.
For 4 nights we sailed from Miami to Nassau and back aboard the incredible Royal Car...
Early morning starts with our crew preparing for a Gulf Stream crossing. We'll check equipment, discuss conditions, and pull up the anchor. Navigating through changing depths, we'll monitor the radar and more in pitch black conditions! We'll also express ...
Back in the Caribbean !!
Thanks you for watching this episode, please give us a thumbs up and subscribe. Don't forget to click the bell next to the subscribe button to notify you of every new episode, that way you’ll never miss an adventure!! Also checko...
WERE ON THE MOVE! Finally wow ...frick...
Our FIRST SAIL in over a year is fully documented, the good bad and squally :)
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It’s our final day of this catamaran sailing charter in St. Martin… and we’re going out the right way.
We drop anchor off the stunning beach in Grand Case, spend the afternoon dancing in the sand in front of the iconic Rainbow Café, and soak up eve...
Today we'll face thunderstorms while preparing for a long sailing passage. Brittany will discuss cooking onboard and managing kids amidst the heat, encountering challenges with both. Emphasizing the need for breaks and hydration, we'll reflect on our journ...
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