Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 2 of 173
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.
Another Day In The Life episode to show you how it ACTUALLY is on the water. It can be dirty, pukey, tiring, beautiful & simple but most importantly it's OUR LIFE and we Love It.
We couldn't keep going without the support of all of you! If you’re en...
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...
Our second day cruising around the Thai islands on my new sailing catamaran started at anchor on the north end of Koh Larn. By 8 a.m., the peaceful anchorage was already filling up with tour boats and jet skis, and it was getting pretty uncomfortable.
But...
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...
Sniorkeling at Pigeon Island, Gaudeloupe ....looks whats below me
If you want to binge watch here is a link to our first season playlist 2023
https://www.youtube.com/playlist?list=PLTnjHpfUuECUAA8rwRSxxMvqq9EMx_MR8
and our 2024/25 season one is here,...
In this episode we have pulled together some clips of the pre start warm up for the RORC Antigua 360 race ………
If you want to binge watch here is a link to our first season playlist 2023
https://www.youtube.com/playlist?list=PLTnjHpfUuECUAA8rwRSxx...
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...
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...
Join our Patreon and join our Team SSL Crew!
http://www.patreon.com/SailingSophisticatedLady
To all those contributing to our SL refit, Thank-You so much!
http://www.Paypal.Me/SailingTheLady
Sunset in Montserrat 🌅⚓
Sometimes it’s hard to believe this is real life.
Calm water, island views, and another unforgettable Caribbean sunset aboard Isla.
#sailing #boatlife #caribbean #montserrat #sunset #liveaboard #sailingfamily #catamaranlif...
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...
Snorkeling at Pigeon Island, Gaudeloupe
If you want to binge watch here is a link to our first season playlist 2023
https://www.youtube.com/playlist?list=PLTnjHpfUuECUAA8rwRSxxMvqq9EMx_MR8
and our 2024/25 season one is here,
https://www.youtube.com...
Snorkeling at Pigeon Island, Gaudeloupe
If you want to binge watch here is a link to our first season playlist 2023
https://www.youtube.com/playlist?list=PLTnjHpfUuECUAA8rwRSxxMvqq9EMx_MR8
and our 2024/25 season one is here,
https://www.youtube.com...
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 ...
Snorkeline Pigeon Island, Guadeloupe ..
If you want to binge watch here is a link to our first season playlist 2023
https://www.youtube.com/playlist?list=PLTnjHpfUuECUAA8rwRSxxMvqq9EMx_MR8
and our 2024/25 season one is here,
https://www.youtube.com...
Snorkeling at Pigeon Island, Guadeloupe
If you want to binge watch here is a link to our first season playlist 2023
https://www.youtube.com/playlist?list=PLTnjHpfUuECUAA8rwRSxxMvqq9EMx_MR8
and our 2024/25 season one is here,
https://www.youtube.com/...
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...
Snorkeling Pigeon Island, Gaudeloupe
If you want to binge watch here is a link to our first season playlist 2023
https://www.youtube.com/playlist?list=PLTnjHpfUuECUAA8rwRSxxMvqq9EMx_MR8
and our 2024/25 season one is here,
https://www.youtube.com/pla...
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...
Snorkelling at Pigeon Island, Guadeloupe ........loads of fish
If you want to binge watch here is a link to our first season playlist 2023
https://www.youtube.com/playlist?list=PLTnjHpfUuECUAA8rwRSxxMvqq9EMx_MR8
and our 2024/25 season one is here,
...
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