Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 5 of 156

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Ep. 66 A bug in the system?
SAILING into FREEDOM
Ep. 66 A bug in the system?
Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew T-shirt: https://teespring.com/stores/sailing-into-freedom Want more? Became our patron and get access to exclusive content. https://www.patreon.com/sailingintofreedom If ...
700,000 Subscribers!  Wow!
Sailing Doodles
700,000 Subscribers! Wow!
Celebrating 700,000 subscribers on Youtube! Want more info in the Island Spirit 525e? Be sure to say you saw it on Sailing Doodles. https://inspiredyachting.com/sailing-doodles-and-inspired-yachting-island-spirit-525e-referral/ This channel is funded by v...
SSL734 ~ Captain’s Update
Captain Rick Moore
SSL734 ~ Captain’s Update
Happy Sunday Everyone! Today we send you an update of our travels the past little while that we've been missing in action.. sorry for the quiet lately but we've been enjoying some family time and traveling with new friends with families on boats also.. al...
Stranded at Cat Island! Engine Troubles Before a Perfect Sail to Paradise
Sailing Doodles
Stranded at Cat Island! Engine Troubles Before a Perfect Sail to Paradise
This morning started a little rough... Our engine wouldn’t start as we prepared to leave Cat Island in the Bahamas! ⛵⚙️ After an hour of troubleshooting and some hands-on engine work, I finally got it running. We then set sail for New Bight, a gorg...
I’m buying a NEW Catamaran! But which one?
Sailing Doodles
I’m buying a NEW Catamaran! But which one?
After 9 unforgettable years sailing across the world, I'm thrilled to announce my next big adventure — I'm getting a brand new Catamaran! In this video, I’ll take you through a journey of the incredible memories we've made together and reveal what’s...
Join me in the galley!👩🏻‍🍳⛵️#galley #boats #sailboats #cooking
Sailing Jibsea
We Set Sail in Perfect Conditions… Until I Made a Big Mistake | Sailing to Cat Island
Sailing Doodles
We Set Sail in Perfect Conditions… Until I Made a Big Mistake | Sailing to Cat Island
We finally cast off the dock and head out into perfect sailing conditions — the kind you dream about! Spirits are high as we hoist the sails, but things take a turn when I make a critical mistake that damages the boat. With some quick thinking (and a lit...
Work Hard, Party Hard: Content Creation on the Water – The Lazy Geckos Ep, 322
Lazy Gecko Sailing & Adventures
Work Hard, Party Hard: Content Creation on the Water – The Lazy Geckos Ep, 322
We're out on the water, waiting for what seems to be forever! Come see how we fill the time with content creation, chores and more! If you enjoy our videos, please SUBSCRIBE! Check out our webpage at www.lazygeckos.net Other Links: Server: Visit our p...
This Marina has a hidden DANGER…. SHARKS!!!!
Sailing Doodles
This Marina has a hidden DANGER…. SHARKS!!!!
We sail our classic yacht to Cape Eleuthera where we get a marina for the first time in more than a month. But this Marina has a dangerous secret... It is patrolled by lots of BULL SHARKS that make falling in the water very dangerous! This channel is fu...
Ep. 65 Nav station, saloon design and sails
SAILING into FREEDOM
Ep. 65 Nav station, saloon design and sails
Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew T-shirt: https://teespring.com/stores/sailing-into-freedom Want more? Became our patron and get access to exclusive content. https://www.patreon.com/sailingintofreedom If ...
Sailing Off-Grid in One of the World’s Last Untouched Paradises | Sailing Sitka Ep 164
Sailing Sitka
Sailing Off-Grid in One of the World’s Last Untouched Paradises | Sailing Sitka Ep 164
In this episode, Jay and Kenna welcome aboard their friends from Canada and give them the full tropical, sailing experience by island hopping and cruising through the San Blas islands. We are sailing off-grid between sand spit islands in search for adventu...
She might hate me after this!
Sailing Doodles
She might hate me after this!
We kick things off with some epic wing foiling sessions in the crystal-clear waters of Governor's Harbour, Bahamas! Then it's time to weigh anchor and head south to Rock Sound, where we do a little land exploring—and stumble upon a cave full of bats! Thi...
RACING AGAINST THE CLOCK: How we nearly missed our chance to sail away – Ep 233
Sailing Jibsea
RACING AGAINST THE CLOCK: How we nearly missed our chance to sail away – Ep 233
Go to https://surfshark.com/jibsea or use code JIBSEA at checkout to get 4 extra months of Surfshark VPN! Join us as we finally leave Sint Maarten and set off on an 80 nautical mile night sail to the British Virgin Islands! After days of prepping, provis...
New Crew Drama & Dangerous Sailing Through a Treacherous Cut!
Sailing Doodles
Ep. 64 Sailing into Freedom goes INTERNATIONAL !
SAILING into FREEDOM
Ep. 64 Sailing into Freedom goes INTERNATIONAL !
Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew T-shirt: https://teespring.com/stores/sailing-into-freedom Want more? Became our patron and get access to exclusive content. https://www.patreon.com/sailingintofreedom If ...
Blue Holes, Caves, Bikinis & Big Waves at the Queen’s Bath!
Sailing Doodles
Blue Holes, Caves, Bikinis & Big Waves at the Queen’s Bath!
In this episode of Sailing Doodles, we explore the stunning island of Eleuthera in the Bahamas! We hike through ancient caves, brave the massive waves crashing at the Queen’s Bath, and visit the iconic Glass Window Bridge. The adventure heats up when the...
Stir-Crazy Crew! Trapped on a Boat for DAYS! –  The Lazy Geckos Ep. 321
Lazy Gecko Sailing & Adventures
Stir-Crazy Crew! Trapped on a Boat for DAYS! – The Lazy Geckos Ep. 321
The crew has been stuck aboard for days while waiting on a weather window in order to cross the Gulf Stream to the Bahamas! We're going a little crazy over here, come see how we fill the time! If you enjoy our videos, please SUBSCRIBE! Check out our webp...
Getting my crew to help me sail our classic yacht!
Sailing Doodles
Getting my crew to help me sail our classic yacht!
We pull anchor in beautiful Harbour Island and set our course through the infamous Devil’s Backbone—a tricky and narrow passage known for testing even seasoned sailors. Things get rough along the way, but with some teamwork and steady hands, we make it...
Cleaning the Boat, Caribbean Style – In the Rain! ⛵️🏝️  #sailing #boatlife #paradise
PAT | FRANKIE
Cleaning the Boat, Caribbean Style – In the Rain! ⛵️🏝️ #sailing #boatlife #paradise
When life gives you rain, dance in it! ☔️ While anchored in paradise, Frankie turned a rainy day into a bikini boat-cleaning dance party. #makethebestofit Our computer is not ready yet, but we have to share this short 😂
MEASURE 3 TIMES, CUT ONCE! – Tackling what most wouldn’t dare🫣 – Ep 231
Sailing Jibsea
MEASURE 3 TIMES, CUT ONCE! – Tackling what most wouldn’t dare🫣 – Ep 231
We take on one of the most intimidating DIY boat projects, shortening the boom of our aluminum sailboat while docked in the stunning French and Dutch island if St Martin/Sint Maarten in the eastern Caribbean. It’s the kind of job most cruisers wouldn’t...
Harbour Island with My Bikini Crew & Puppies | Sea Turtles, Beaches & Night Swims
Sailing Doodles
Harbour Island with My Bikini Crew & Puppies | Sea Turtles, Beaches & Night Swims
n this episode, we take you along as Nauti Dogs anchors off the stunning Harbour Island in the Bahamas. My two gorgeous crew members and our two mini labradoodles explore some of the island’s best-kept secrets—from the surreal Lone Tree Beach to the ma...
Ep. 63 Boat Build Update and Tech Corner
SAILING into FREEDOM
Ep. 63 Boat Build Update and Tech Corner
Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew T-shirt: https://teespring.com/stores/sailing-into-freedom Want more? Became our patron and get access to exclusive content. https://www.patreon.com/sailingintofreedom If ...
They’re Back! Crew Returns to Paradise & Heads Straight to the Pink Sand Beach 🌴👙
Sailing Doodles
They’re Back! Crew Returns to Paradise & Heads Straight to the Pink Sand Beach 🌴👙
After a week alone on the boat, the crew is finally back aboard in the beautiful Bahamas—and they waste no time getting into their bikinis and soaking up the sun! We sail to the world-famous Pink Sand Beach on Harbour Island, where the crystal-clear wate...
Solo Through the Devil’s Backbone | McKenzie Leaves & I Brave It Alone
Sailing Doodles
Solo Through the Devil’s Backbone | McKenzie Leaves & I Brave It Alone
We’re anchored in the stunning Spanish Wells, Bahamas, soaking up the beauty and rich history of this charming island. McKenzie and I explore the local sights, meet some incredible locals, and enjoy the island vibes—until it’s time for her to fly hom...

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