Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 8 of 158

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.

Showing 169-192 of 3775 results
Rescuing a stranded boat!
Sailing Doodles

Rescuing a stranded boat!

We rescue a stranded boat that had run aground in the channel. We waited until high tide and then left through the same channel, with a quick stop at Guana Cay and then we got a marina for a few days because the winds were forecast to be very strong for a...
⛵️BOATLIFE: Can you ACTUALLY FRY an EGG on DECK? | Hallberg Rassy 352 DIY Sailboat Refit
Sailing Joco

⛵️BOATLIFE: Can you ACTUALLY FRY an EGG on DECK? | Hallberg Rassy 352 DIY Sailboat Refit

How Hot does it have to be to FRY A FRIGGEN EGG ON DECK?! We're about to find out. In between rain storms, power outages & other disasters. Just another day of Boatlife! Thank you for all your support!!! Business/Collab Inquiries [email protected] ...
Sailing Solo Through Calm Bahamas Waters at Sunrise
Sailing Doodles

Sailing Solo Through Calm Bahamas Waters at Sunrise

After 5 surreal days docked alone at an empty marina on a remote Bahamian island, I finally get the perfect weather window to sail south towards Green Turtle Cay. Join me for an exciting solo journey, challenging single-handed docking maneuvers, and the an...
ALONE on my PRIVATE ISLAND in the Bahamas! | Preparing to Sail Again!
Sailing Doodles

ALONE on my PRIVATE ISLAND in the Bahamas! | Preparing to Sail Again!

Join me for a few amazing days completely ALONE on my very own PRIVATE ISLAND in the Bahamas! With the island and marina all to myself, it's the perfect time to catch up on boat maintenance and improvements to my 55ft sailboat, Nauti Dogs. Watch as I prep ...
⛵️HURRICANE SEASON came EARLY in the Caribbean!😳 SINKING BOATS & Food Shortages | Hallberg Rassy 352
Sailing Joco

⛵️HURRICANE SEASON came EARLY in the Caribbean!😳 SINKING BOATS & Food Shortages | Hallberg Rassy 352

HURRICANE SEASON CAME EARLY! And with a BANG at that. These are the highest winds we've ever experienced, and were KINDA prepared - We couldn't find baguettes anywhere! Such a tragedy. Unfortunately, others weren't as prepared and we witnessed a boat casua...
Ep. 60 Dusseldorf boat show revisited, Ocean-Spring Watermakers and paragliding
SAILING into FREEDOM

Ep. 60 Dusseldorf boat show revisited, Ocean-Spring Watermakers and paragliding

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 ...
Solo Sailing to the Bahamas & Crashing a Wahoo Fishing Tournament! 🌊🎣🏝️
Sailing Doodles

Solo Sailing to the Bahamas & Crashing a Wahoo Fishing Tournament! 🌊🎣🏝️

It's finally time to set sail! After some last-minute preparations and provisioning in Fort Pierce, Florida, I cast off the dock and embark on a 15-hour solo overnight sail across the Gulf Stream to the Bahamas. The journey to Walker’s Cay was an absolut...
SSL732 ~ SNEAK PEAK..
Captain Rick Moore

SSL732 ~ SNEAK PEAK..

Hey Everyone! We've been busy sailing and having a lot of fun with new friends these past couple weeks, including new sailing kids that Ricci has been loving hanging out with! I just shot some new aerials at some of our locations as I've been having tons...
We Left Before the Boat was Ready! This is What Happened. – The Lazy Geckos Ep. 319
Lazy Gecko Sailing & Adventures

We Left Before the Boat was Ready! This is What Happened. – The Lazy Geckos Ep. 319

We're waiting on a weather window, which can be enough to deal with, when the boat starts to fall apart! Was the boat not ready for this trip? Come see! If you enjoy our videos, please SUBSCRIBE! Check out our webpage at www.lazygeckos.net Other Links: ...
Prepping My Classic Yacht for an Epic 3-Month Bahamas Adventure!
Sailing Doodles

Prepping My Classic Yacht for an Epic 3-Month Bahamas Adventure!

I’ve got a long checklist to tackle before setting sail to the Bahamas for an incredible three-month adventure! From installing the console and engine on our Highfield dinghy to setting up a brand-new dive compressor, upgrading our sail bag, and handling...
⛵️HAVING FUN *DOING IT* (again?) | DIY Sailboat Teak Deck Removal | Hallberg Rassy 352
Sailing Joco

⛵️HAVING FUN *DOING IT* (again?) | DIY Sailboat Teak Deck Removal | Hallberg Rassy 352

FIBERGLASS DISASTER! We are working our butts off to get back in the water which means waking up at 4:30AM to lay fiberglass before the summer heat makes it unbearable and downright UNSAFE to continue working up on deck. But that comes with all sorts of pr...
Ep. 59 HOW do you get a complete lithium battery package for your boat in one easy step? ROYPOW
SAILING into FREEDOM

Ep. 59 HOW do you get a complete lithium battery package for your boat in one easy step? ROYPOW

ROYPOW supports the Elcano World Challenge #ROYPOW Check out ROYPOW here : https://www.roypow.com/marine-ess/ Contact ROYPOW here : [email protected] HOW CAN YOU GET YOUR OWN ROYPOW MARINE ENERGY STORAGE SYSTEM? 1. Send ROYPOW an email of your detail...
Coastal Florida Sailing from St Augustine to Fort Pierce
Sailing Doodles

Coastal Florida Sailing from St Augustine to Fort Pierce

Join us on an adventure as we explore the historic city of St. Augustine, all while tackling some serious boat upgrades! In this video, we install a brand new center console, get our dinghy ready, and make a few other key improvements before setting sail d...
Sailing Offshore from Charleston to St. Augustine | Overcoming Challenges at Sea
Sailing Doodles

Sailing Offshore from Charleston to St. Augustine | Overcoming Challenges at Sea

Join us as we set sail offshore from Charleston, SC, to St. Augustine, FL! 🚤⚓ The journey brought perfect conditions, but we still faced a few challenges along the way—like an unpredictable autopilot and frustratingly calm winds. Luckily, the breeze...
SSL731 ~ Life is like a box of Chocolates..
Captain Rick Moore

SSL731 ~ Life is like a box of Chocolates..

In this episode we take you for a wild ride as we start with a beautiful tallship anchored in our backyard, then venture on a daring dinghy ride far into a jungle river with some new sailing friends we met recently! After that we'll go back to our friends...
SSL730 ~ SPECIAL ANNOUNCEMENT
Captain Rick Moore

SSL730 ~ SPECIAL ANNOUNCEMENT

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...
We’re Splitting Up (not click bait)
Sailing Doodles

We’re Splitting Up (not click bait)

All good things must come to an end and unfortunately that rings true of relationships also. Amanda and I are at different points in our life and so it is time to part ways. This is an uncut, unedited explanation of our thoughts and feelings on the break...
Ep. 58 Boat build and the Sanctuary of Truth
SAILING into FREEDOM

Ep. 58 Boat build and the Sanctuary of Truth

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 ...
SSL729 ~ Looking for TROUBLE..
Captain Rick Moore

SSL729 ~ Looking for TROUBLE..

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...
⛵️WRECKING OUR RIG & ROTTEN mast step?! | DIY Sailboat Teak Deck Removal | Hallberg Rassy 352
Sailing Joco

⛵️WRECKING OUR RIG & ROTTEN mast step?! | DIY Sailboat Teak Deck Removal | Hallberg Rassy 352

Are we about to open up YET ANOTHER CAN OF WORMS?! Sunday Funday work in this episode where we open up the mast step for investigation AND CUT OUR RIG. Do our DIY fixes actually work? or are we DI Dumb lol Business/Collab Inquiries [email protected] If y...
Why Living on a Sailboat as a Woman is Harder than You Think. – The Lazy Geckos Ep. 318
Lazy Gecko Sailing & Adventures

Why Living on a Sailboat as a Woman is Harder than You Think. – The Lazy Geckos Ep. 318

The family focuses on fixing equipment and managing power needs as we prepare for departure. Brittany demonstrates how she balances daily tasks. We encounter challenges with the wind equipment, we realize a need for more solar power. If you enjoy our vid...
Miami International Boat Show 2025 – Ultimate Tour & Nightlife!
Sailing Doodles

Miami International Boat Show 2025 – Ultimate Tour & Nightlife!

Join us as we drive down to Miami for the Miami International Boat Show, the ultimate event for boating enthusiasts! 🌊🚤 Miami is famous for its stunning beaches, vibrant nightlife, and luxury yachts, making it a true boater’s paradise. In this vid...
⛵️DIY Sailboat RIGGING REPAIRS | Because SOMETIMES PROFESSIONALS SUCK👎😳| Hallberg Rassy 352
Sailing Joco

⛵️DIY Sailboat RIGGING REPAIRS | Because SOMETIMES PROFESSIONALS SUCK👎😳| Hallberg Rassy 352

Is DIY always the way to go? MAYBE! Because sometimes, professionals SUCK! and that's just the plain simple truth. Jeff, aka Manual Man, is on the job, dissecting every part of our rig, finding problems, one thing after another.... Business/Collab Inquir...
TEAK, TENDERS & THEFT in the TROPICS – Ep 224
Sailing Jibsea

TEAK, TENDERS & THEFT in the TROPICS – Ep 224

Join us as we set sail from the beautiful British Virgin Islands island hopping the half French, half Dutch island of St. Martin/Sint Maarten during the winter aboard our custom aluminum sailboat. In this video, we take you through the practical side of cr...
Epic water experiences, one click away.

Something AWESOME is coming!
Be the FIRST to know⛵

Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!

We don’t spam! Read our privacy policy for more info.


WeBoating
Logo
Shopping cart