Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 25 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 577-600 of 3775 results
Is This Even REAL: MIND BLOWING Experience
Sailing Honu Time

Is This Even REAL: MIND BLOWING Experience

Sailing through the beautiful islands of St Vincent and the Grenadines, we encounter a mind-blowing cruise ship. We spend the day exploring Kingston, touring historic sites, enjoying island adventures, and finding an extraordinary anchorage. Join us!
Stranded with mechanical issues with bad weather coming!
Sailing Doodles

Stranded with mechanical issues with bad weather coming!

In this gripping vlog, we join the Sailing Doodles crew as they sail up the Exuma Island chain for an unforgettable journey. However, their trip takes a thrilling turn when they face a potential fuel crisis on the high seas just before a storm hits. Find o...
Rhys has a BIG Crash!! Is he OKAY?! – Lazy Gecko Sailing & RV’ing
Lazy Gecko Sailing & Adventures

Rhys has a BIG Crash!! Is he OKAY?! – Lazy Gecko Sailing & RV’ing

We've been taking you across the country in our Fleetwood Discovery 44B, this time to a national motocross event so that our son can enter his first race. He's been training and is excited to put his new skills to the test. Will it be short lived? If you ...
⛵️Provisioning for 6 MONTHS in the CARIBBEAN! 🌴 | Hit or MISS? | Sailing Joco
Sailing Joco

⛵️Provisioning for 6 MONTHS in the CARIBBEAN! 🌴 | Hit or MISS? | Sailing Joco

Sailing enthusiasts Chris and Jeff share their provisioning experiences while living on their 40-year-old sailboat in the Caribbean. From navigating the stores to making smart choices for six months of meals, find out if they were successful in this advent...
The Most Dangerous Place in the Caribbean.  The Bubbly Pool Jost Van Dyke
Sailing Doodles

The Most Dangerous Place in the Caribbean. The Bubbly Pool Jost Van Dyke

Big waves fill up this natural pool in the BVI but it can be dangerous, people have died here and I have seen lots of injuriues This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Join...
Power Boat Cruising the Bahamas
Sailing Doodles

Power Boat Cruising the Bahamas

We left out Searay 340 Sundancer in the Bahamas for nearly 2 months while we travelled to the BVI and other places. So we returned to the boat to get it ready to cruise the bahamas. Of course its never that easy and I had to spend a few days getting the ...
18 weeks ago….#boatbuilding #performanceboats #shorts #welding #aluminiumfabrication
SAILING into FREEDOM

18 weeks ago….#boatbuilding #performanceboats #shorts #welding #aluminiumfabrication

Become a patron, https://www.patreon.com/elcanoworldchallenge If you want more information on the Odisea 48, 55 or 62 then send an email to [email protected] The Odisea 48 from Odisea Catamarans is 4 months into the build. The design is comp...
⛵️SAILING 22 HOURS OVERNIGHT to ….???? | Tiny Floating Home | Hallberg Rassy 352
Sailing Joco

⛵️SAILING 22 HOURS OVERNIGHT to ….???? | Tiny Floating Home | Hallberg Rassy 352

All good things must come to an end and we FINALLY leave Bequia in search of new adventures and cruising grounds. But we have to get there first! Where to? Follow us on Instagram for (closer to) real-time updates! https://instagram.com/sailingsvjoco?igs...
Saying goodbye to the BVI
Sailing Doodles

Saying goodbye to the BVI

It was our last day sailing through the British Virgin Islands in our charter Lagoon 42 sailing catamaran. We left Norman Island and sailed for Tortola to Nanny Cay to return the yacht to the charter base. Before leaving the boat we gave you a full tour ...
Nap Time is the BEST Time! – Lazy Gecko Sailing & RV’ing Ep. 294
Lazy Gecko Sailing & Adventures

Nap Time is the BEST Time! – Lazy Gecko Sailing & RV’ing Ep. 294

It's raining during our last day at Country Fest in Cadott, Wisconsin. Come see how we spend it! Then we're off again searching for new destinations, we'll find a few. All before enjoying another major event. If you enjoy our videos, please SUBSCRIBE! Ch...
⛵️we have an ANNOUNCEMENT! | Hallberg Rassy 352 | Sailing Joco
Sailing Joco

⛵️we have an ANNOUNCEMENT! | Hallberg Rassy 352 | Sailing Joco

Ok this is really exciting guys! We’ve been waiting 8 months for this ! Thank you to Sun Pure Watermakers for sending us several replacement parts for our unit in an attempt to make good on their product, we really appreciate it! One step closer to be...
Amanda gets a “Tattoo” at the famous Willy T’s!
Sailing Doodles

Amanda gets a “Tattoo” at the famous Willy T’s!

We only have a couple more days of sailing our charter lagoon 42 catamaran around the British Virgin Islands. We started this day at Jost Van Dyke and sailed south. We stopped at West End Tortola for brunch and then continued on to Norma Island and the F...
Putting it ALL in Prospective: a VERY Different Outlook
Sailing Honu Time

Putting it ALL in Prospective: a VERY Different Outlook

We spend so much time at sea level with our eyes in one direction. Some time you need to change it up and get a different view of things to see what is really going on around you. When you finally get a chance to get a look at the big picture it’s amaz...
A Typical 5 hour sail ASMR ⛵️ #boatlife #grwm #morningroutine #sailing #sailors #offgrid #asmrsounds
Sailing Jibsea

A Typical 5 hour sail ASMR ⛵️ #boatlife #grwm #morningroutine #sailing #sailors #offgrid #asmrsounds

A morning anchorage hop from anchor up to anchor down. Subscribe for long form videos every Sunday! (And sometimes Wednesdays 😉)
Anchored at the Best Beach in the British Virgin Islands
Sailing Doodles

Anchored at the Best Beach in the British Virgin Islands

We sailed our Lagoon 42 catamaran to the British Virgin Island of Jost Van Dyke. White Bay on Jost Van Dyke is the prettiest beach in all of the BVI and home to the world famous Soggy Dollar, where you swim ashore and pay with soggy dollars! Then in the ...
Now THIS is camping with an RV – Lazy Gecko Sailing and RV’ing
Lazy Gecko Sailing & Adventures

Now THIS is camping with an RV – Lazy Gecko Sailing and RV’ing

We're at Country Fest in Wisconsin, we've scored a sweet pool to enjoy! Let's fill this thing up, toss on the suits and have some fun! It won't take long before we get some adult time, of course it'll get a little wild! Let's go camping! Check out our web...
The Devil’s Hot Tub – a dangerous natural spa!
Sailing Doodles

The Devil’s Hot Tub – a dangerous natural spa!

We have a great downwind sail from Anegada to Jost Van Dyke, where we hike to a place called the bubbly pool. As we like to call it, the Devil's Hot Tub! The swell was very high and made the natural spa quite dangerous. one person was even injured. Joi...
ONE SHOT TO GET THIS RIGHT before SAILING to PARADISE – Ep 184
Sailing Jibsea

ONE SHOT TO GET THIS RIGHT before SAILING to PARADISE – Ep 184

Join us as we do another DIY project on our sailboat while anchored in St. Martin in the French Caribbean. It's a long awaited addition to our headsail. Installing our own decal before sailing offshore and overnight to the British Virgin Islands. NEW VID...
Ep. 20 CREW WANTED – Performance catamaran doing the Elcano World Challenge
SAILING into FREEDOM

Ep. 20 CREW WANTED – Performance catamaran doing the Elcano World Challenge

Become a patron, https://www.patreon.com/elcanoworldchallenge If you want more information on the Odisea 48, 55 or 62 then send an email to [email protected] The Odisea 48 from Odisea Catamarans has just started to get built in Vietnam. The ...
Amazing 5 ⭐️ Hideaway in the Caribbean: Boat Access Only
Sailing Honu Time

Amazing 5 ⭐️ Hideaway in the Caribbean: Boat Access Only

We have had the opportunity to visit quite a few remote islands here in the Caribbean but Union Island in the Grenadines has left us wanting to come back for so much more. The people in Chatham Bay were extremely welcoming and genuine that we could have st...
Sailing is always clothing optional
Sailing Doodles

Sailing is always clothing optional

We leave Virgin Gorda behind and have a great sail while flying the drone up to a very unique island in the British Virgin Islands, Anegada. Anegada is world famous for thier lobster, so we had a lobster feast! Join us on the Croatia Flotilla: https://na...
The United States Largest Party in a Hay Field – Lazy Gecko Sailing & RV’ing
Lazy Gecko Sailing & Adventures

The United States Largest Party in a Hay Field – Lazy Gecko Sailing & RV’ing

We're in Cadott, Wisconsin where we'll attend the United States largest party in a hay field! Have you heard of this amazing event? We'll tell you all about it! Come watch all the fun unfold! If you enjoy our videos, please SUBSCRIBE! Check out our webp...
SSL700 ~ the moment we all feared most..
Captain Rick Moore

SSL700 ~ the moment we all feared most..

Yes guys, I'm back! It's been a while but hey, after 12+ years with a camera in my face, and doctor's orders to tone down on all activities including sailing until after my surgery and recovery times, it was easy to decide to finally take some downtime wi...
Hoping for a $12 MIRACLE FIX for our LEAKY BOAT – Ep 183
Sailing Jibsea

Hoping for a $12 MIRACLE FIX for our LEAKY BOAT – Ep 183

Repairing our leaky inflatable PVC dinghy in St. Martin when patches won't do. Trying an automotive tube sealant NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos - every bit of support is much appreciated, keeps our journey going and the co...
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