Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 34 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 793-816 of 3775 results
FIRST IMPRESSIONS of Puerto Plata🇩🇴 | BoatLife in the City | Sailing Joco EP127
Sailing Joco

FIRST IMPRESSIONS of Puerto Plata🇩🇴 | BoatLife in the City | Sailing Joco EP127

What happens when Sailors go to Land?? One heck of a GREAT TIME! We stormed the city of Puerto Plata armed with great attitudes (and some rum) ; come with us as we discover all the best of Puerto Plata, Dominican Republic! Follow us on Instagram for (clo...
Good Times with Friends in the Caribbean – S4EP8
Taylor’s Travels

Good Times with Friends in the Caribbean – S4EP8

Get 10% off your first month of therapy with my sponsor BetterHelp: https://betterhelp.com/taylorstravels In this episode we leave Canouan and sail back south to Union island to meet up with our good friends @OddLifeCrafting and enjoy a ton of waters port...
She loses her top in the Med!
Sailing Doodles

She loses her top in the Med!

Even more beautiful women join our 60 ft Jeanneau sailboat as we cruise around the greek islands leading a flotilla of 7 voats from Navigare Yachting, In this video we sail from Poros to Hydra in the Saronic Islands where things get a little crazy as we r...
Ep. 440 Serious Spearfishing Girls
SAILING into FREEDOM

Ep. 440 Serious Spearfishing Girls

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 ...
I  Have Such a Beautiful Crew!
Sailing Doodles

I Have Such a Beautiful Crew!

I welcome yet more ladies as crew to the Jeanneau 60 yacht I am sailing around the Greek Islands. We are leading a flotilla of 7 boats from Navigare Yachting around the islands. In this video we sail from Aegina over to the Island of Poros where the part...
213. Top Destinations in the BVI’s | Sailing Sunday
Sailing Sunday

213. Top Destinations in the BVI’s | Sailing Sunday

Ahoy, fellow sailors and travelers! Set sail with us on a sun-soaked adventure through the stunning British Virgin Islands, where the crystal clear waters are just the beginning of the excitement! Join us, as we navigate the Caribbean waters of the British...
Blonde Bombshell for crew!
Sailing Doodles

Blonde Bombshell for crew!

Ileave my boat for sale in Greece and jump on a brand new Jeanneau 60 from Navigare Yachting and lead a 7 boat flotilla full of our viewers and patrons through the Greek Islands. Nicole is our Blonde Bombshell crew member and she is a lot of fun... not t...
SSL686 ~ HeyBike TYSON Fat-tire EBIKE – Full Review
Captain Rick Moore

SSL686 ~ HeyBike TYSON Fat-tire EBIKE – Full Review

I've had this bike a couple months now, and for sure it has quickly become my favorite ride.. the Heybike Tyson is a new folding electric fat-tire e-bike that I've been able to take almost anywhere without any difficulty whatsoever. Very powerful motor, g...
Sailing Around the World: Grenada Carnival (SPICEMAS 2023)
Holly and Ray

Sailing Around the World: Grenada Carnival (SPICEMAS 2023)

This week we experienced an item on every sailor’s bucket list: Grenada Carnival! 🇬🇩 We woke up early to participate in J’ouvert, marking the official start of Carnival. We danced with Jab Jabs and marched through town to the Soca Beats. We retur...
Ep.439 Fun and Games with my girl crew
SAILING into FREEDOM

Ep.439 Fun and Games with my girl crew

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 ...
Cooling off after a hot sail!
Sailing Doodles

Cooling off after a hot sail!

We had a really great sail from the temple of posiedon to the island of Poros in Greece and then over to one of my favorite spots in Greece, Vathi. We flew the spinnaker and had a great day on the water, we needed to cool off in the beautiful water of the...
Boat Life: What it’s like to sail yourself to a Tropical Island – Lazy Gecko Sailing Ep. 266
Lazy Gecko Sailing & Adventures

Boat Life: What it’s like to sail yourself to a Tropical Island – Lazy Gecko Sailing Ep. 266

We're setting sail together! You're going to help us raise Calypso's sails and sail ourselves to a tropical paradise! We'll see beautiful sights and more along the way. Then we'll explore this amazing destination!  If you enjoy our videos, please SUBSCRI...
Crew Week 3 – Onboard Adventureborne in Grenada
Adventureman Dan

Crew Week 3 – Onboard Adventureborne in Grenada

No longer bound to my sailboat "Adventureborne". Deia and I set our sights inland to explore the wonders of this beautiful country. Waterfalls, monkeys, jungle hikes, surfing, fire dancing, and more! It's another amazing week, surrounded by amazing friend...
Painting the boot-stripe & interior – getting ready for the next season!
Huub Vlogs

Painting the boot-stripe & interior – getting ready for the next season!

I paint the new boot-stripe to the hull, paint the interior of the boat and go on a tour in the Rainforest in St. Kitts with Finish Touch Tours. If you'd like to book a tour with them, contact details are below. Tour guide goes by the name "Fire Ball" Fac...
New Crew Needs No Clothes!
Sailing Doodles

New Crew Needs No Clothes!

I welcome my newest crewmember Dakota to the boat on the island of Kea in the Cyclades Islands in Greece. Dakota is a Commercial pilot and flight instructor. We have a great time on the beach and then head out for a sail to sunion and the temple of posie...
SSL685 ~ sad news.. she’s gone…
Captain Rick Moore

SSL685 ~ sad news.. she’s gone…

We were hoping we weren't going to have to report this to you, but after 2 months we still haven't found our little buddy Tiki, an African Grey Parrot that has lived with me onboard since she was a baby. She got spooked in a lightning storm and made her w...
Ep. 438 THE MOST BEAUTIFUL OF SAILING GIRLS !
SAILING into FREEDOM

Ep. 438 THE MOST BEAUTIFUL OF SAILING GIRLS !

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 ...
The world’s fastest fish catch and cook – And the last days of Freedom
SAILING into FREEDOM

The world’s fastest fish catch and cook – And the last days of Freedom

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 ...
U.S. Nuclear Submarine Encounter at Sea! – Lazy Gecko Sailing Ep. 265
Lazy Gecko Sailing & Adventures

U.S. Nuclear Submarine Encounter at Sea! – Lazy Gecko Sailing Ep. 265

We've been working months to cross to The Bahamas and further, come see what destroys the plan! Have you ever gone offshore and ended up being face to face with a Nuclear Submarine?! We have and you're about to see how it goes when we do! If you enjoy ou...
SSL684 ~ ok it might be TINY but it sure is POWERFUL!
Captain Rick Moore

SSL684 ~ ok it might be TINY but it sure is POWERFUL!

In this episode, I kick off my test and review series of the latest generation of power stations and solar generators. Today we start with the brand-new EcoFlow River 2 Pro portable generator. At only 17lbs it packs a lot of punch for the size, and I hav...
Motor yacht almost destroys my boat!
Sailing Doodles

Motor yacht almost destroys my boat!

I was med moored at the island of Kea in Greece and the motor yacht next to me didn't not properly set their anchor. Their anchor picked up mine and the motored away at speed and nearly pulled my anchor, chain and windlass off my point and the damage woul...
Exploring THE BATHS in Virgin Gorda | Sailing Sunday | Ep.212
Sailing Sunday

Exploring THE BATHS in Virgin Gorda | Sailing Sunday | Ep.212

The Baths on Virgin Gorda Island in the British Virgin Islands are truly a real life wonderland AND we get to explore this place ALL ALONE!!! The Baths are full of massive boulders that have come together, creating the breathtaking beach with incredible ...
Boat girl
SAILING into FREEDOM

Boat girl

If you would like to support with single donations click here - https://www.paypal.me/PlukkyA blast from the past. These are the very last days of my time on Freedom. Introducing Anicia who has her own you tube channel "Vagabond Voyages". Check it out! ...
SSL683 ~ We weren’t expecting THIS…
Captain Rick Moore

SSL683 ~ We weren’t expecting THIS…

Today we have a nice treat for you guys, just a fun video as we test and review a new electric moped style bike from Addmotor, the Soletan M-66X. We have been having so much fun with this bike, as it will take all 3 of us on fun excursions whenever we wan...
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