Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 56 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.

Showing 1321-1344 of 4151 results
Sailing Life: Free Diving an Infamous Wreck in Strong Currents – Lazy Gecko Sailing Ep.242
Lazy Gecko Sailing & Adventures

Sailing Life: Free Diving an Infamous Wreck in Strong Currents – Lazy Gecko Sailing Ep.242

We're about to explore tropical mangroves! First, let's grab the dinghy and head to a famous, or infamous, crash site for some free diving! We'll explore the underwater wreck while we deal with a strong current, making swimming difficult. Then we're off to...
SAILING AGAIN – SwT 127 – TEST SAIL AND VISA RUN TO SAN ANDRES
Sailing with Thomas

SAILING AGAIN – SwT 127 – TEST SAIL AND VISA RUN TO SAN ANDRES

How could I possibly start the new year in a better way than doing a test sail and visa run to San Andres. Also getting the chance to test my new anchor at some of the most challenging anchorages in the Caribbean. I met a very sweet Dutch girl in Shelter B...
Top Destinations in the Exuma Bahamas!
Sailing Doodles

Top Destinations in the Exuma Bahamas!

My beautiful bikini clad crew takes you to the top places you absolutely must see in the Exuma Island chain in the Bahamas. Some of the best places to see are Staniel Cay Yacht Club, Swimming with sharks at Compass Cay, Feeding the swimming pigs at Big Ma...
During Strong Christmas Trade Winds crossing from Dominica to the Saints Islands
Huub Vlogs

During Strong Christmas Trade Winds crossing from Dominica to the Saints Islands

Sailing from the South of Dominica to the North, exploring an authentic Dominica (NOT Dominican Republic) village, then continuing crossing the channel to The Saints (Guadeloupe) during the Christmas trade winds, to have Christmas with my friends Keith and...
Most Deviant Behavior we have EVER SEEN
Sailing Doodles

Most Deviant Behavior we have EVER SEEN

I can't believe the crazy thing we saw on our last days sailing in the Sea of Cortez. A man on the next boat was not only naked but pleasuring himself right on the deck! It was a pretty disturbing thing to see before setting sail down to La Paz Mexico. ...
Ep. 417 Girls will be girls – Paradise shenanigans
SAILING into FREEDOM

Ep. 417 Girls will be girls – Paradise shenanigans

If you would like to support with single donations click here - https://www.paypal.me/Plukky Yes the thumbnail matches this time.... Nothing but quality, crew having fun amongst the paradise of the south western Caribbean in a region of Panama called Sa...
The Baths on Virgin Gorda BVI #bvi #thebaths #bikini
Sailing Doodles
HEALTH PROBLEMS Mess Up our Sailing Plans – Lazy Gecko Sailing Ep. 241
Lazy Gecko Sailing & Adventures

HEALTH PROBLEMS Mess Up our Sailing Plans – Lazy Gecko Sailing Ep. 241

We're stopped in Nassau, The Bahamas because of a major wind storm that holds us hostage. We'll get into how we make these videos for you, how we get provisions while in the islands and we get into the health problems Brittany has had which did affect our ...
Top Places in the Abacos, Bahamas!
Sailing Doodles

Top Places in the Abacos, Bahamas!

I give you a tour of the Abacos in the bahamas and count down the top places you need to visit there! This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Join this channel to get acces...
SSL661 ~ yes guys.. SIZE MATTERS
Captain Rick Moore

SSL661 ~ yes guys.. SIZE MATTERS

Special thanks to my friend Daniel Parra in San Andres for his help in editing the video that won us first prize in the Mantus Anchors video contest a few months ago, and thanks to Mantus Anchors for sending us a new 125lb Stainless Steel M1 anchor as our ...
THIS IS INSANE! 17,5 kWh Lithium – SwT 126 – FIXING MY PROBLEMS AFTER THE LIGHTNING STRIKE
Sailing with Thomas

THIS IS INSANE! 17,5 kWh Lithium – SwT 126 – FIXING MY PROBLEMS AFTER THE LIGHTNING STRIKE

3 Weeks of hard work here in Shelter Bay Marina in Panama sorting out my electrical problems and even upgrading my power storage to 17,5 kwh. If this is a new world record for express refit upgrades and rebuilds after a lightning strike I don't know. But b...
First Impressions of Dominica (NOT Dominican Republic)
Huub Vlogs

First Impressions of Dominica (NOT Dominican Republic)

Sailing from North Dominica to South Dominica, experiencing local Dominica hospitality and exploring the Dominica's capital Roseau and surrounding Captain Dave: https://maps.app.goo.gl/kLGrEPPMPA7tUvvu8 From buying a sailboat, to making it ready to sail,...
Suns out Buns out – Sailing in Mexico
Sailing Doodles

Suns out Buns out – Sailing in Mexico

It was one of our last days sailing in the Sea of cortez. The weather had been cold and overcast but finally the sun came out and so did the beautiful ladies in thier bikinis! Sailing our Jeanneau monohull around Baja Mexico has been so fun! Start Speak...
Ep. 416 The girls are living it up on a luxury boat – They don’t want to leave!
SAILING into FREEDOM

Ep. 416 The girls are living it up on a luxury boat – They don’t want to leave!

If you would like to support with single donations click here - https://www.paypal.me/Plukky Yes the thumbnail matches this time.... Nothing but quality, crew having fun amongst the paradise of the south western Caribbean in a region of Panama called Sa...
From “FISH ON!” to Boarded by Bahamas Customs Agents. – Lazy Gecko Sailing Ep. 240
Lazy Gecko Sailing & Adventures

From “FISH ON!” to Boarded by Bahamas Customs Agents. – Lazy Gecko Sailing Ep. 240

We're offshore over 10,000 feet of water when we get some BIG strikes on the fishing lines! Come reel them in with us! We'll see SHARKS and more along our way from The Berry Island chain to Nassau. Then we'll anchor in a remote anchorage for the night befo...
Sailing to Paradise – Director’s cut for member and patrons
Sailing Doodles

Sailing to Paradise – Director’s cut for member and patrons

This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Join this channel to get access to perks: https://www.youtube.com/channel/UCkDwexrF43p_1QurfKFBCBA/join http://www.patreon.com/sai...
Sailing 400 MILES NONSTOP in the Caribbean! [Ep60 RED SEAS]
Sailing Red Seas

Sailing 400 MILES NONSTOP in the Caribbean! [Ep60 RED SEAS]

We wave goodbye to the Caribbean islands and set sail towards the horizon. It's.a 400 mile journey downwind and conditions are perfect for a bit of spinnaker flying! Add a couple of mahi on the line and you've got yourself a recipe for our best passage eve...
“Boat Parts Delivery” IN THE MIDDLE of the OCEAN
Huub Vlogs

“Boat Parts Delivery” IN THE MIDDLE of the OCEAN

After the boat broke down, getting parts delivered in the middle of the ocean to fix the boat again! Arnaud's YT Channel: https://youtube.com/@arnaudsursonbateau2840 Sailing along Dominica From buying a sailboat, to making it ready to sail, to sailing th...
Sailing to Paradise in Mexico
Sailing Doodles

Sailing to Paradise in Mexico

We sail south down the sea of cortez to a paradise in Mexico! This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Join this channel to get access to perks: https://www.youtube.com/chan...
Ep. 415  KITESURFING HURTS!
SAILING into FREEDOM

Ep. 415 KITESURFING HURTS!

If you would like to support with single donations click here - https://www.paypal.me/Plukky Yes the thumbnail matches this time.... Nothing but quality, crew having fun amongst the paradise of the south western Caribbean in a region of Panama called Sa...
British Virgin Islands – Top Destinations!
Sailing Doodles

British Virgin Islands – Top Destinations!

These are the top destinations you absolutely must see in the British Virgin Islands! BVI This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Join this channel to get access to perks: ...
MY LAST SAIL THIS YEAR? – SwT 125 – Join My Friends on the Nordhaven 55 Motor Yacht!
Sailing with Thomas

MY LAST SAIL THIS YEAR? – SwT 125 – Join My Friends on the Nordhaven 55 Motor Yacht!

Sailing to Shelter Bay Marina and docking in the dark after our trip to San Blas from Bocas Del Toro. My friends are moving off BE FREE and I'm again back to solo sailor life. A bit sad as we have had such a great time together, but at least I'm not on a s...
I tell my whole story with James from Zingaro – The struggle, love and despair
SAILING into FREEDOM

I tell my whole story with James from Zingaro – The struggle, love and despair

If you would like to support with single donations click here - https://www.paypal.me/Plukky Yes the thumbnail matches this time.... Nothing but quality, crew having fun amongst the paradise of the south western Caribbean in a region of Panama called Sa...
Perfect Sail ends in DISASTER! Martinique to Dominica. A Classic “Huub Adventure”
Huub Vlogs
WeBoating
Logo
Shopping cart