Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 40 of 156

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 937-960 of 3730 results
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...
“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
Ep. 414 The sexiest shark in the world
SAILING into FREEDOM
Ep. 414 The sexiest shark in the world
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...
Bikinis are the perfect attire for exploring beaches
Sailing Doodles
Bikinis are the perfect attire for exploring beaches
Willa dons here bikini and jumps in and Steph gets some huge crabs from a local fisherman. Check our the new channel! https://youtu.be/gpf-zzDQiNo This channel is funded by viewers like you. Please help us keep this channel creating great content by becom...

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