Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 58 of 157

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 1369-1392 of 3766 results
SSL607 ~ I warned her not to do it…
Captain Rick Moore

SSL607 ~ I warned her not to do it…

Come and join us realtime at: http://www.facebook.com/groups/SSLBackstage http://www.instagram.com/SailingSophisticatedLady Help support SSL videos at: http://www.patreon.com/SailingSophisticatedLady Where do we get all those great songs in our videos? ...
Neel 51 Trimaran Atlantic Crossing, ARC Regatta – Ep.5/5
Igor Stropnik

Neel 51 Trimaran Atlantic Crossing, ARC Regatta – Ep.5/5

Atlantic crossing on Sailing trimaran Neel 51 with ARC Regatta from Canary Islands to Martinique via Cape Verde. 6 days sailing to Cape Verde and than 15 days to Caribbean, Martinique. How to sail and living aboard sailing catamaran. SUBSCRIBE to my channe...
The Baths of Virgin Gorda, BVI – S7:E29
Sailing Doodles

The Baths of Virgin Gorda, BVI – S7:E29

We visit the baths on Virgin Gorda in the BVI. The baths are one of the biggest attractions in the BVI and absolutely beautiful. Check out the Sailing Doodles Sailing School! https://www.sailingdoodles.com This channel is funded by viewers like you. Pl...
Ep. 353 Sailing Zingaro and Sailing into Freedom part ways – Friends or Enemies?
SAILING into FREEDOM

Ep. 353 Sailing Zingaro and Sailing into Freedom part ways – Friends or Enemies?

If you would like to support with single donations click here - https://www.paypal.me/Plukky Just watch the video....can't give it all away. Give it a thumbs up if you liked this episode! South Atlantic Windvane Self Steering System https://www.south-at...
Dragging Anchor in a Thunderstorm! – Lazy Gecko Sailing VLOG 196
Lazy Gecko Sailing & Adventures

Dragging Anchor in a Thunderstorm! – Lazy Gecko Sailing VLOG 196

We've grabbed the only available anchorage before a massive thunderstorm hits us. The problem? We are completely exposed to the rough seas and winds that are coming. The forecast is calling for 60knt winds, heavy rain and hail...Not to mention the 6 foot s...
Living on a Yacht With 3 Beautiful Women – S7:E28
Sailing Doodles

Living on a Yacht With 3 Beautiful Women – S7:E28

Check out the brand new Sailing Doodles Sailing school at: https://www.sailingdoodles.com This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron http://www.patreon.com/sailingdoodles Do...
Ep. 352 Sailing Zingaro vs Freedom – The Clash of 2 very partially successful vloggers
SAILING into FREEDOM

Ep. 352 Sailing Zingaro vs Freedom – The Clash of 2 very partially successful vloggers

If you would like to support with single donations click here - https://www.paypal.me/Plukky Just watch the video....can't give it all away. Give it a thumbs up if you liked this episode! South Atlantic Windvane Self Steering System https://www.south-at...
BREAKING OUT OF ROUTINES – SwT 85 – LIFE IS MORE THAN SCHEDULES
Sailing with Thomas

BREAKING OUT OF ROUTINES – SwT 85 – LIFE IS MORE THAN SCHEDULES

Breaking out of routines is doing something thats not in your schedule. Even as a sailor, life can easily become routine with a constant feeling of something you need to do. I sometimes need a bit changes in scenery and experience. Happy to have Kylie back...
SSL606 ~ The final countdown…
Captain Rick Moore

SSL606 ~ The final countdown…

Come and join us realtime at: http://www.facebook.com/groups/SSLBackstage http://www.instagram.com/SailingSophisticatedLady Help support SSL videos at: http://www.patreon.com/SailingSophisticatedLady Where do we get all those great songs in our videos? ...
Island Packet 485 – Tour – For Sale!
Sailing Doodles

Island Packet 485 – Tour – For Sale!

I interview Gabriel and Angela about their 2006 Island Packet 485. I first met them on their boat in french polynesia! If you are interested in purchasing Pilar contact Pete at Swift Sure and tell them the Sailing Doodles Sent you! [email protected]...
Neel 51 Trimaran Atlantic Crossing, ARC Regatta – Ep.4/5
Igor Stropnik

Neel 51 Trimaran Atlantic Crossing, ARC Regatta – Ep.4/5

Atlantic crossing on Sailing trimaran Neel 51 with ARC Regatta from Canary Islands to Martinique via Cape Verde. 6 days sailing to Cape Verde and than 15 days to Caribbean, Martinique. How to sail and living aboard sailing catamaran. SUBSCRIBE to my channe...
Ep. 351 Yoga on a deserted island in the Caribbean – The Panama adventure with Zingaro Continues
SAILING into FREEDOM

Ep. 351 Yoga on a deserted island in the Caribbean – The Panama adventure with Zingaro Continues

If you would like to support with single donations click here - https://www.paypal.me/Plukky Just watch the video....can't give it all away. Give it a thumbs up if you liked this episode! South Atlantic Windvane Self Steering System https://www.south-at...
Ep 6: Dodger Fix, DIY Sailboat Windshield Repair With Sailrite Sewing Machine
Sailing Bye Felicia

Ep 6: Dodger Fix, DIY Sailboat Windshield Repair With Sailrite Sewing Machine

Join us onboard Sailing Vessel Bye Felicia as we repair our sailboat windshield (dodger), in preparation for upcoming cruising season In the Florida Keys and The Bahamas. Matt and Lisa are a new YouTube sailboat couple, repairing their 41 foot Hunter sail...
Cruising the BVI – S7:E27
Sailing Doodles

Cruising the BVI – S7:E27

Sign up with Butcher Box by January 20th for 7 lbs of free meat! https://bchrbox.co/SailingNewYears This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron http://www.patreon.com/sailingd...
Repairing 50ft Catamaran after hurricane Irma
Sail with Kee

Repairing 50ft Catamaran after hurricane Irma

Me and Marianne jumped at an opportunity end of 2018 to take on my parents 50ft catamaran and get her back up and running for charters. Despite many set backs and battles with our insurance company and the boat yard we got her back underway and sailed her ...
When Your Weather Window Closes On You! – Lazy Gecko Sailing VLOG 195
Lazy Gecko Sailing & Adventures

When Your Weather Window Closes On You! – Lazy Gecko Sailing VLOG 195

We're headed north along the Chesapeake Bay! We'll have a night at anchor, then navigate through the famous C&D canal system. Will we continue past Cape May for an overnight passage to New York City or will our plans be stopped in their tracks? Come fi...
Ep. 350 Dance lessons with Zingaro on a deserted island in the Caribbean – Catch and Cook feast
SAILING into FREEDOM

Ep. 350 Dance lessons with Zingaro on a deserted island in the Caribbean – Catch and Cook feast

If you would like to support with single donations click here - https://www.paypal.me/Plukky Just watch the video....can't give it all away. Give it a thumbs up if you liked this episode! South Atlantic Windvane Self Steering System https://www.south-at...
CRUISING INTO THE NEW YEAR  – SwT 84 – IS IT OK TO JUST ENJOY LIFE?
Sailing with Thomas

CRUISING INTO THE NEW YEAR – SwT 84 – IS IT OK TO JUST ENJOY LIFE?

Is it okay to just enjoy life? It's so easy to forget to relax because it's always something I can do. I will try to be better at doing nothing. At least this was something I was thinking about when I felt like cruising into a New Year even without a NYE p...
Marine Cooling Systems – The Heat Exchanger – Maintenance Mondays
Sailing Doodles

Marine Cooling Systems – The Heat Exchanger – Maintenance Mondays

I replace the heat exchanger on one of my generators and give you a "how to" on replacing yours. This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron http://www.patreon.com/sailingdood...
Ep. 349 A Colombian girl and a Mexican girl are on my dinghy – Wooohooo in the Caribbean
SAILING into FREEDOM

Ep. 349 A Colombian girl and a Mexican girl are on my dinghy – Wooohooo in the Caribbean

If you would like to support with single donations click here - https://www.paypal.me/Plukky Just watch the video....can't give it all away. Give it a thumbs up if you liked this episode! South Atlantic Windvane Self Steering System https://www.south-at...
SSL605 ~ a very messed up day…
Captain Rick Moore

SSL605 ~ a very messed up day…

Find more of Jota's artwork at: http://www.instagram.com/Jota_Art If you'd like to visit Danny's channel, find it here: https://www.youtube.com/channel/UCr3Sz-qnvXT4gtoW6jVuCwg/videos Come and join us realtime at: http://www.facebook.com/groups/SSLBacks...
Can We Stay Here Forever? – San Blas Panama – Episode 57
Sailing One Life

Can We Stay Here Forever? – San Blas Panama – Episode 57

In this episode, we have our first guest in over a year! We sail to the San Blas Islands and show our friend the best spots here. We sail, we swim, we hike, we party - and it's all in one episode! Want to support the production of these videos? Check out...
Neel 51 Trimaran Atlantic Crossing, ARC Regatta – Ep.3/5
Igor Stropnik

Neel 51 Trimaran Atlantic Crossing, ARC Regatta – Ep.3/5

Atlantic crossing on Sailing trimaran Neel 51 with ARC Regatta from Canary Islands to Martinique via Cape Verde. 6 days sailing to Cape Verde and than 15 days to Caribbean, Martinique. How to sail and living aboard sailing catamaran. SUBSCRIBE to my channe...
More Beautiful Crew in the BVI- S7:E26
Sailing Doodles

More Beautiful Crew in the BVI- S7:E26

We add Elodi to the crew of Steph and Geraldine as we sail to the BVI! This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron http://www.patreon.com/sailingdoodles Donate Via Paypal to ...
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