Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 101 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 2401-2424 of 3776 results
SSL 378 ~ It’s a long story…
Captain Rick Moore

SSL 378 ~ It’s a long story…

See who's helping SSL at: www.AmbientRealLife.com/sponsors For more real-time updates, follow us on Instagram at: http://www.instagram.com/SailingSophisticatedLady New SSL Video Collections just released on Vimeo! https://vimeo.com/ambientreallife/vod_pa...
Life Aboard Goes On: We fix, clean, cook and play music
SailOceans

Life Aboard Goes On: We fix, clean, cook and play music

Life at sea definitely doesn't mean just lying under the palm tree. Today we enjoy typical day aboard. We fix, fix and fix! :) Today we have a broken dinghy davit to weld back together and not only that! Other then that we clean, we cook, we dive, play som...
When it’s way too tight… – Lazy Gecko Sailing VLOG 111
Lazy Gecko Sailing & Adventures

When it’s way too tight… – Lazy Gecko Sailing VLOG 111

Visit our private server at www.lazygeckos.net You can gain access to our server by becoming a Patron at www.patreon.com/lazygeckos Want more LGS? Follow our public Instagram @lazygeckosailing PLEASE SUBSCRIBE! To see extra fun footage in our Season 6 ...
Ep.  22 –  Finally Hauled Out (North Florida)
S/V Full Send

Ep. 22 – Finally Hauled Out (North Florida)

Finally arrived to Green Cove Springs Florida to haul the boat out! Alan begins working on the laundry list of items to complete before we get the boat in ship shape and ready for the re-launch! Jason is busy rehabbing in Chicago but is still able to enjoy...
E18: Stuck in Tide Rip for Two Hours, Sailing to Soufriere and Pitons
Wind Hippie Sailing

E18: Stuck in Tide Rip for Two Hours, Sailing to Soufriere and Pitons

If you want to support me, check out my Patreon account (thank you so much!): https://www.patreon.com/windhippie I am a 27-year-old female solo sailor beginning my circumnavigation. My boat is a 27 foot sloop named Gecko. Follow me on my journey as I lear...
We are a polish family living on a sailboat I 6 years at sea!
SailOceans

We are a polish family living on a sailboat I 6 years at sea!

We are a Polish family traveling the world and sailing across oceans on our floating home, a 15 meter trimaran, as a way of promoting alternative way of life off the grid. In 2014 we managed to materialize our dreams and traded a land based home in Poland ...
Is this even real? – Lazy Gecko Sailing VLOG 110
Lazy Gecko Sailing & Adventures

Is this even real? – Lazy Gecko Sailing VLOG 110

Visit our private server at www.lazygeckos.net You can gain access to our server by becoming a Patron at www.patreon.com/lazygeckos Want more LGS? Follow our public Instagram @lazygeckosailing PLEASE SUBSCRIBE! To see extra fun footage in our Season 6 ...
SSL 377 ~ he died…
Captain Rick Moore

SSL 377 ~ he died…

A very sad day for all of us in the rally as one of our Captains, Tim Brewer of 'Q4' passes away very suddenly during our Valentine's Day celebrations in the San Blas Islands of Panama. I hope we can all learn something from this day in how to be better p...
Sailing with Friends in Turks & Caicos | Episode 27
WEsail

Sailing with Friends in Turks & Caicos | Episode 27

WE| Sail to Turks & Caicos. Unfortunately, due to some computer troubles we had to skip over an episode (Puerto Rico Part II). Stay tuned, however for the passage from Puerto Rico to Turks will premier as soon as we get our computer fixed. Until then...
E17: What Do Rainy Days Look Like on a Boat Solo Sailor
Wind Hippie Sailing

E17: What Do Rainy Days Look Like on a Boat Solo Sailor

If you want to support me, check out my Patreon account (thank you so much!): https://www.patreon.com/windhippie I am a 27-year-old female solo sailor beginning my circumnavigation. My boat is a 27 foot sloop named Gecko. Follow me on my journey as I lear...
Ep. 21 – Miami to Jacksonville Florida on the ICW
S/V Full Send

Ep. 21 – Miami to Jacksonville Florida on the ICW

We spend a few days in the Miami/Fort Lauderdale area before Kruger heads back to Illinois for ACL Surgery. Alan heads north via the Inter-coastal Waterway (ICW) soloing some 375 miles with no auto-helm! Huge THANKS to our Patrons for your continued suppo...
PARADISE FOUND! DESERTED BAHAMIAN OUT ISLAND ALL TO OURSELVES!
Tula's Endless Summer

PARADISE FOUND! DESERTED BAHAMIAN OUT ISLAND ALL TO OURSELVES!

Conception Island is definitely the definition of a paradise island to us. Amazing pristine wildlife, long white sandy beach, and almost nobody around. Although there were a couple other boats anchored there with us we barely even saw the people aboard. We...
E16: Bolts Shear Off Mainsheet Block Underway in Guadeloupe, and More Answers to Questions
Wind Hippie Sailing

E16: Bolts Shear Off Mainsheet Block Underway in Guadeloupe, and More Answers to Questions

If you want to support me, check out my Patreon account (thank you so much!): https://www.patreon.com/windhippie I am a 27-year-old female solo sailor beginning my circumnavigation. My boat is a 27 foot sloop named Gecko. Follow me on my journey as I lear...
SSL 376 ~ He VANISHED at sea..!
Captain Rick Moore

SSL 376 ~ He VANISHED at sea..!

Last reported information about the disappearance of Andreas Sipsakas can be found here: https://www.noonsite.com/news/honduras-gorda-bank-missing-sailor/?fbclid=IwAR1pp2oqQ51rC4SWs75-AmojvyTftfDgDaZc27Mgl3aVO7g0oziJqMyCCWY Andreas youtube channel with la...
SSL 375 ~ Time to leave..!!
Captain Rick Moore

SSL 375 ~ Time to leave..!!

For more real-time updates, follow us on Instagram at: http://www.instagram.com/SailingSophisticatedLady New SSL Video Collections just released on Vimeo! https://vimeo.com/ambientreallife/vod_pages Want info about our drones? Contact our friend Frank a...
It was an ACCIDENT! – Lazy Gecko Sailing VLOG 109
Lazy Gecko Sailing & Adventures

It was an ACCIDENT! – Lazy Gecko Sailing VLOG 109

Visit our private server at www.lazygeckos.net You can gain access to our server by becoming a Patron at www.patreon.com/lazygeckos Want more LGS? Follow our public Instagram @lazygeckosailing PLEASE SUBSCRIBE! To see extra fun footage in our Season 6 ...
E15: Your Burning Questions About Life Aboard, Solo Sailing Struggles, and Tricks of the Trade
Wind Hippie Sailing

E15: Your Burning Questions About Life Aboard, Solo Sailing Struggles, and Tricks of the Trade

If you want to support me, check out my Patreon account (thank you so much!): https://www.patreon.com/windhippie I am a 27-year-old female solo sailor beginning my circumnavigation. My boat is a 27 foot sloop named Gecko. Follow me on my journey as I lear...
SSL 374 ~ New crew Valentina arrives..!!
Captain Rick Moore

SSL 374 ~ New crew Valentina arrives..!!

For more real-time updates, follow us on Instagram at: http://www.instagram.com/SailingSophisticatedLady New SSL Video Collections just released on Vimeo! https://vimeo.com/ambientreallife/vod_pages Want info about our drones? Contact our friend Frank a...
Not Fun For Her…and a fun Q&A release! – Lazy Gecko Sailing VLOG 108
Lazy Gecko Sailing & Adventures

Not Fun For Her…and a fun Q&A release! – Lazy Gecko Sailing VLOG 108

Visit our private server at www.lazygeckos.net You can gain access to our server by becoming a Patron at www.patreon.com/lazygeckos Want more LGS? Follow our public Instagram @lazygeckosailing PLEASE SUBSCRIBE! To see extra fun footage in our Season 6 ...
E14: Exploring Dominica, Fixing Dinghy Mast, Creating Rainwater Collection System
Wind Hippie Sailing

E14: Exploring Dominica, Fixing Dinghy Mast, Creating Rainwater Collection System

If you want to support me, check out my Patreon account (thank you so much!): https://www.patreon.com/windhippie I am a 27-year-old female solo sailor beginning my circumnavigation. My boat is a 27 foot sloop named Gecko. Follow me on my journey as I lear...
SSL 373 ~ Crabs are NO FUN!!
Captain Rick Moore

SSL 373 ~ Crabs are NO FUN!!

For more real-time updates, follow us on Instagram at: http://www.instagram.com/SailingSophisticatedLady New SSL Video Collections just released on Vimeo! https://vimeo.com/ambientreallife/vod_pages Want info about our drones? Contact our friend Frank a...
Are You Kidding Me?! – Lazy Gecko Sailing VLOG 107
Lazy Gecko Sailing & Adventures

Are You Kidding Me?! – Lazy Gecko Sailing VLOG 107

Visit our private server at www.lazygeckos.net You can gain access to our server by becoming a Patron at www.patreon.com/lazygeckos Want more LGS? Follow our public Instagram @lazygeckosailing PLEASE SUBSCRIBE! To see extra fun footage in our Season 6 ...
Ep. 20 – Cruising The Bahamas (Nassau, Chub & Cat Cay, Gulf Stream to Miami)
S/V Full Send

Ep. 20 – Cruising The Bahamas (Nassau, Chub & Cat Cay, Gulf Stream to Miami)

In this episode we gallivant around Nassau for a day before continuing our journey to Florida stopping for a few days in chub cay while we wait for better weather, and making our crossing from Cat Cay to Miami across the Gulf Stream. Though we didn't get...
WE Sail to Puerto Rico | Episode 25
WEsail

WE Sail to Puerto Rico | Episode 25

Join the adventure of WE, as we welcome our family aboard in Puerto Rico. We sail the short 22 nautical miles from St. Thomas to Culebra and check in with immigration. From here we make our way to mainland and stock up and pick up the family for a 2 week a...
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