Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 100 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 2377-2400 of 3748 results
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...
E13: Part 2-What Does a 24hr Period at Sea Look Like Sailing from Martinique to Dominica
Wind Hippie Sailing
E13: Part 2-What Does a 24hr Period at Sea Look Like Sailing from Martinique to Dominica
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...
Sailing upwind back to St Maarten – EP 99 Sailing Seatramp
Sailing Seatramp
Sailing upwind back to St Maarten – EP 99 Sailing Seatramp
We try to find a supermarket on the BVIs, before we make our way to St. Maarten. Unfortunately this trip is no fun, upwind sailing for 24 hours. On the way we catch a Barracuda, Mario has slight doubts to eat it . A trip to the other side of the island ...
SSL 372 ~ How to install SOLAR on a BOAT..!!
Captain Rick Moore
SSL 372 ~ How to install SOLAR on a BOAT..!!
A big THANK-YOU to all of you that have joined my Patreon recently and have us well on our way to next goal of being fully sustainable! $2 may not seem like much, but across 1000 people makes it all possible, so if you have enjoyed my videos for weeks, mo...
Panties…the perfect gift! – Lazy Gecko Sailing & Adventures
Lazy Gecko Sailing & Adventures
Panties…the perfect gift! – Lazy Gecko Sailing & Adventures
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 ...
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