Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 89 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 2113-2136 of 3748 results
GETTING READY FOR OUR LONGEST PASSAGE YET!
Jessica and Ryan Adventures
GETTING READY FOR OUR LONGEST PASSAGE YET!
So, hurricane season is creeping ever closer upon us and most all of the borders in the Caribbean are closed. Further more, the future economy of these tourism based islands is a little uncertain right now. So, this really only leaves us with 1 option. Do ...
SSL439 ~ You asked for it…
Captain Rick Moore
SSL439 ~ You asked for it…
For more real-time updates, follow us on Instagram at: http://www.instagram.com/SailingSophisticatedLady SSL Video Collections on Vimeo! https://vimeo.com/ambientreallife/vod_pages All SSL videos now powered by our new Lithium battery bank from: http://w...
SSL438 ~ Somebody is NOT HAPPY today…
Captain Rick Moore
SSL438 ~ Somebody is NOT HAPPY today…
For more real-time updates, follow us on Instagram at: http://www.instagram.com/SailingSophisticatedLady All SSL videos now powered by our new Lithium battery bank from: http://www.BattlebornBatteries.com SSL new SOLAR POWERED 12Vdc Watermaker produced b...
Spinnaker Sailing to the French Caribbean // Why Don’t Americans Come Here???
Tula's Endless Summer
Spinnaker Sailing to the French Caribbean // Why Don’t Americans Come Here???
We we wave goodbye to Dominica and sail our spinnaker up to les Saintes a set of absolutely stunning islands off the south coast of Guadeloupe. We have a blast exploring one of the islands on Electric bikes! Yes, even Jetty got to come! Do you want your ...
Island of the Dead! – S5:E39
Sailing Doodles
Island of the Dead! – S5:E39
We visit Coffin Island off the south coast of puerto rico and explore the abandoned Island! http://www.patreon.com/sailingdoodles Donate Via Paypal to help us get a new drone: http://www.paypal.me/sailingdoodles @TaylorsTravels @Babewheresmypassport
SSL437 ~ Maximize Solar Power with your ANCHOR..!!
Captain Rick Moore
SSL437 ~ Maximize Solar Power with your ANCHOR..!!
In this one I give you some tips on how to optimize your solar power by bridling your anchor to match the angle of the sun, subsequently reducing shading from the mast and rig, and increasing output at various times of the day... Enjoy! For more real-time...
Sailing alone around the World but never lonely – EPIC party- SwT 23
Sailing with Thomas
Sailing alone around the World but never lonely – EPIC party- SwT 23
Thank you for watching and subscribing! In this video, I am showing how social it can be sailing alone around the World. The most frequently asked question to my channel is about solo sailing, and if it gets lonely. I guess this video is a good answer to ...
Pt 1: Grottos, Groupers, and Guitars Oh My! Staniel Key [S1:E13]
Sailing The Far Side
Pt 1: Grottos, Groupers, and Guitars Oh My! Staniel Key [S1:E13]
Hello Everyone! Due to corona virus restrictions we had to remain in Staniel Cay longer than we'd been planning, but absolutely no complaints! We most definitely made the best of our time there meeting the pigs (Nathalie's favorite part of the entire trip)...
Exploring EMPTY ST JOHN Island, USVI!
Jessica and Ryan Adventures
Exploring EMPTY ST JOHN Island, USVI!
Welcome to St John USVI! We take a calm weather opportunity to explore the perfect pristine beaches of the north side of the island. The beaches reopened just in time for use to get to spend a week in this paradise hiking, snorkeling and exploring beaches ...
Caribbean at it’s best   | Ep25 | Sailing Merewether
Sailing Merewether
Caribbean at it’s best | Ep25 | Sailing Merewether
This week we discover our new favourite place in the Caribbean. "Tobago Cays" sums up our idea of what a Caribbean Paradise should look like. With access only by sail boat we put an anchor down in the blue water of this natural post card. SUPPORT US: http...
Sharing the Sailing Lifestyle with Friends in The San Blas | Episode 55
WEsail
Sharing the Sailing Lifestyle with Friends in The San Blas | Episode 55
Our friends come sailing with us and we get to show them what its like to live aboard a sailboat and sail from island to island in the remote island chain of the San Blas Panama. Often the more difficult the journey to get to the boat in these very remote...
Ep. 47 – Spear Fishing and Sailing Snipes Point
S/V Full Send
Ep. 47 – Spear Fishing and Sailing Snipes Point
We head out to Snipe Point in the keys with S/V Asante and her crew! Getting our spear fishing skills honed, and discover a hookah system that lets us clean the bottom! 💥Huge THANKS to our Patrons for your continued support!!!💥 🙌$25 Level - Jac...
SSL436 ~ I can’t believe it WORKED..!?!
Captain Rick Moore
SSL436 ~ I can’t believe it WORKED..!?!
For more real-time updates, follow us on Instagram at: http://www.instagram.com/SailingSophisticatedLady All SSL videos now powered by our new Lithium battery bank from: http://www.BattlebornBatteries.com SSL new SOLAR POWERED 12Vdc Watermaker produced b...
Time for some new toys – Sailing Seatramp EP 123
Sailing Seatramp
Time for some new toys – Sailing Seatramp EP 123
After our beloved Stinky died a couple of days ago it’s time to get a new dinghy. I brought a gennaker from my trip to Germany and we test it first time and finally decided to rebuild our Bimini ourselves. Let's Get Lost by Otis Galloway Link: https://f...
SSL435 ~ Life on LITHIUM – Part 2
Captain Rick Moore
SSL435 ~ Life on LITHIUM – Part 2
For more real-time updates, follow us on Instagram at: http://www.instagram.com/SailingSophisticatedLady Info on all our new SSL Lithium and electrical updates at: http://www.BattlebornBatteries.com If you're interested in learning more about Lithium Bat...
Puerto Rican Paradise at Gilligan’s Island – S5:E38
Sailing Doodles
Puerto Rican Paradise at Gilligan’s Island – S5:E38
We visit Giligan's island on the south coast of puerto rico where we find a paradise and then we sail to the largest city on the south coast.... Ponce. This channel is funded by viewers like you. Please help us keep this channel creating great content by...
SSL434 ~ Adventures in QUARANTINE…
Captain Rick Moore
SSL434 ~ Adventures in QUARANTINE…
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 Info on our anchoring system and accessories by: http:...
Going through lockdown on a sailboat is NOT how you think it is 💩 #62
Ryan & Sophie Sailing
Going through lockdown on a sailboat is NOT how you think it is 💩 #62
Help the people of Saint Martin / Sint Maarten! https://www.gofundme.com/f/1z7dlxuadc Saint Martin certainly is a lovely island, but we unfortunately never got to see any of it… We arrived in the Simpson Bay Lagoon early March to catch a flight to Sto...
Sailing Bahamas to Jamaica – Hallberg Rassy 54 Cloudy Bay – Feb’20.  Season20 Episode13
Sail Cloudy Bay
Sailing Bahamas to Jamaica – Hallberg Rassy 54 Cloudy Bay – Feb’20. Season20 Episode13
On passage from Bahamas to Jamaica, flying the Parasailor and passing the notorious windward passage at the eastern end of Cuba. After several days in George Town, Bahamas, we found a narrow weather wind to start our 700nm passage to the Cayman Islands, v...
Sailing the Caribbean on a 60 foot performance yacht – UNTIE THE LINES IV #69
WhiteSpotPirates
Sailing the Caribbean on a 60 foot performance yacht – UNTIE THE LINES IV #69
The crew is complete and we lift anchor in Curacao for our first sail to the neighboring island Small Curacao. The conditions are perfect and we sail a sporty closed hauled trip to grove into life at an angle of twenty degrees. Enjoy and Ahoy, Nike c/o SY...
Ep. 46 – Fishing with Asante and Crew off shore Key West
S/V Full Send
Ep. 46 – Fishing with Asante and Crew off shore Key West
We start to dabble with more fishing equipment in the marina to pass the time, and our cruiser friends on their Lagoon 2011 Lagoon 400 - ASANTE show up in Key West after leaving the Bahamas. Both crews are atrocious fishermen/women. With "real" tourist in ...
We Hit St. John…Got Rum?! Lazy Gecko Sailing VLOG 139
Lazy Gecko Sailing & Adventures
We Hit St. John…Got Rum?! Lazy Gecko Sailing VLOG 139
First, we order pizza from the only pizza boat we've ever seen, Pizza Pi in the USVI! We take you for a dinghy stroll through a protected anchorage and then we're off to St. John to explore an old Sugar Mill followed by a hike up the mountain to view water...
About to Sail 1,400 miles – LIVE
Sailing Doodles
About to Sail 1,400 miles – LIVE
We are about to set off on the salty dawg homeward bound flotilla. Find out how and why were are doing that in this live video! This channel is funded by viewers like you. Please help us keep this channel creating great content by b...
Our Anchor is Stuck! – S5:E37
Sailing Doodles
Our Anchor is Stuck! – S5:E37
We continue sailing the south coast of Puerto Rico but our windlass stops working so we have to pull up the anchor by hand. then we get the anchor stuck under a rock before seeing the bioluminous bay. This channel is funded by viewers like you. Please h...
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