Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 116 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 2761-2784 of 3730 results
Cheating on the Lady!
Captain Rick Moore
Cheating on the Lady!
Want info about our drones? Contact our friend Frank at: http://www.CarolinaDronz.com Interested in learning some new sailing skills? http://www.LTDsailing.com SSL Videos now made possible by YOU! If You'd like to join Team SSL and help support f...
Cheating on the Lady!
Captain Rick Moore
Cheating on the Lady!
Want info about our drones? Contact our friend Frank at: http://www.CarolinaDronz.com Interested in learning some new sailing skills? http://www.LTDsailing.com SSL Videos now made possible by YOU! If You'd like to join Team SSL and help support f...
Vlog #5: The Afternoon Before & The Morning After
Sailing Ruby Rose
Vlog #5: The Afternoon Before & The Morning After
It's almost time to leave Charleston and the USA!!!! To celebrate and commiserate we head out with friends to my favourite spit and sawdust bar. Unfortunately, not a great deal of work got done the next day. to Thanks so much for watching! Please subscri...
SSL 262 ~ She says it’s too big…
Captain Rick Moore
SSL 262 ~ She says it’s too big…
Yes, today is a special episode about the dink... all cruisers have one, and this just serves as proof that bigger is not always better! If you are a cruiser or planning to be, will you have a big dink or a small one for your travels..? Comments below! ...
ep12 – Sailing Canouan – Sailing SVG – Hallberg-Rassy 54 Cloudy Bay – March 2018
Sail Cloudy Bay
ep12 – Sailing Canouan – Sailing SVG – Hallberg-Rassy 54 Cloudy Bay – March 2018
After 5 days in the wilderness of Tobago Cays, s/v Cloudy Bay (Hallberg-Rassy 54) moves on to Canouan Island. We stop in Glossy Bay and explore the island for few days, enjoying both the contrasting local environment of Charlestown Bay in the middle of the...
SSL 261 ~  …Wait for it!  (Extended Vimeo Version)
Captain Rick Moore
SSL 261 ~ …Wait for it! (Extended Vimeo Version)
Welcome to our complimentary Extended Vimeo version of this video! What a GREAT day on the water we had with our friends from LTD Sailing on their J-105 race machine called 'DOGSMILE'... it was like a little rocket on the water, and even in light winds we...
ep11 – Mayreau, Tobago Cays – Sailing SVG – Hallberg-Rassy 54 Cloudy Bay – March 18
Sail Cloudy Bay
ep11 – Mayreau, Tobago Cays – Sailing SVG – Hallberg-Rassy 54 Cloudy Bay – March 18
After 3 days in Tobago Cays Marin Park, s/v Cloudy Bay (Hallberg-Rassy 54) moves on to Mayreau, the last island of the Tobago Cays. Our visit to Mayreau was notable for its gloomy weather and unusual large swell from the north which had caused mayhem in th...
vlog # 4: A new anchor and pre departure checks
Sailing Ruby Rose
vlog # 4: A new anchor and pre departure checks
A new anchor is delivered to Ruby Rose and we move on to the basic checks you should make before setting off on a shake down cruise. Another in the series of vlogs made to show how we prepapre the boat before sailing. Thanks so much for watching! Please s...
Immigration FIGHT, Losing the 2nd Rudder & Celine Dion on the beach | Sailing Zingaro Ep- 14
Sailing Zingaro
Immigration FIGHT, Losing the 2nd Rudder & Celine Dion on the beach | Sailing Zingaro Ep- 14
Major boat parts missing. Again. So we involuntarily landed on Cayman Brac (the most expensive place Zingaro has been so far) and even on this little island, we were ale to find a hardware store. YES! The Captain got his angle grinder out and got to work i...
Cruising Aboard a Million Dollar Yacht! – Lazy Gecko Sailing VLOG 71
Lazy Gecko Sailing & Adventures
Cruising Aboard a Million Dollar Yacht! – Lazy Gecko Sailing VLOG 71
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 of Brittany? Follow her personal Instagram @nautimate Want more LGS? Follow our public Instagram @lazygeckosail...
ep8 – Sailing Palm Island – Sailing SVG – Hallberg-Rassy 54 Cloudy Bay – Mar 2018
Sail Cloudy Bay
ep8 – Sailing Palm Island – Sailing SVG – Hallberg-Rassy 54 Cloudy Bay – Mar 2018
After 2 days in Union Island (St. Vincent & the Grenadines), s/v Cloudy Bay (Hallberg-Rassy 54) moves 1nm east to Palm Island, a private all-inclusive resort. Pure paradise, with white sand beaches and incredibly blue turquoise sea. Perfect setting for...
SSL 260 ~ A Day at our ‘Office’…
Captain Rick Moore
SSL 260 ~ A Day at our ‘Office’…
Welcome to a day at our 'Office'... we start with filming a private island that is for sale for US$4Million.. so if you like it be sure and leave a comment and we'll fix you up with some more info! ;) After that you can join us for a spectacular sail fro...
Thunderball Grotto & Iguana Beach
SailingBritican
Thunderball Grotto & Iguana Beach
Join us for a swim in one of the most magical attractions – Thunderball Grotto Bahamas. Determine if you know how to treat your anchor and ground tackle with respect. And sail with us from Pig Beach to Iguana Beach where we become surrounded by hundreds ...
SSL 259 ~ Captain’s Live Sunday Update
Captain Rick Moore
SSL 259 ~ Captain’s Live Sunday Update
Meet Nate & Jordan from DRENCHED DIVING in SSL001! https://www.youtube.com/watch?v=UIaF7hPwpnk&index=2&list=PL617uWVV3aowCkDILqC952X8EtvH18rPt DRENCHED DIVING Youtube Channel at: https://www.youtube.com/channel/UCo1SVuhySkvvbMxWljBSY1g SV DEL...
Vlog #3 : Chandlers, and a massive rant!
Sailing Ruby Rose
Vlog #3 : Chandlers, and a massive rant!
Another day, another, Vlog. Todays I end up back in the chandlers getting ripped off and because it annoys me have a little rant. Sorry. Thanks so much for watching! Please subscribe, leave a comment and give a thumbs up. Links: www.yachtrubyrose.com www...
Season 4 First Look! – Lazy Gecko Sailing & Adventures
Lazy Gecko Sailing & Adventures
Season 4 First Look! – 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 of Brittany? Follow her personal Instagram @nautimate Want more LGS? Follow our public Instagram @lazygeckosail...
ep7  – Union Island – DJI Mavic over Clifton Bay – SVG – Hallberg-Rassy 54 Cloudy Bay – Feb 2018
Sail Cloudy Bay
ep7 – Union Island – DJI Mavic over Clifton Bay – SVG – Hallberg-Rassy 54 Cloudy Bay – Feb 2018
DJI Mavic drone flight over s/v Cloudy Bay (Hallberg-Rassy 54) in Clifton Bay anchorage, Union Island, St.Vincent, Caribbean.
Vlog # 2: Provisioning for offshore sailing
Sailing Ruby Rose
Vlog # 2: Provisioning for offshore sailing
Provisioning is a massive pain. It is tedious and takes days. However, it needs to be done. This Vlog is provisioning for offshore sailing, and sailing away from the USA. It's not sailoing, so if you are expecting that come back in few weeks when we set o...
Finally Time For Shakedown Sail! Sailing Ocean Around Ep. 61
Sailing Malou
Finally Time For Shakedown Sail! Sailing Ocean Around Ep. 61
The Crew is starting to find their ways around the boat. And we continue with the work to get her ready for launch and eventually the glorious shake down sail! Support us by becoming a member of our Patreon Crew! Just click the link https://www.patreon.c...
Aquarius upgrades & maintenance costs 2017 / Sailing Aquarius How To Series
Sailing Aquarius Around The World
Aquarius upgrades & maintenance costs 2017 / Sailing Aquarius How To Series
This is our second most requested video so far. We are sharing our upgrades costs and maintenance costs for 2017. We do not include any docking, mooring, travel or food expenses, but this should give you some idea about maintenance and upgrades costs. We a...
SSL 258 ~ SSL meets DELOS!  (in 4K UltraHD)
Captain Rick Moore
SSL 258 ~ SSL meets DELOS! (in 4K UltraHD)
Yes it's happening, crew of SSL has just met up with SV DELOS in Grenada to hang out and have some fun... Be sure you're subscribed so don't miss any of the fun! Cheers, Captain Rick Want real time updates? Follow SSL on our new Instagram at: http://ww...
ep4 – Discover Grenada – Hallberg-Rassy 54 Cloudy Bay – Feb 2018
Sail Cloudy Bay
ep4 – Discover Grenada – Hallberg-Rassy 54 Cloudy Bay – Feb 2018
During the 19 days spent in Grenada, s/v Cloudy Bay (Hallberg-Rassy 54) crew took two days to explore the Spice Island by car. We drove along the east, north and west coasts and off the beaten path. This video captures the most interesting moments: Grand E...
Flares!!!! Getting Ready to sail, # Vlog1
Sailing Ruby Rose
Flares!!!! Getting Ready to sail, # Vlog1
As we prepare to leave the USA and head offshore, the preparation work begins. We have so , so much to do after living on the boat for 6 months without saiing. Today our attention turns to making sure our safety gear is working and in date. Pyrotechnic f...
ep3 – Sailing Grenada – Hallberg-Rassy 54 Cloudy Bay – Feb 2018
Sail Cloudy Bay
ep3 – Sailing Grenada – Hallberg-Rassy 54 Cloudy Bay – Feb 2018
After a week in Barbados, s/v Cloudy Bay (Hallberg-Rassy 54) spent little more than two weeks exploring and cruising Grenada, 2-20 Feb 2018. Dramatic upwind sailing on the south coast from minute 10'38''.

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