Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 61 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 1441-1464 of 3786 results
Sailing and Surfing in the Caribbean Pt. 2 (EP 9)
The latest update from our journey of sailing around the world involves a period of both sailing and surfing in the beautiful islands of St Vincent & The Grenadines. After Lily departed, we were joined by friends and helpers of the Elixir restoration...
Ep. 337 A Swiss woman’s wisdom given to the Geico caveman – Caribbean sailing and boat life
If you would like to support with single donations click here - https://www.paypal.me/Plukky New crew that has never been out on the ocean before sailing to a Panamanian paradise. What could go wrong? Just watch the video....can't give it all away. Give...
Cruising The Caribbean by Motoryacht – S7:E22
Thanks to Hone for sponsoring this video! Go to https://honehealth.com/doodles get your at home assessment and doctor consultation for only $45. We start cruising again on the Dark Side as we head to Culebra and the Virgin Islands. This channel is funded...
IS IT CHRISTMAS? – SwT 81 MARTINIQUE IS BACK IN BUSINESS AGAIN
Christmas came early this year as the kids stopped by to give presents. We get things done also this week, and also having time for party! Martinique is done with riots for now, and things are more normal even though its still curfew. Im also giving you so...
Sailing the WRONG WAY across the Caribbean: DAY 6
We're sailing from Panama to St. Maarten - Over 1300nm UPWIND in our 49' Oyster. It's so rough we had to stop in Colombia to let off a sick crew-member. Join us for a talk about WHAT exactly we are doing, and WHO the crew is now.
SSL599 ~ the WORST CREW EVER..!!
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 Look for the full Q&A on Plukkey's channel at: ht...
SSL598 ~ We found our own PRIVATE ISLAND..!!
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 If you'd like to follow along on Ollie and Sandra's a...
Ep. 336 Young Swiss woman escapes from madhouse yacht found paddling in a fridge in the Caribbean
If you would like to support with single donations click here - https://www.paypal.me/Plukky New crew that has never been out on the ocean before sailing to a Panamanian paradise. What could go wrong? Just watch the video....can't give it all away. Give...
How did the Girls get Twisted Up at Starfish Beach? | Sailing Life – Ep. 111
An action packed few days in Bocas Del Toro and Starfish beach. We take our sailboat from Bocas Del Toro and sail over to Starfish beach to anchor for a few days. We try out some new water activities that are so much fun and explore the beach and get to ...
Don’t Drop My Boat! – S7:E21
We finish up sailing in Thailand and then launch my boat in the water...not before the crew has problems and almost drops my boat! This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron ...
SSL597 ~ That’s a VERY BAD STORM COMING..!
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? ...
Ep. 334 Storm watch and disaster strikes
If you would like to support with single donations click here - https://www.paypal.me/Plukky New crew that has never been out on the ocean before sailing to a Panamanian paradise. What could go wrong? Just watch the video....can't give it all away. Give...
WHAT? NO FOOD? – SwT 80 BOAT WORK FUN AND REFLECTIONS
We get things done also this week, even though there has been some challenges. Food shortage in the stores and marina running out of petrol and diesel. Still we manage not only getting things done but also have some fun. I'm also sharing some reflections a...
Ep. 333 Once upon a deserted island in the Caribbean there was a man and a woman
If you would like to support with single donations click here - https://www.paypal.me/Plukky New crew that has never been out on the ocean before sailing to a Panamanian paradise. What could go wrong? Just watch the video....can't give it all away. Give...
SSL596 ~ Yay, we FINALLY got it to WORK..!!
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 Visit Meghan and Alex's brand new Youtube channel at:...
She a Dirty Girl (and clumsy) – S7:E20
We sail to paradise with 3 beautiful ladies in thailand. visit Island Spirit : https://www.groupislandspirit.com This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron http://www.patre...
Ep. 332 The Mumby 48, the best cruising catamaran I have seen – how to build your own Catamaran
Hey guys, there is an inaccuracy in the video. Most of the welding was done by a local guy and not by Walter. I got it wrong ooops but local welders are cheap in the Philippines. They were paid just over the local wage. If you would like to support with...
We BROKE OUR MOTOR! What are we going to do? Sailing Zephyr – Ep. 110
That’s right. We BROKE OUR MOTOR? What are we going to do? Whilst we explore the amazing sites of Bocas Del Toro we lose our only means of transportation and connection from our floating tiny home to land. Sure we can row, but being anchored a fair way...
Ep. 92 – Arrival to Tahiti
We finally make it to TAHITI!!! It's been a life long dream to make it here, and what a way to get there. We Scuba dive and rent a car for a couple days to drive around the island and check out a few places before the country goes back on lockdown 💥Hu...
Ep. 331 Big Grouper stalk, spear and cook AND sharing the love around the Caribbean
If you would like to support with single donations click here - https://www.paypal.me/Plukky I allow myself a grouper - let the feasting and sharing the love begin Just watch the video....can't give it all away. Give it a thumbs up if you liked this epi...
SSL595 ~ are we gonna make it this time..?!?
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 Visit Meghan and Alex's brand new Youtube channel at:...
MOM PEE’S on her Daughters Boyfriend Ep.11
We have a monster fish on the line, then take a trip to Petes Pub and have a hilarious photoshoot with the family! My sisters boyfriend gets a golden shower from our mother! PLEASE SUPPORT MY WORK ON PATREON! https://www.patreon.com/Spearitanimal INSTAGR...
ALWAYS A SURPRISE – SwT 79 DINGHY SHOPPING AND NEW PROJECTS
As a sailor your boat will never stop surprising you! Its a saying if you think everything is okay with your boat it just means you have not yet discovered what's wrong. I believe lots of sailors can relate to this, and in this episode Kylie again was in f...
Sailing to a Waterfall with Beautiful Crew – S7:E19
We sail to Koh Kut (Koh Kood) where we rent motorbikes and drive to an amazingly beautiful waterfall. 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/sailin...
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.