Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 70 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 1657-1680 of 3776 results
SSL 555 ~ THIS will help make a WOMAN HAPPY..
Captain Rick Moore

SSL 555 ~ THIS will help make a WOMAN HAPPY..

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 To all those contributing to our ongoing project list...
SSL554 ~ THEY NEED HELP..!!!
Captain Rick Moore

SSL554 ~ THEY NEED HELP..!!!

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 To all those contributing to our ongoing project list...
SSL553 ~ making MAJOR changes…
Captain Rick Moore

SSL553 ~ making MAJOR changes…

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 To all those contributing to our ongoing project list...
Ep 290  Hiding out on a deserted island in Southern Cuba
SAILING into FREEDOM

Ep 290 Hiding out on a deserted island in Southern Cuba

Covid is playing chess with us and we are pinned. Is it checkmate for the entrepid duo? We stretch our supplies further waiting for the world to become normal again. Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew T-shir...
How we fixed our GLOW PLUGS and ENGINE SHUT OFF SWITCH on our 1987 MERCEDES Mani-Diesel Engine
Sailing The Far Side

How we fixed our GLOW PLUGS and ENGINE SHUT OFF SWITCH on our 1987 MERCEDES Mani-Diesel Engine

Hello Everyone! In Season 2 Episode 46, we were having issues with our Glow Plugs and Fuel Shut off switch. We have an old 1987 72hp Mercedes Mani-Diesel engine and they had both all of a sudden stopped working. We began by investigating the power connect...
Starting The Next Chapter Of This Adventure!! Who Is Finally LEAVING ‘The Far Side’?!? [S2:E46]
Sailing The Far Side

Starting The Next Chapter Of This Adventure!! Who Is Finally LEAVING ‘The Far Side’?!? [S2:E46]

Hello Everyone! In this weeks episode we climb back into the engine compartment and fix some more things per usual! We take a break to stretch our legs and hike up to the monument at monument beach! And thennnnnnnn dundundadunnnnnnn our special guests tel...
1,500 Mile Offshore Passage…Are We Ready?? – Lazy Gecko Sailing VLOG 180
Lazy Gecko Sailing & Adventures

1,500 Mile Offshore Passage…Are We Ready?? – Lazy Gecko Sailing VLOG 180

We're in the final minutes of an upcoming weather window for a passage that will take us on a 1,500 mile offshore adventure! We'll show you the final steps we need in order to complete such a journey. Then you'll be onboard as we shove off! See more belo...
Huge Fuel Bill for the Yacht! – S6:E43
Sailing Doodles

Huge Fuel Bill for the Yacht! – S6:E43

We Sailing From St Thomas To Water Island in the USVI. Have a little fun Hula hooping on the beach and then take the new highfield dinghy for some wake boarding! This channel is funded by viewers like you. Please help us keep this channel creating great...
SSL552 ~ We are soooo BUMMED…
Captain Rick Moore

SSL552 ~ We are soooo BUMMED…

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 To all those contributing to our ongoing project list...
Sailing through the Bahamas Island to Island making new friends [Living on a Sailboat] (Ep. #10)
Adventureman Dan

Sailing through the Bahamas Island to Island making new friends [Living on a Sailboat] (Ep. #10)

In this episode Maru and I get up to a beautiful sunrise on a calm day. It's starting to feel like great sailboat living throughout the Bahamas! We weigh anchor and set sail to Green Turtle Cay. The winds were strong and the sailing was beautiful! We got ...
SSL551 ~ a BIG FAIL on our first TEST SAIL..!!
Captain Rick Moore

SSL551 ~ a BIG FAIL on our first TEST SAIL..!!

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 To all those contributing to our ongoing project list...
Lightning Strikes! HUGE STORM in a Hurricane Hole on a Sailboat [Ep. 31]
Sailing Sweet Ruca

Lightning Strikes! HUGE STORM in a Hurricane Hole on a Sailboat [Ep. 31]

We head to Grenada's best hurricane hole to dodge a huge storm and do some boat work. Between the storms we upgrade our solar panels and get a little party on with our catamaran friends! #sailing #saillife #sailinglife #sail Join our crew on Patreon! htt...
SSL550 ~ WE GOT IT..!!
Captain Rick Moore

SSL550 ~ WE GOT IT..!!

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 To all those contributing to our ongoing project list...
Launching The New Boat! – S6:E42
Sailing Doodles

Launching The New Boat! – S6:E42

We get our new Highfield boat launched in the water and off on its maiden voyage! https://www.highfieldnorthamerica.com/ http://www.suncoastinflatables.com/ This channel is funded by viewers like you. Please help us keep this channel creating great conte...
Ep. 289 We go fishing in Southern Cuba with the locals – Sailing and fishing in the Caribbean
SAILING into FREEDOM

Ep. 289 We go fishing in Southern Cuba with the locals – Sailing and fishing in the Caribbean

Our new Cuban friends invite us along to go fishing. We stake out all of his local spots and Margarida comes home all smiles catching alot of fish. Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew T-shirt: https://teespri...
SSL549 ~ feeling a bit LOST at the moment…
Captain Rick Moore

SSL549 ~ feeling a bit LOST at the moment…

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 To all those contributing to our ongoing project list...
GIRLS DAY Party! Underwater PHOTOSHOOT In A Grotto, And A TRIGGER FISH And GROUPER Feast [S2:E45]
Sailing The Far Side

GIRLS DAY Party! Underwater PHOTOSHOOT In A Grotto, And A TRIGGER FISH And GROUPER Feast [S2:E45]

Hello Everyone! We have a lot of fun in this episode, we're back in Staniel Cay as you know from last weeks episode. We met a new friend, Kolbi, who came to hangout on the boats with us for a few days while she was visiting Staniel Cay. We started off spe...
Who’s leaving Sailing Zola??? 🥺🥴Cave Bonfires and New Friends🪵🔥Ep. 27
Sailing Zola

Who’s leaving Sailing Zola??? 🥺🥴Cave Bonfires and New Friends🪵🔥Ep. 27

Thanks SO much for watching! Hit the like and Subscribe buttons to support us and motivate us to keep going🤗 Follow us on Instagram❤️ https://www.instagram.com/sailingzola/ Become a Patron for early access to videos and daily updates🤍 https://...
SSL548 ~ Trying to solve our BIGGEST problem…
Captain Rick Moore

SSL548 ~ Trying to solve our BIGGEST problem…

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 To all those contributing to our ongoing project list...
The PANAMA CANAL | Ep 79 | Sailing Merewether
Sailing Merewether

The PANAMA CANAL | Ep 79 | Sailing Merewether

This week it's finally happening, we are going through the Panamá Canal! We get a bit nostalgic and realise we have been sailing over 7 000 NM, from Ios in Greece where we started a little under 2 years ago, to Colón in Panamá. After our some what hecti...
New Boat? – S6:E41
Sailing Doodles

New Boat? – S6:E41

We finally get a new Dinghy from Highfield Boats and then officially get the Hatteras renamed to "The Dark Side" https://www.highfieldnorthamerica.com/ http://www.suncoastinflatables.com/ This channel is funded by viewers like you. Please help us keep t...
WING FOILING in George Town & we explore an ABANDONED MARINE RESEARCH CENTER ~ Postcard 18
Postcards From Bagheera

WING FOILING in George Town & we explore an ABANDONED MARINE RESEARCH CENTER ~ Postcard 18

We are in George Town, a popular cruising destination in the Exumas, Bahamas. We're waiting out some strong winds and make the best of them by getting out WING FOILING, and Tom even gets a gig doing some coaching! After a week, we decide to head back nort...
Ep. 288 A deserted island in southern Cuba; clearest water and the whitest beach – Caribbean sailing
SAILING into FREEDOM

Ep. 288 A deserted island in southern Cuba; clearest water and the whitest beach – Caribbean sailing

We hit the jackpot with this place. It's called Cayo Algodon Grande and it's an awesome island. Just watch the episode....words cannot express the colors and clear water of this deserted island. And we have a beach bbq of shrimps and lobster....what a plac...
Talk about “Pucker Factor”…and the NAKED camera girl! – Lazy Gecko VLOG 179
Lazy Gecko Sailing & Adventures

Talk about “Pucker Factor”…and the NAKED camera girl! – Lazy Gecko VLOG 179

We've been in lockdown for a couple of months already, we're forced into making a call. Will we stay in Grenada for another Hurricane Season where we'll be limited on movement or do we dare a 1500 mile sail back to the U.S.? Come see! See more below! Se...
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