Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 2 of 156

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Showing 25-48 of 3730 results
SSL738 ~ Searching for KATRINA
Captain Rick Moore
SSL738 ~ Searching for KATRINA
Join our Patreon and join our Team SSL Crew! http://www.patreon.com/SailingSophisticatedLady Come and join us realtime at: http://www.facebook.com/groups/SSLBackstage http://www.instagram.com/SailingSophisticatedLady To all those contributing to our ne...
Final Sail in Greece! Chaotic Docking & Farewell to Miss Lone Star
Sailing Doodles
Final Sail in Greece! Chaotic Docking & Farewell to Miss Lone Star
It’s our last day in Greece aboard the charter catamaran, sailing from the beautiful island of Agistri back to Athens. As we entered the marina, a line of a couple dozen boats all tried to dock at once with the wind picking up—things got a little hecti...
SSL737 ~ It’s Time..
Captain Rick Moore
SSL737 ~ It’s Time..
Join our Patreon and join our Team SSL Crew! http://www.patreon.com/SailingSophisticatedLady Come and join us realtime at: http://www.facebook.com/groups/SSLBackstage http://www.instagram.com/SailingSophisticatedLady To all those contributing to our ne...
Fast Sailing to Poros & Finding a Private Paradise in Greece!
Sailing Doodles
Fast Sailing to Poros & Finding a Private Paradise in Greece!
On our next-to-last day sailing in Greece with Sailing Miss Lone Star, we had some of the best moments of the trip! 🌊⛵ We pushed the boat hard in brisk winds on the way to the beautiful Greek town of Poros, flying across the water under sail. The fol...
Toga Party in Greece! Sailing, BBQ, and Plate Breaking
Sailing Doodles
Toga Party in Greece! Sailing, BBQ, and Plate Breaking
Join us for a short but beautiful downwind sail from Aegina to Agistri, where things get interesting as I attempt a creative (and slightly unusual) mooring. After some relaxing beach time, we head to the Jamaica Yacht Club for an unforgettable Greek BBQ an...
Greek Island Adventure Ends in Trash Avalanche!
Sailing Doodles
Greek Island Adventure Ends in Trash Avalanche!
We continue our Greek island adventure with Sailing Miss Lone Star as we sail from Vathy to Aegina. Along the way we stumble across something unusual on the cliffsides… but the day finishes in true Mediterranean style — with a dip in crystal-clear wate...
EP 76 Vietnam War Museum
SAILING into FREEDOM
EP 76 Vietnam War Museum
Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew T-shirt: https://teespring.com/stores/sailing-into-freedom Want more? Became our patron and get access to exclusive content. https://www.patreon.com/sailingintofreedom If ...
Anchor Drops & Bikini Tops – Life with Brittany! – The Lazy Geckos Ep. 332
Lazy Gecko Sailing & Adventures
Anchor Drops & Bikini Tops – Life with Brittany! – The Lazy Geckos Ep. 332
We're island hopping, I finally get some time to enjoy my MS Bikinis! We've had it rough lately but this was the ah-ha moment!! Come enjoy it with us! If you enjoy our videos, please SUBSCRIBE! Check out our webpage at www.thelazygeckos.com Other Links:...
Clothing Optional Sailing in Greece! | 25+ Knot Winds on a Lagoon 38
Sailing Doodles
Clothing Optional Sailing in Greece! | 25+ Knot Winds on a Lagoon 38
We’re back sailing in Greece with Miss Lone Star aboard a Lagoon 38 catamaran! 🌊⛵️ With the wind blowing over 20 knots, we reefed down twice and still flew along at 8 knots on our way from Aegina to one of my favorite harbors in the Saronic Island...
Baby on Board! Sailing from Athens to Aegina with Miss Lone Star
Sailing Doodles
Baby on Board! Sailing from Athens to Aegina with Miss Lone Star
We’re in Greece! 🇬🇷 In this episode, I fly into Athens to meet up with fellow YouTuber Sailing Miss Lone Star! @SailingMissLoneStar our very first collaboration. We chartered a beautiful catamaran and set sail on our maiden voyage together. Joinin...
Hauling Out for Hurricane Season
Sailing Doodles
Hauling Out for Hurricane Season
After weeks of hard work keeping my boat in shape, I finally wrap up the last round of repairs and set sail for Maryland. Along the way, I enjoy the last miles of the trip before hauling the boat out of the water, where it will be stored safely for the sum...
Can I Sail 500 Miles Alone Around Cape Hatteras?
Sailing Doodles
Can I Sail 500 Miles Alone Around Cape Hatteras?
I set out from Charleston, South Carolina, on a solo sailing journey of nearly 500 miles—rounding the notorious Cape Hatteras and heading up into the Chesapeake Bay. Along the way, I face changing weather, long nights at the helm, and the beauty (and cha...
Ep. 74 The ROYPOW Energy Storage System. It is so easy to install!
SAILING into FREEDOM
Ep. 74 The ROYPOW Energy Storage System. It is so easy to install!
ROYPOW supports the Elcano World Challenge #ROYPOW Check out ROYPOW here : https://www.roypow.com/marine-ess/ Contact ROYPOW here : [email protected] I cannot believe how easy it is to install this ROYPOW battery system. Literally in about 2 hours you ...
We Dive into a Blue Hole…And the Captain has a Panic Attack!! – The Lazy Geckos Ep. 331
Lazy Gecko Sailing & Adventures
We Dive into a Blue Hole…And the Captain has a Panic Attack!! – The Lazy Geckos Ep. 331
In this one we'll navigate the challenges of boat maintenance and the stresses of living remotely. Then we'll hike to the Blue Hole and jump right in! If you enjoy our videos, please SUBSCRIBE! Check out our webpage at www.thelazygeckos.com Other Link...
Boat Maintenance Mayhem After 400 Miles at Sea
Sailing Doodles
Boat Maintenance Mayhem After 400 Miles at Sea
After sailing more than 400 miles from the Bahamas to Charleston, SC, it’s time to tackle all the boat work I’ve been putting off. In the Bahamas, it’s nearly impossible to get the parts and materials you need—but now that I’m stateside, it’s f...
Sailing 400 Miles with No Rules? | Bahamas to USA Adventure
Sailing Doodles
Sailing 400 Miles with No Rules? | Bahamas to USA Adventure
We sail more than 400 nautical miles across open ocean, leaving the Bahamas behind and heading back to the U.S. coast — destination: Charleston, South Carolina. The weather throws us some surprises, the seas don’t make it easy, and morale is tested. Bu...
Ep. 73 VIETNAM WAR ZONE CHU CHI: The nightmare of battle in underground tunnels
SAILING into FREEDOM
Ep. 73 VIETNAM WAR ZONE CHU CHI: The nightmare of battle in underground tunnels
Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew T-shirt: https://teespring.com/stores/sailing-into-freedom Want more? Became our patron and get access to exclusive content. https://www.patreon.com/sailingintofreedom If ...
We Got Soaked… But the Watermaker Works! 🛠️🦈 Shark Alley Bound! – The Lazy Geckos Ep. 330
Lazy Gecko Sailing & Adventures
We Got Soaked… But the Watermaker Works! 🛠️🦈 Shark Alley Bound! – The Lazy Geckos Ep. 330
Experience a day filled with exciting water activities like snorkeling and exploring shark alley. We deal with ongoing issues with our water maker, showcasing frustrations and last ditch efforts to find solutions. If you enjoy our videos, please SUBSCRIB...
Our Last Bahamas Beach Day Was WILD! Jennifer is BACK!
Sailing Doodles
Our Last Bahamas Beach Day Was WILD! Jennifer is BACK!
Beautiful Jennifer rejoins the crew just in time for one last unforgettable beach day in the Bahamas! We sail up to stunning Spanish Cay, soaking in the final days of sunshine, clear blue water, and tropical vibes before setting our course back to the USA....
SSL736 ~ this Sh*t almost cost us our BOAT
Captain Rick Moore
SSL736 ~ this Sh*t almost cost us our BOAT
Join our Patreon and join our Team SSL Crew! http://www.patreon.com/SailingSophisticatedLady Come and join us realtime at: http://www.facebook.com/groups/SSLBackstage http://www.instagram.com/SailingSophisticatedLady To all those contributing to our ne...
What Did I Find Inside This Abandoned Ship?
Sailing Doodles
What Did I Find Inside This Abandoned Ship?
Sailing solo through the stunning Abacos, I make my way from Great Guana Cay up to Green Turtle Cay in the Bahamas. But along the way, I spot something totally unexpected — a yacht, wrecked and abandoned on the beach with no one in sight. Curiosity gets...
Ep. 72 Catamaran fitout materials and the design and 3D printing of our throttle controls
SAILING into FREEDOM
Ep. 72 Catamaran fitout materials and the design and 3D printing of our throttle controls
Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew T-shirt: https://teespring.com/stores/sailing-into-freedom Want more? Became our patron and get access to exclusive content. https://www.patreon.com/sailingintofreedom If ...
Ep 176 Kevin & Wendy | Stellar Sailing from Guadeloupe to Antigua
Sailing Talisman
Ep 176 Kevin & Wendy | Stellar Sailing from Guadeloupe to Antigua
We complete our loop; Antigua, Sint Maarten, British Virgin Islands, USVI, St Croix, and Guadeloupe. This trip is always bittersweet, given that it marks our return home to Antigua. We love Antigua, and it’s our home base, but it means the adventure sa...
10 Years of Sailing….Everything is breaking! – The Lazy Geckos Ep. 329
Lazy Gecko Sailing & Adventures
10 Years of Sailing….Everything is breaking! – The Lazy Geckos Ep. 329
In this episode, we’re dealing with one of the most frustrating parts of liveaboard life—ongoing boat repairs that never seem to end. Our watermaker decides to act up right when we need it most, and no matter how many parts we replace or seals we glue,...

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