Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 3 of 158
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SSL743 ~ some very bad news…
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...
Sailing NYC with Emma from Flying Doodles! | East River to Long Island Sound
We set sail right through the heart of New York City! Emma, the host of Flying Doodles, and her boyfriend join me on Nauti Dogs as we cruise past Manhattan, up the East River, and into the Long Island Sound. We make it to Port Washington, where Emma and he...
⛵️from THIS to THIS! | Teak Deck/RudderRepair/Paint/TOILETS! | Hallberg Rassy 352 Sailboat REFIT
WOW this has been a TRIP guys! We're nearing the end of our ONE YEAR REFIT with final touches being done on the topsides, interior upgrades & below the waterline repairs. We are so thankful to have all of you continuing to cheer us along for every mile...
Sailing Italy’s Amalfi Coast: Naples to Capri (Full Journey Documentary)
Join us for an unforgettable sailing adventure along Italy’s Amalfi Coast and surrounding islands. Starting from Naples, we cruise through the colorful fishing villages of Procida, soak in the hot springs of Ischia, sail past the dramatic cliffs of Capri...
Goodbye Lauryn, Hello Emma | Sailing to NYC & Aerial Hoop Show at the Statue of Liberty
We set sail from Atlantic City for our final leg with Lauryn, heading up the coast to New York City. The sail takes us right past the Statue of Liberty before we dock in Brooklyn, where it’s time to say goodbye to Lauryn… and hello to Emma from @Flying...
SSL742 ~ a very BIG hole in the Boat
More projects with our refit today as we tackle some old thru-hulls that are way overdue for replacement.. including the mounting of our new 3D sonar transducer with a sneak peak at one of our next major upgrades from RayMarine for Sophisiticated Lady... t...
SSL741 ~ Testing the BRAND NEW Bluetti RV Solar 48V Power System
Learn more about the BRAND NEW Bluetti RV5 Off-Grid Energy System at: http://bit.ly/3V5wM4Q If you are interested to order one, use code: Rick5off to save an extra 5% off sitewide BLUETTI RVSolar 48V Power System: http://bit.ly/4pa4TWW Join our Patre...
TRAPPED in a rough anchorage & a Sweet Escape! – The Lazy Geckos Ep. 334
We'll experience more excitement at sea including dealing with thunderstorms and challenges in our anchorage due to wind and swell. We'll plan along with you to wait for better weather before moving. Then we're on an offshore passage where we'll catch a SW...
The HOTTEST SAILOR on the YouTube
@Lost_Lauryn is probably the most beautiful sailing on youtube today! We have engine problems as soon as we pull up anchor at Cape May and we are drifting with the wind and current. I take quick action to get the motor started and then we sail 40 miles u...
We Sailed From Freezing To Bikini Weather In One Day!
We set sail at dawn from the C&D Canal bundled up in the morning chill, but by midday it turned into perfect bikini weather! With a steady breeze at our backs, we enjoyed an epic downwind run down Delaware Bay and made landfall in Cape May, New Jersey....
Ep. 78 Line guides and rabbit feast
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 ...
SSL739 ~ we NEVER expected THIS..!
If you'd like to see more about Clara and Hubert, our best crew ever, find their Instagram page at: http://www.instagram.com/morrisandlea and be sure and tell them we said Hi! :) Our friend Roxanne also does private bookings for her music anywhere in the...
Haul Out Prep on Panama’s Caribbean Coast (the countdown is on) | Sailing Sitka Ep 185
As Jay and Kenna spend their final week at anchor in Linton Bay, Panama, they prepare their Cheoy Lee Offshore 41’ for life on the hard. It’s never easy saying goodbye to this chapter—long days of work, tough decisions, and the bittersweet feeling of...
Best Boats at Newport Boat Show 2025 | Hylas, Beneteau & Lagoon
Join me at Day One of the Newport International Boat Show 2025! I dive into the latest electric motor technology and tour some incredible yachts, including: Hylas 57 – luxury bluewater cruiser Kufner 57 – sleek performance yacht Beneteau Swift Trawl...
SSL739 ~ a LASER for our REFIT ??
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...
Massive LIGHTNING Storm Slams our Boat at Anchor! – The Lazy Geckos Ep. 333
This week’s episode takes you from pure beach bliss to heart-pounding chaos at anchor. 🌴⚓ What starts as a gorgeous day ashore quickly turns into a race against the elements as a massive thunderstorm rolls in over the water. You’ll feel the tensi...
Sailing with Strength & Style – Lauryn on the Bowsprit
We barely made it off the dock! 😳 Just as we were about to leave, the engine wouldn’t start — air in the fuel line. After priming and fixing the issue, we finally got the motor running smoothly and set out up the Chesapeake Bay toward the C&D Ca...
Lauryn Returns To The Crew For An Epic Boat Adventure!
This channel is funded by viewers like you. Please help us keep this channel creating great content by Joining the Sailing Doodles Navy https://sailingdoodles.podia.com/sailing-doodles-course-community or become a channel member https://www.youtube.com/c...
Ep. 77 Marlow Ropes comes on board as a major sponsor for the Elcano World Challenge
Marlow Ropes can be found at: https://www.marlowropes.com/ and https://www.marlowropes.com/us/ They’re supplying the Elcano World Challenge with BLUE OCEAN® Doublebraid, a line made from 75% recycled plastic bottles (rPET) that keeps the same handli...
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
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..
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!
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
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...
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