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