Watch Sailing & Boating Adventures Around the World tagged “Caribbean”

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Wasn’t Supposed to Be This Rough… Solo to Newport, RI
Sailing Doodles
Wasn’t Supposed to Be This Rough… Solo to Newport, RI
Start speaking a new language in 3 weeks with Babbel 🎉. Get up to 55% OFF your subscription ➡️ Here: https://bit.ly/SailingDoodlesOct I set sail solo from Bridgeport, Connecticut, heading for Newport, Rhode Island — expecting a calm run up the co...
SSL747 ~ Time for a MAJOR Change
Captain Rick Moore
SSL747 ~ Time for a MAJOR Change
We're off on a new kind of adventure this time, and not sure how long it will last because life is moving in directions we never anticipated.. that ever happen to you?? Thanks for your support of our journey, and hope you enjoy this latest episode in o...
Sailing Croatia with 4 Beautiful Crew | 1.5 Hour Adventure Film
Sailing Doodles
Sailing Croatia with 4 Beautiful Crew | 1.5 Hour Adventure Film
Join me and an incredible all-female crew of four as we charter a luxury catamaran to explore the jaw-dropping Croatian coast. For seven unforgettable days, we sail from Split to the islands of Hvar, Vis, and Korčula — crystal blue water, hidden coves,...
Organized Chaos: 100 Boats Depart the Annapolis Boat Show!
Sailing Doodles
Organized Chaos: 100 Boats Depart the Annapolis Boat Show!
The Annapolis Boat Show is over, but the real work begins! At sunrise, I head back to the docks to help with the massive teardown — floating docks are being dismantled, crews are casting off lines, and nearly 100 boats start departing in a well-orchestra...
SSL746 ~ time to say Good-Bye
Captain Rick Moore
SSL746 ~ time to say Good-Bye
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...
Welcome back LAURA!  With her two kids!
Sailing Doodles
Welcome back LAURA! With her two kids!
Laura — one of the original Sailing Doodles crew and a fan favorite — joins me in Annapolis for a special reunion! This time, she’s brought her two kids along for the adventure. We head to the Annapolis Boat Show, where I show her the brand-new Isla...
Sailing for Remote Islands! – The Lazy Geckos Ep. 337
Lazy Gecko Sailing & Adventures
Sailing for Remote Islands! – The Lazy Geckos Ep. 337
We're off to search for a private beach! We'll overcome some personal issues we're having and get that watermaker going! Then an adventure in a lagoon offers a refreshing break before we're sailing away again! If you enjoy our videos, please SUBSCRIBE! C...
⛵️More BOATS & HOLES! | Genoa Track Install, CORE SAMPLE & …HOLES | Hallberg Rassy 352 MAJOR Refit
Sailing Joco
⛵️More BOATS & HOLES! | Genoa Track Install, CORE SAMPLE & …HOLES | Hallberg Rassy 352 MAJOR Refit
Another episode & more boat work! Are you sick of it yet? CUZ WE ARE! lol. Only a few more boatyard episodes to go before we splash so let's get these projects finished! Thank you for all your support!!! Business/Collab Inquiries [email protected] ...
SSL745 ~ DISMASTED
Captain Rick Moore
SSL745 ~ DISMASTED
Today's update takes us back to the boat in Cartegana, COLOMBIA, on the hard at Manzanilo Marina and Boatyard.. we spend time reviewing some of the recent issues we've found with the hull and keel bolts of "Sophisticated Lady".. and hopefully find solution...
My NEW Yacht Has Arrived! Delivering It to the Annapolis Boat Show
Sailing Doodles
My NEW Yacht Has Arrived! Delivering It to the Annapolis Boat Show
The long-awaited Island Spirit 525e hybrid-electric catamaran has finally made it to the U.S.! Hull #3 just arrived in Maryland, and since I’m getting Hull #5, I jumped aboard to help deliver her to the Annapolis Boat Show for her worldwide debut. Come ...
Boat Life Burnout Is Real — This Mom Needs Some Free Time at Atlantis!! – The Lazy Geckos Ep. 336
Lazy Gecko Sailing & Adventures
Boat Life Burnout Is Real — This Mom Needs Some Free Time at Atlantis!! – The Lazy Geckos Ep. 336
Welcome to Atlantis!! We're taking a break after several weeks on the hook! We've decided to pull into a fancy, Mega-Yacht marina and enjoy all this lovely destination has to offer! If you enjoy our videos, please SUBSCRIBE! Check out our webpage at www...
⛵️WE BOUGHT A NEW DINGHY! (for HOW MUCH?!) | Hallberg Rassy 352 | The Cost of Cruising
Sailing Joco
⛵️WE BOUGHT A NEW DINGHY! (for HOW MUCH?!) | Hallberg Rassy 352 | The Cost of Cruising
Let's find the BEST DEAL IN THE CARIBBEAN! You KNOW we've done our research when it comes to spending a huge chunk of $$ so come along as we shop for a new "car"!! First Tip: Buy in a country where there are no taxes :) Thank you for all your support!!! ...
The Ghost Crew: Sailing With Faces I Couldn’t Show
Sailing Doodles
The Ghost Crew: Sailing With Faces I Couldn’t Show
We set sail from Port Washington to Huntington Bay, Long Island — a beautiful day on the water with two amazing crew members. But after the trip, they asked not to appear in the video… so I had to blur them out. It turned into one of the most challengi...
SSL744 ~ Can a portable ECOFLOW Delta 2 Max power an AIR CONDITIONER ?
Captain Rick Moore
SSL744 ~ Can a portable ECOFLOW Delta 2 Max power an AIR CONDITIONER ?
Question I've been asked by a lot of you.. can one of these portable solar generator/power stations actually power an Air Conditioner..? Well, today we're going to find out as I run a couple of high power capacity tests on a new EcoFlow Delta 2 Max expand...
Giving Away My Sailboat to One of You!
Sailing Doodles
Giving Away My Sailboat to One of You!
🎉 BIG ANNOUNCEMENT – I’m giving away my sailboat, and YOU could be the new owner! ⚓️ This is your chance to win "SV Nauti Dogs" a 1989 Ta Chiao CT-56 bluewater cruiser, the yacht that has taken me on so many incredible adventures. Instead of se...
Boat Life Balance: Work Hard, Relax Harder – The Lazy Geckos Ep. 335
Lazy Gecko Sailing & Adventures
Boat Life Balance: Work Hard, Relax Harder – The Lazy Geckos Ep. 335
Life on our boat includes daily tasks such as making water and preparing meals afloat, we'll walk you through the process! Provisioning for these trips is also challenging, especially with grocery shopping and managing currency in a new country. We're goin...
SSL743 ~ some very bad news…
Captain Rick Moore
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
Sailing Doodles
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
Sailing Joco
⛵️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)
Sailing Doodles
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
Sailing Doodles
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
Captain Rick Moore
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
Captain Rick Moore
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
Lazy Gecko Sailing & Adventures
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...
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