Watch Sailing & Boating Adventures Around the World tagged “Caribbean”
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.
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...
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...
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,...
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...
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...
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...
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...
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]
...
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...
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 ...
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...
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!!!
...
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...
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...
🎉 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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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!
By clicking “Accept All Cookies”, you agree to the storing of cookies on your device to optimize our website, personalize and measure the effectiveness of advertising and collect statistics on usage. Not consenting or withdrawing consent, may adversely affect certain features and functions.
Technical or Functional cookies
Always active
Technical or functional cookies are essential for the basic functionality of the website. They are necessary for general web administration, session identification, website security, and presenting optimized content based on your devices. They also improve the general usability of the website, enabling features such as logging in to your account, adding products to your shopping cart, and checking out securely. These cookies are crucial for the website to function properly and cannot be switched off in our systems. They are typically set in response to actions made by you, such as setting privacy preferences, logging in, or filling in forms. While you can configure your browser to block or alert you about these cookies, please note that some parts of the site may not work properly if you do so. It’s important to mention that these cookies do not store any personally identifiable information directly related to your identity. We may place these cookies without your explicit consent as they are strictly necessary for providing our service.
Preferences
The technical storage or access is necessary for the legitimate purpose of storing preferences that are not requested by the subscriber or user.
Statistics or Performance cookies
We utilize statistics cookies to optimize the website experience for our users and gain insights into its usage, such as the number of website visitors, unique visitors, visited pages, and traffic sources. These cookies enable us to measure and enhance site performance by identifying the most and least popular pages and tracking visitor movement. This data aids us in understanding and analyzing website performance for continuous improvement. All collected data is aggregated and therefore anonymous. Disabling these cookies hampers our ability to monitor site visits and performance effectively. We ask for your permission to place statistics cookies.The technical storage or access that is used exclusively for anonymous statistical purposes. Without a subpoena, voluntary compliance on the part of your Internet Service Provider, or additional records from a third party, information stored or retrieved for this purpose alone cannot usually be used to identify you.
Marketing, Advertising, and Tracking cookies
On this website, we use marketing, advertising, and tracking cookies to personalize the advertisements we show to you, ensuring they are meaningful and relevant. These cookies also allow us (and third parties) to gain insights into the effectiveness of advertising campaigns. This is achieved by creating a profile based on your click behavior and Browse activity both on and outside our Website. These cookies link you, as a website visitor, to a unique ID, for example, to ensure you do not see the same advertisement repeatedly. The information stored in these cookies may also be used by third-party ad providers to show you ads on other websites you visit. Because these cookies are used for tracking and marketing purposes, we ask for your explicit permission to place them.