Watch Sailing & Boating Adventures Around the World
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.
Our time in Dominica comes to a pretty rough ending!
We grab a mooring in Roseau and head ashore to explore downtown, only to realize we’ve LOST our cellphone as we head back home. 😩 Not exactly how we planned to spend our last days on one of our favorite Caribbean islands!
Back at the boat, thing...
We thought we knew what Caribbean adventure looked like… then we got to Dominica.
This island completely blew us away. We chased waterfalls through the rainforest, swam beneath one of them, explored the famous Indian River, stepped into a filming location from Pirates of the Caribbean, and somehow ...
Sailing in Bocas del Toro, Panama is starting to feel a little too comfortable… so naturally, we find ourselves leaving the boat to explore what’s hiding beyond the islands. 🌴⛵️
This week aboard Escapade takes us from Starfish Beach into the canals and jungle of Bocas del Toro, with light-wind sail...
Sometimes the best cruising stops are the ones you never planned! ⛵🌴
We sail out of Portsmouth, Dominica, hoping to make a quick hop around the coast and drop anchor just around the corner. But our anchoring plans don’t exactly go as expected…
That little failure leads us to Coulibistrie, an unexp...
This was NOT the Caribbean we expected.
Sailing south through the Eastern Caribbean brought us to Guadeloupe—and what we found completely surprised us.
After leaving St. Kitts and Nevis and making a quick stop in Montserrat, we sailed Isla into Deshaies, Guadeloupe, ready to get off the boat and e...
We set out to explore Dominica’s famous Indian River… but somehow managed to lose the trail!
What followed turned into one of those adventures that makes Dominica so incredible. We wandered through thick jungle, crossed the river and found ourselves surrounded by huge twisted roots that looked str...
After days of nonstop rain, we finally get some sunshine and make the most of it! 🌴☀️
In this episode, we start with a few cosmetic boat jobs we’ve been putting off while waiting for the weather to improve. Then we set sail through Bocas del Toro, Panama, heading to Dolphin Bay Yacht Club to check ...
We say goodbye to Guadeloupe and set sail for Dominica, but it definitely isn't the smooth Caribbean sail we were hoping for!
The day starts with a bad feeling in my gut before we head out into a rough, lumpy sea for the crossing to Dominica. 🌧️⛵ It isn't our most comfortable passage, but...
Sailing the San Blas Islands, Panama after months of sailboat repairs, boatyard damage and an ongoing insurance claim! ⛵️🌴 After months stuck in the boatyard, Escapade is finally back on the water and we’re sailing again!
In this episode, we take you along for our first week back aboard Escapade as...
Sailing Guadeloupe with the family ⛵ Another beautiful stretch of Caribbean cruising!
We start out anchored in Malendure, where it’s time to tackle one of the less glamorous parts of boat life — the grocery run! With the boat stocked up, we jump into the clear Caribbean water for another incredible...
What was supposed to be a manageable overnight sail from the USVIs to St. Martin turned into one of the hardest passages we’ve experienced as a sailing family.
The forecast said one thing. The ocean gave us something completely different.
We found ourselves beating directly into the wind and waves...
Our 4-year-old Coral is taking her underwater adventures to a whole new level! 🤿🌊
We explore the incredible Réserve Cousteau in Guadeloupe, where the water is crystal clear, the reef is full of life, and Coral starts diving below the surface all on her own. Watching her confidence grow underwater a...
PLANS CHANGE. THINGS GO WRONG
Sometimes you put a hole in your boat, races don't go your way, and whole course of life changes.This isn't an episode about a disaster; it's about how a family responds when things doesn't go to plan.
This week we continue our Caribbean sailing ad...
Sailing Our Damaged Catamaran to Trinidad
We're sailing our damaged catamaran south through the Caribbean, island hoping from Guadeloupe towards Trinidad, where we plan to haul out and repair the hull after our recent grounding.
With hurricane season underway, Trinidad is our destination for r...
One last adventure at Grande Anse, one of the most beautiful beaches we’ve found in Guadeloupe before making the short hop to Deshaies. There we enjoy some delicious local treats and cool off with a swim in the river. Then it’s time to keep sailing south along the coast of Guadeloupe. The condition...
Sometimes the greatest gifts aren't things—they're the lessons and memories that stay with you forever. ❤️
This week aboard Isla, Nana and Gogo join our family to celebrate my 40th birthday, and what started as a family visit became one of our favorite weeks of boat life.
We waste no tim...
Anse Leroux, Guadeloupe is perfect, with crystal-clear water, a close by beach and fantastic snorkeling just a short ride from the boat.
From there, we take a long dinghy ride to the colorful village of Deshaies, where we wander the charming streets and discover an amazing local bakery serving deli...
If you have sailed the British Virgin Islands and are looking for a new challenge or just new scenery, look into sailing Antigua or the Abacos Bahamas.
In this video, we're comparing Antigua and The Abacos in the Bahamas as two of the best alternatives to a BVI sailing charter. Whether you...
Leaving Saba was one of the hardest departures yet. It quickly became one of our favorite islands in the Caribbean, but the weather had other plans. With stronger winds on the way, it was time to keep heading south.
Our original plan was to spend a few days exploring St. Kitts and Nevis, but the an...
After almost a year on the hard, Sophisticated Lady is back where she belongs — offshore, under full sail, heading somewhere extraordinary.
We pulled anchor from the stunning Rosario Islands of Colombia at dawn and pointed the bow toward one of the most legendary sailing destinations on the planet:...
Saba completely stole our hearts, and saying goodbye wasn't easy. 🌋❤️ Before setting sail, we squeezed every last adventure out of what has become our favorite island in the Caribbean.
Our final day starts with one last spectacular hike from The Bottom to Windwardside via the beautiful Crispee...
Saba completely blew us away. 🤯
After waiting for the perfect weather window, we finally sailed to one of the least-visited islands in the Caribbean—and it instantly became one of our favorites.
Towering straight out of the sea, Saba looks more like something from Jurassic World than the Caribbean...
After finally finding the perfect weather window, we arrive in spectacular Saba and check in by sailboat to one of the most unique islands in the Caribbean.
Our adventure begins with a ride along the legendary "Road That Couldn't Be Built"—an engineering marvel carved into impossibly...
Discover the serene beauty of Anse De Columbier, a perfect spot for your next boating mooring ball pickup.
This marine park offers peaceful waters, scenic hiking trails, and picturesque beaches for sailors of all levels.
Subscribe for more sailing destination guides and cruising tips.
LINKS:
SUB...
Manage Cookies
To provide the best experiences, we use technologies like cookies to store and/or access device information. Consenting to these technologies will allow us to process data such as browsing behavior or unique IDs on this site. 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.
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.