Watch Sailing & Boating Adventures Around the World – Page 2 of 31
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.
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.
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Our first overnight sailing passage took us from St. Martin to the U.S. Virgin Islands aboard our Lagoon 450 catamaran—and honestly, it wasn't what we expected.
As a family of six living aboard full-time, sailing through the night with our kids was one of the biggest milestones of our journey....
After a much longer stay in Saint Martin than we ever planned, the day has finally arrived—we're setting sail for Saba! 🌊⛵️
Known as the Island in the Clouds, Saba rises dramatically from the sea as a towering volcanic peak, creating one of the most breathtaking landscapes in the Caribbean. We...
Why is a December sailing trip to St. Kitts and Nevis worth the effort? We captured the island rhythm firsthand before the January/February tourist rush.
If you are plotting a Caribbean sailing trip, this dual-island nation offers a unique pace that feels distinct from the rest of the region. We sp...
Life in Saint Martin is looking much brighter this week! 🌴⛵ After a rough stretch of boat problems and setbacks, we're finally enjoying island life again.
Coral is having the time of her life jumping off the sailboat into the crystal-clear Caribbean waters, and we experience the vibrant atmosp...
People often see the beautiful beaches, sunsets, and tropical anchorages... but this is the side of cruising life nobody talks about.
What started as a simple solar panel upgrade quickly turned into the worst week we've had in a long time.
⚠️ Kai falls and splits his forehead open
⚠️ Everyone...
People often ask us “what is your favorite place you have sailed?”
We have sailed from Maine to Florida and every Caribbean Island and hands down, our favorite was St. Barts. (also known as St. Barths, Saint Barthelemy). This “Riviera of the Caribbean” is known for it’s red roofed homes, volcanic...
After weeks of offshore passages, unexpected challenges, and nonstop movement, we finally wake up in one of the most beautiful cruising destinations in the world: the San Blas Islands of Panama.
With only one day to explore before continuing our journey, we move Escapade into crystal-clear shallow ...
If you're visiting Saint Martin / Sint Maarten, these are experiences you won't want to miss!
We hop on a local bus to the Dutch side and head to the world-famous Maho Beach, where massive jets fly just overhead before landing at Princess Juliana Airport. Seeing these giant planes pass on...
After months of upgrades, projects, and settling into life aboard our Lagoon 450 catamaran, Isla is finally starting to feel like home.
In this episode, we install our Seawater Pro watermaker, spend time enjoying life in the lagoon, navigate unexpected health challenges, make Isla official with her...
After months of projects, upgrades, and hard work, Zephyr 2.0 is finally starting to become the boat we’ve always dreamed of.
This episode takes us to the Bahamas where James tackles one of the biggest transformation projects yet. Out goes the tired old lazy bag and in comes a beautiful new custom ...
After exploring beautiful St. John in the US Virgin Islands, it's time to check out of Cruz Bay and set sail for a long overnight passage to the island of Saint Martin!
The crossing keeps us busy as the fishing lines come alive and we land multiple tuna along the way. After arriving in Marigot...
Anguilla should be on all sailor's lists to visit, if only for a short stay. Pristine beaches and beautiful coastlines make it worthwhile. Learn how to sail Anguilla while keeping the costs down in this video.
Why did we go to Anguilla ?
Anguilla is not a popular destination for sailors, b...
In our last episode we splashed the boat and moved her to a new marina… and now somehow we’re already in the Bahamas?!
Things moved fast after that. My dad flew out to help James bring our new catamaran all the way from a freezing North Carolina down to the Bahamas. Unfortunately the cameras didn’t...
After weeks of battling Christmas winds, rough anchorages, and learning how to sail our Lagoon 450, we finally arrived in Saint Martin — the cruiser "Promised Land."
And then we spent $12,870.66. 😳
In this episode, we're transforming Isla from a bare-bones boat into a true home for ...
One of those moments that reminds you we’re visitors in their world. 🦈
Krew speared a fish, but it became lodged in the rocks. Within seconds, two sharks showed up and started circling.
We left the water immediately and came back later to retrieve the spear. The sharks were still there.
The missi...
This week aboard SV Wildly Intrepid we continue exploring the stunning island of Saint John!
We sail from beautiful Waterlemon Bay to the world famous Trunk Bay with its crystal clear turquoise water and perfect white sand beach. A tropical rain shower clears the crowds and leaves us almost alone i...
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