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.

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Dominica Didn’t Let Us Leave Easily… E400
Wildly Intrepid Sailing

Dominica Didn’t Let Us Leave Easily… E400

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...
The Coolest Boat You’ve Never Heard Of
Lady K Sailing

The Coolest Boat You’ve Never Heard Of

Mr. Trash Wheel might be the coolest boat you’ve never heard of. This bizarre floating machine in Baltimore’s Inner Harbor uses river current, solar power, a giant water wheel and a conveyor belt to collect trash before it reaches the Chesapeake Bay and Atlantic Ocean. And yes, the giant googly eyes...
Sailing Panama…We Found a Secret Jungle River 🇵🇦 Ep-237
Leading the Escapade

Sailing Panama…We Found a Secret Jungle River 🇵🇦 Ep-237

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...
Hot Take – Slow Sailboats Aren’t Safer
Lady K Sailing

Hot Take – Slow Sailboats Aren’t Safer

Thinking about buying a sailboat? Whether you’re shopping for your first sailboat, a liveaboard sailboat, a bluewater cruising boat, or the perfect sailboat for the Bahamas and Caribbean, there’s one thing buyers often underestimate: speed. Cruising sailors are constantly told that heavy, slow sailb...
WORTH NO SLEEP? Dominica’s hidden gem E399
Wildly Intrepid Sailing

WORTH NO SLEEP? Dominica’s hidden gem E399

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...
Don’t Buy A Sailboat Until You See This | Pacific Seacraft 37 | $59,900 | TOUR
BoatFools Sailing

Don’t Buy A Sailboat Until You See This | Pacific Seacraft 37 | $59,900 | TOUR

@boatfools #pacificSeacraft #sailboat #sailing #bluewatersailing #sailboattour Don't Buy A Sailboat Until You See This! | Pacific Seacraft 37 | $59,900 | TOUR Is the Pacific Seacraft 37 the Goldilocks boat—not too big, not too small, but just right? And at $59,900 she could be the best deal ...
The Boating Industry Has a Trust Problem
Lady K Sailing

The Boating Industry Has a Trust Problem

If you own a sailboat, sooner or later you’re going to need a marine mechanic, boatyard, marina, sailmaker, rigger, marine electrician, surveyor, or somebody to handle sailboat repair and maintenance. But how do you know who you can trust? Whether you’re researching how to fix a sailboat, sailboat...
Eastern Caribbean Was NOT What We Expected
Finding Our Isla Sailing

Eastern Caribbean Was NOT What We Expected

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...
STOP! You Don’t Need to Sail Around the World!
Lady K Sailing

STOP! You Don’t Need to Sail Around the World!

Are you looking for the best sailboat to sail around the world? Wondering what makes a good bluewater sailboat, whether you need a full keel, heavy displacement, a skeg-hung rudder, or one of those legendary offshore cruising boats everyone recommends? Here’s the problem: you might be shopping for ...
HUGE Sailboat for Young Couple! Beneteau 440 and the Sailblazers
Lady K Sailing

HUGE Sailboat for Young Couple! Beneteau 440 and the Sailblazers

Check out the @Sailblazers Meet Sail Blazers, a young sailing couple doing something most people only dream about. Kendall and Finn are just 21 years old, sailing the Bahamas aboard their Beneteau Oceanis 440 and building their own sailing YouTube channel along the way. In this interview, we tal...
We Got LOST in the Pirates of the Caribbean Indian River! E398
Wildly Intrepid Sailing

We Got LOST in the Pirates of the Caribbean Indian River! E398

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...
Why You Need to Come to Annapolis This Year
Lady K Sailing

Why You Need to Come to Annapolis This Year

BUY TICKETS HERE PLEASE 😊 Are you thinking about coming to the 2026 Annapolis Sailboat Show? Do you want to see the newest sailboat models, find the best cruising boat for a couple, buy a liveaboard sailboat, or finally start working toward your sailing dream? Join me at the Annapolis Sailboat Sho...
Don’t Live on a Sailboat Until You Hear This
Lady K Sailing

Don’t Live on a Sailboat Until You Hear This

Are you thinking about living on a sailboat? How much does it cost to live on a sailboat? Is living aboard cheaper than owning a house? How does a sailboat toilet work? Where does the waste go? How do liveaboards get electricity, fresh water, internet, groceries, showers and laundry? What happens wh...
ROUGH Sail to Dominica But it’s WORTH IT E397
Wildly Intrepid Sailing

ROUGH Sail to Dominica But it’s WORTH IT E397

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...
Their First Sailboat Is an Island Packet 40
Lady K Sailing

Their First Sailboat Is an Island Packet 40

Would you buy an Island Packet 40 before you even knew how to sail? M and Nick did exactly that. With zero sailing experience, they skipped the typical starter boat and jumped straight into owning a serious 40-foot bluewater cruising sailboat. In this episode of Small Channel Sunday, we talk about ...
Why Most People Never Live Their Sailing Dream
Lady K Sailing

Why Most People Never Live Their Sailing Dream

Why do most people never live their sailing dream? It isn’t because sailing is impossible—it’s because they keep waiting for more money, more experience, the perfect sailboat, or the perfect time. Whether you’re interested in sailing for beginners, buying your first used sailboat, learning to sail, ...
Why Are Used Sailboats So Cheap in 2026?
Lady K Sailing

Why Are Used Sailboats So Cheap in 2026?

Why are used sailboats so cheap in 2026? The used sailboat market has changed dramatically since the pandemic buying boom. Boats are sitting longer, asking prices are dropping, and many buyers are making offers thousands of dollars below list price. In this Lady K Sailing episode, we explore whether...
Hidden Hot Springs & Sailing life of a family in Guadeloupe E396
Wildly Intrepid Sailing

Hidden Hot Springs & Sailing life of a family in Guadeloupe E396

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...
SAN BLAS Panama — The Reefs That Sink Boats Here | SSL779
Captain Rick Moore

SAN BLAS Panama — The Reefs That Sink Boats Here | SSL779

The San Blas Islands are one of the most beautiful places we have ever sailed. They are also one of the most technically demanding. Over 100 kilometres of coral reef protects this archipelago — and that same reef has ended a lot of sailing dreams. After 28 hours of open Caribbean, we arrived in Gun...
What Do You Do With All Your Boat Receipts?
Lady K Sailing

What Do You Do With All Your Boat Receipts?

Where do you keep all your boat receipts, manuals, registration documents, maintenance records and paperwork? Owning a sailboat or powerboat means accumulating an incredible amount of documentation. Receipts for marine electronics, batteries and repairs. Owner’s manuals for equipment. Boat registrat...
Two Versions of One Night🌙 Did She Fall 🫣 or Is There More? 🤔#sailing #lynettehooker #mystery
Lady K Sailing

Two Versions of One Night🌙 Did She Fall 🫣 or Is There More? 🤔#sailing #lynettehooker #mystery

Lady K Swag!!! Right here: Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click here to become a Patron: Or here to make a one time donation: Follow Lady K on Facebook: Or Instagram:
Coast Guard ⚓ Seizes ‘Soulmate’ Boat ⛵ in Missing Woman Case 🔎 #mystery #lynettehooker #truecrime
Lady K Sailing

Coast Guard ⚓ Seizes ‘Soulmate’ Boat ⛵ in Missing Woman Case 🔎 #mystery #lynettehooker #truecrime

Lady K Swag!!! Right here: Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click here to become a Patron: Or here to make a one time donation: Follow Lady K on Facebook: Or Instagram:
Are Catamarans a Waste of Money? | Hot Take Tuesday
Lady K Sailing

Are Catamarans a Waste of Money? | Hot Take Tuesday

Are catamarans actually worth the money, or have cruising sailors convinced themselves they need a floating luxury condo? In this Hot Take Tuesday, we’re looking at the real cost of cruising catamarans, whether most sailors actually need one, and why a much cheaper monohull can often do the exact sa...
The Boating Industry Is About to Change!
Lady K Sailing

The Boating Industry Is About to Change!

Go to www.vesselbook.com Lady K Swag!!! Right here: Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click here to become a Patron: Or here to make a one time donation: Follow Lady K on Facebook: Or Instagram:
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