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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Should You Quit Your Job and Go Sailing?
Lady K Sailing

Should You Quit Your Job and Go Sailing?

What if you stopped waiting for retirement, quit your job, bought a sailboat, and actually went sailing? For a lot of sailors, that idea sits in the back of their mind for years. Buy a cruising sailboat, head for the Bahamas or Caribbean, live aboard, work remotely if you have to, and trade the mor...
What Does $300,000 Buy You in a Sailboat?
Lady K Sailing

What Does $300,000 Buy You in a Sailboat?

Is this your dream sailboat? Today we tour a 2020 Beneteau Oceanis 46.1 currently for sale for $299,000 and take a close look at what nearly $300,000 buys you in a modern cruising sailboat. The Beneteau Oceanis 46.1 is 47 feet 11 inches long with a 14-foot 9-inch beam and combines a massive cruisin...
The 3 Worst Sailboats of All Time
Lady K Sailing

The 3 Worst Sailboats of All Time

What are the worst sailing sailboats ever built? In this Practical Sailor episode, we examine three unusual production sailboats that sacrificed pure sailing performance for speed, comfort, portability, or powerboat capability: the MacGregor 26X and 26M, the Hunter Edge 27, and the Island Packet SP ...
Is Sailing Really Dying? I Checked the Numbers
Lady K Sailing

Is Sailing Really Dying? I Checked the Numbers

If you’re new to sailing, you might be asking yourself: Is sailing dying? Is sailing hard? Is sailing fun? Is sailing expensive? What should I know before buying my first sailboat? Maybe you’re learning how to sail, sailboat shopping, looking for an affordable used sailboat, or wondering whether bec...
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...
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...
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...
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...
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...
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 ...
Stranded in a Lightning Storm…Then Our Hair Stood Up Episode 7
Sailing Banana Pancakes

Stranded in a Lightning Storm…Then Our Hair Stood Up Episode 7

Our dinghy died miles from our sailboat as darkness closed in and a massive lightning storm rolled toward us. Then our hair began standing straight up—the terrifying warning that lightning could strike at any moment. What was supposed to be a simple family sailing trip from Miami to Key Largo for k...
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, ...
Our Last Gulf Sail Before We Cross the Atlantic
Secondhand Sailors

Our Last Gulf Sail Before We Cross the Atlantic

In episode 79 of Secondhand Sailors, we update you with some surprise information: We are currently headed towards Europe! Today we let you join us for our last sail in the Gulf before we leave for Europe. #sailing #sailboat #secondhandsailors #SVDaisyMae
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...
First Sail. First Fish | Our First Sail On Our Sailboat & Kamden Caught Dinner! Episode 6
Sailing Banana Pancakes

First Sail. First Fish | Our First Sail On Our Sailboat & Kamden Caught Dinner! Episode 6

We’re finally setting sail on our new floating home—and our very first fish aboard is a beautiful mahi-mahi! 🎣⛵️ After six exhausting days of moving aboard, organizing, provisioning, and preparing our Leopard 50 catamaran, it’s finally time to leave the dock and begin our next chapter as a full-tim...
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:
True Crime Sailing – A Cruising Wife Vanishes in the Bahamas
Lady K Sailing

True Crime Sailing – A Cruising Wife Vanishes in the Bahamas

A true crime sailing mystery in the Bahamas has left the cruising community with more questions than answers. In April 2026, sailor Lynette Hooker disappeared while cruising the Abacos aboard the sailboat *Soulmate* with her husband, Brian Hooker. What was first described as a tragic man-overboard a...
We Say Goodbye To Our Beloved Catamaran
Sailing Life on Jupiter

We Say Goodbye To Our Beloved Catamaran

If you get value from our videos whether entertainment. education or inspiration show your appreciation by supporting our channel. ▶️Visit Our Website: ▶️ SUPPORT US HERE 👇: JOIN our “PRIME” crew on PATREON for early video releases, NO ADDS, weekly video REALTIME updates, private facebook group, v...
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