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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The Cottage Boat! Start Your Waterfront Dream Before Moving #cottageboat #sailing #sailboat #travel
Lady K Sailing

The Cottage Boat! Start Your Waterfront Dream Before Moving #cottageboat #sailing #sailboat #travel

Tim Labute of Lady K Sailing outlines the cottage boat strategy, explaining how aspiring boaters can use remote work, three-year plans, and weekend commuting to start living on the water years before permanent relocation.
November 7, 2026
Sailing Banana Pancakes

November 7, 2026

Steve and Kami break down the intense sounds of sailing underway, from violent wave slap and roaring engine turbulence to haunting autopilot steering noises below deck.
living on a sailboat in Fiji & turning 21
Jadyn Morse

living on a sailboat in Fiji & turning 21

Jadyn Morse celebrates her 21st birthday aboard a 54-foot catamaran in Fiji, hiking an island peak above the anchorage, reflecting on sailing milestones, and sharing updates on her $50,000 boat fund.
What I hated most about living on a sailboat
Lady K Sailing

What I hated most about living on a sailboat

Tim Labute of Lady K Sailing analyzes the operational reality of living on a sailboat, explaining how shifting weather, anchorage holding, anchor alarms, and battery management govern daily cruising decisions.
⚓Can You Afford 💰 to Live on a Sailboat?⛵ #Sailboat #liveaboard #affordability #budget #maintenance
Lady K Sailing

⚓Can You Afford 💰 to Live on a Sailboat?⛵ #Sailboat #liveaboard #affordability #budget #maintenance

Tim Labute of Lady K Sailing analyzes the true costs of living on a sailboat, comparing recurring marine maintenance and unexpected repair risks against high overhead ashore.
À la télévision à La Réunion 🇷🇪 | Mon tour du monde à la voile en solitaire
Solo sailing around the world

À la télévision à La Réunion 🇷🇪 | Mon tour du monde à la voile en solitaire

During a three-week stopover at Le Port marina on Réunion, Dutch sailor Jacqueline Evers welcomes TV1 Réunion aboard Loveworkx to share her solo circumnavigation experiences and onboard life before sailing for South Africa.
Want to Live on a Sailboat?🏠⛵ Test This First! ⚠️#sailing #liveaboard #boatlife #nomad #sailboat
Lady K Sailing

Want to Live on a Sailboat?🏠⛵ Test This First! ⚠️#sailing #liveaboard #boatlife #nomad #sailboat

Tim Labute explains why prospective cruisers should test living on a sailboat before quitting their jobs, highlighting the realities of bad weather, close quarters, and daily maintenance.
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...
A Volcano Erupts As We Hike Up! Caught On Camera | S2 – EP16
The Runa Life

A Volcano Erupts As We Hike Up! Caught On Camera | S2 – EP16

We Hiked an ACTIVE Volcano at Night to Watch It Erupt 🌋 | Sailing Stromboli & the Aeolian Islands After months sailing Sicily’s northern coast, we’re heading for the crown of the Aeolian Islands: Stromboli, one of the most active volcanoes in the world. The goal? Hike up in the pitch black and ...
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 ...
The sailing conditions to get here were not normal! – Ep 288
Sailing Jibsea

The sailing conditions to get here were not normal! – Ep 288

Join us for a day on the water as we continue sailing north up the coast of Norway, enjoy some home-made sushi and explore historic Norwegian villages NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos - every bit of support is much appreciated, keeps our journey going and the content c...
Seeking Shelter from a Storm in a Volcano | Nisyros, Greece
Dylan Magaster

Seeking Shelter from a Storm in a Volcano | Nisyros, Greece

Buy Captain's Salve: Support on Patreon: Follow Dylan Magaster: Dylan Magaster is a multi facited creator, creating content ranging from travel vlogs, sailing, free diving, scuba diving, fpv drones and more. Business inquires or music submissions: [email protected] Music: F...
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...
Are We Pushing Our Sailing Season Too Far? S2 – EP16
The Runa Life

Are We Pushing Our Sailing Season Too Far? S2 – EP16

Are we pushing our sailing season too far by sailing until the end of October? As we sail northern Sicily and the Aeolian Islands, the conditions are shifting rapidly. Thunder, rain, and building swells are becoming daily occurrences, forcing us to constantly rethink our plans. This video captures ...
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...
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...
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 ...
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