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.

Showing 1-24 of 1159 results
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

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:
How Landlocked Sailors Actually Own Boats
Lady K Sailing

How Landlocked Sailors Actually Own Boats

Think you live too far from the ocean to own a sailboat? In this episode, we explore how landlocked sailors can still chase their sailing dreams by choosing the right boat, finding an affordable marina near an airport, and treating their sailboat like a floating cottage. You may not need to live bes...
How to Tell if a Sailboat is Garbage
Lady K Sailing

How to Tell if a Sailboat is Garbage

To become a patron, buy tee shirts, or book a consult, visit www.ladyksailing.com Buying a used sailboat can be an incredible bargain, or a very expensive mistake. In this video, we look at how to tell if a sailboat is actually worth buying, how to inspect an older fiberglass sailboat, and which p...
Budget Sailing 💵 The New Rules📋for Buying a $10K Sailboat! ⛵#sailboat #boatbuying #advice #rules
Lady K Sailing

Budget Sailing 💵 The New Rules📋for Buying a $10K Sailboat! ⛵#sailboat #boatbuying #advice #rules

Tim Labute from Lady K Sailing outlines new rules for buying a $10,000 sailboat, explaining how slip availability, marine insurance, and maintenance logistics have shifted over 20 or 30 years.
S1E63 .After 5 YEARS… Our 57ft Sailboat FINALLY RUNS!  | Will the $7,000 Transmission Work? PT3.
Sailing UV ( UltraViolet )

S1E63 .After 5 YEARS… Our 57ft Sailboat FINALLY RUNS! | Will the $7,000 Transmission Work? PT3.

Jonathan finishes installing a newly rebuilt transmission on the 57-foot ketch UV, firing up the Perkins diesel engine after five years to check cooling and shift into reverse.
One Last Step Before We Launch! | Step 499
Sailing Uma

One Last Step Before We Launch! | Step 499

Dan and Kika fit new sails and finish running rigging on Uma in Sardinia, fabricating custom dodger line pass-throughs and mounting Lewmar clutches before an urgent yard launch.
What’s the BEST Sander? | Windpuff’s Rebuild [S1 Ep 39]
Rigging Doctor

What’s the BEST Sander? | Windpuff’s Rebuild [S1 Ep 39]

Herby details the tools and sequence for shaping and glassing Windpuff's wooden hard dodger, comparing the corded DeWalt DWE 6401 DS sander, Velcro and adhesive Dura-Block longboards, neat epoxy sealing, and 1700 vs. 1708 biaxial fiberglass.
We Finally Made It to Bahia de los Angeles | A Dream That Turned Into a Nightmare [Ep 72]
Sailing Into the Mystic

We Finally Made It to Bahia de los Angeles | A Dream That Turned Into a Nightmare [Ep 72]

Tim and his wife sail their 1988 43-foot Irwin MKIII, Into the Mystic, into Bahia de los Angeles after 1,656 miles from San Diego, before a celebration ashore turns into a fight to save Tim's life.
S1E62 PT2 . I Was TERRIFIED This Would Sink Our Boat… | Transmission Install
Sailing UV ( UltraViolet )

S1E62 PT2 . I Was TERRIFIED This Would Sink Our Boat… | Transmission Install

$7,000, more than a year of waiting, a 100+ lb transmission hanging over the engine room… and we're FINALLY getting this thing installed in UV. 🔧⛵ Welcome back to Sailing UV! UV is our 57-foot ketch-rigged fiberglass tank of a sailboat—and one very big project. We're slowly refitting her...
The $10,000 Sailboat Isn’t Dead You’re Just Doing it Wrong
Lady K Sailing

The $10,000 Sailboat Isn’t Dead You’re Just Doing it Wrong

Can you still buy a good sailboat for $10,000 in 2026? If you’re looking for cheap sailboats for sale, buying your first sailboat, or wondering how much it costs to own a sailboat, this video is for you. Affordable sailing is still possible, but buying a cheap used sailboat today takes a different a...
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

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:
Terrible Night in Santa Rosalia to Stunning San Francisquito [Ep 71]
Sailing Into the Mystic

Terrible Night in Santa Rosalia to Stunning San Francisquito [Ep 71]

A rough night in Santa Rosalia and quick decisions to avoid a visa issue forces an early departure and finding peace in a stunning anchorage, continuing our affordable blue water sailing . We are two recently retired educators, looking to live the blue water cruising life on a teachers' retire...
You Need to See the Inside of This 1971 Mariner 32 Sailboat! | $22,500 | Tour
BoatFools Sailing

You Need to See the Inside of This 1971 Mariner 32 Sailboat! | $22,500 | Tour

@boatfools #mariner32 #sailboat #sailing #ketchsailboat #sailboattour You Need to See the Inside of This 1971 Mariner 32 Sailboat! | $22,500 | Tour This 1971 Mariner 32 Ketch seemed like just another old sailboat forgotten in a boat yard. When Save the Day Jay and I first spotted her, wrapped in ...
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...
Our Final Week of Pregnancy & Annapolis Boat show Announcement!
Sailing Sunday

Our Final Week of Pregnancy & Annapolis Boat show Announcement!

Ryan and Shaunella of Sailing Sunday prepare their cruising sailboat for infant safety while Ryan heads to the Annapolis Sailboat Show to source offshore gear.
What Our $15,000 Boat Really Cost
Sailing Nahoa

What Our $15,000 Boat Really Cost

Sailing Nahoa provides a line-by-line financial audit of purchasing and refitting a $15,000 boat in Vancouver, British Columbia, calculating true DIY refit expenses.
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 ...
SHAKEDOWN: Our First Trip on a 1$ Boat
Finding Simon

SHAKEDOWN: Our First Trip on a 1$ Boat

Simon launches his resurrected $1 project boat for an intensive coastal shakedown cruise, testing marine carpentry, running rigging, and seamanship under open sail.
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 ...
WeBoating
Logo
Shopping cart