Watch Sailing & Boating Adventures Around the World – Page 4 of 67

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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Ep57 Finally Leaving Ensenada! All the Last Minute Projects Before Sailing Baja
Sailing Into the Mystic

Ep57 Finally Leaving Ensenada! All the Last Minute Projects Before Sailing Baja

Welcome back to Sailing into the Mystic! This episode focuses on ticking off the remaining little things on our to-do list as we prepare to head south again. Join us for more insights into our daily 'sailboat living' and 'boat life' as a 'sailing couple'. Our journey co...
Fast forward to the START OF A NEW ADVENTURE! (& what we’ve been up to behind the scenes) – Ep 271
Sailing Jibsea

Fast forward to the START OF A NEW ADVENTURE! (& what we’ve been up to behind the scenes) – Ep 271

Join us as we begin a new adventure sailing offshore with our sights on a very exciting destination! During our sail, we recap how we spent winter in the United Kingdom, what we got up to, including travel, boat projects and sailing plans ahead. NEW VIDEOS EVERY SUNDAY! Please subscribe and share o...
The Start Of Liveaboard Life! Moving Onto Our Catamaran Full Time
The Runa Life

The Start Of Liveaboard Life! Moving Onto Our Catamaran Full Time

We have officially kicked off our liveaboard life for 2026! 🌍⛵ We’ve finally left the marina and our full-time sailing adventure aboard Rúna has officially begun! In this episode, we leave the marina and set sail from northern Italy on our 11m catamaran, Rúna, and begin our 2026 Mediterranean sail...
This 46-Foot Yacht Is Shockingly Cheap… Here’s the Catch
Lady K Sailing

This 46-Foot Yacht Is Shockingly Cheap… Here’s the Catch

Lady K Discord: 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:
Marinas Are Quietly Banning Older Boats
Practical Sailor

Marinas Are Quietly Banning Older Boats

Giving Old Winches New Grip: Are marinas starting to quietly ban older boats? Across California and other high-demand coastal areas, boat owners are reporting increasing difficulty getting slips for vessels over 20–30 years old. While there’s no official law restricting boat age, many marinas are ...
COLD to COZY: heating systems that keep us WARM ONBOARD! – Ep 270
Sailing Jibsea

COLD to COZY: heating systems that keep us WARM ONBOARD! – Ep 270

In this episode we detail the heating systems we have onboard our aluminum expedition sailboat. We explained what systems we have found useful in high latitude cruising and live aboard life over winter time. We outline what we like about each system and how we installed them on our boat. HEATING SY...
Do Lagoon 450s REALLY Break in Half?
Lady K Sailing

Do Lagoon 450s REALLY Break in Half?

If you’re researching the Lagoon 450 bulkhead issue, wondering about Lagoon 450 structural problems, or asking “do Lagoon 450s break in half?” — this video breaks down everything you need to know. We cover forward bulkhead deformation on Lagoon catamarans, how common the issue actually is, which yea...
Everyone Hates This Sailboat… So Why Do People Love It?
Lady K Sailing

Everyone Hates This Sailboat… So Why Do People Love It?

Hunter 380 review, Hunter sailboat review, B&R rig explanation, Hunter Marine sailboats, is a Hunter sailboat good, Hunter 380 specs, Hunter 380 problems, coastal cruising sailboat, best sailboat for beginners, easy to sail sailboat, Chesapeake Bay sailing, Bahamas cruising sailboat The Hunter ...
Rugged expedition meets cozy liveaboard comfort: UPDATED CUSTOM BOAT TOUR – Ep 269
Sailing Jibsea

Rugged expedition meets cozy liveaboard comfort: UPDATED CUSTOM BOAT TOUR – Ep 269

This episode is an updated boat tour of our custom designed aluminum sailboat Jibsea II after owning her for almost two years. We detail how we've refit her and showcase the marine upgrades we've made to ensure creature comforts while full time cruising anywhere in the world, from sailing ...
Solo Sailing to the Cave of the Apocalypse | Patmos
Dylan Magaster

Solo Sailing to the Cave of the Apocalypse | Patmos

Today I am solo sailing through the aegean sea to the island of Patmos, Greece. This single-handed sailing adventure is about 40 nautical miles beating to windward and a rough sail. Support on Patreon: Support with Bitcoin: 1C2GuZPscVskvzScBJSQpdeXqGz2moJHaC Follow Dylan Magaster: Business inqui...
Why Would Anyone Want a Trimaran?
Lady K Sailing

Why Would Anyone Want a Trimaran?

Why would anyone choose a trimaran over a monohull? In this video, we compare the Dragonfly 36 trimaran vs a Beneteau Oceanis 40.1 to answer one of sailing’s biggest questions: are trimarans better than monohulls? We break down trimaran vs monohull pros and cons, including speed, stability, comfort,...
Why Are Whales Sinking Sailboats?
Lady K Sailing

Why Are Whales Sinking Sailboats?

Why are whales sinking sailboats? Over the last few years, reports of orcas attacking sailboats have exploded across the sailing world, particularly off the coasts of Spain, Portugal, and the Strait of Gibraltar. Sailors have reported killer whales targeting rudders, disabling steering, and in some ...
Why Most People Quit Living on a Sailboat
Lady K Sailing

Why Most People Quit Living on a Sailboat

Living on a sailboat sounds amazing… until reality sets in. In this video, we talk honestly about why most people quit living on a sailboat. Not the romantic Instagram version. The real, day-to-day challenges that catch people off guard and slowly wear them down. If you’re thinking about: • living o...
Sailing and Spearfishing at the Edge of the World
Dylan Magaster

Sailing and Spearfishing at the Edge of the World

Support on Patreon: Support with Bitcoin: 1C2GuZPscVskvzScBJSQpdeXqGz2moJHaC Follow Dylan Magaster: Business inquires or music submissions: [email protected] Music: Filmed by Dylan Magaster: Edited by Dylan Magaster:
The Cheapest Modern Sailboats You Can Actually Live On
Lady K Sailing

The Cheapest Modern Sailboats You Can Actually Live On

Can you live on a sailboat if you’re not a sailor? Yes. And it doesn’t have to be expensive, old, or uncomfortable. In this video, we’re talking about the cheapest modern sailboats you can actually live on. Not performance boats. Not ocean-crossing yachts. Just modern, affordable, floating homes tha...
Free Sailboat Living The Only Way It Actually Works
Lady K Sailing

Free Sailboat Living The Only Way It Actually Works

Can you really live on a sailboat for free? Not the Instagram fantasy version — the real, practical version. In this video, we break down how people actually live on sailboats for little to no monthly cost, using real systems that work in the real world. This isn’t about hacks or shortcuts. It’s ab...
A $5,000 Sailboat Can Cost You $40,000 – Ep 371 – Lady K Sailing
Lady K Sailing

A $5,000 Sailboat Can Cost You $40,000 – Ep 371 – Lady K Sailing

So you found a $5,000 sailboat. It floats. It has a mast. The owner says “just needs a little TLC.” What could possibly go wrong? In this episode of Lady K Sailing, we break down the real numbers behind “cheap” sailboats. Standing rigging replacement, new sails, chainplates, soft deck repairs, bu...
Sailing and Spearfishing in the Aegean Sea | Koufonisia
Dylan Magaster

Sailing and Spearfishing in the Aegean Sea | Koufonisia

Join us on a sailing trip around the stunning Naxos and Koufounissia in the Cyclades, Greece, showcasing the beautiful "sailing cyclades" experience. We navigate past the large island of Naxos, anchoring in the protected bay of Panarmos, a perfect example of "sailing greece" and ...
The Big Problem With Beneteau (It’s Not What You Think)
Lady K Sailing

The Big Problem With Beneteau (It’s Not What You Think)

Are Beneteau sailboats really “bendy,” cheap, or unsafe — or is the internet just yelling again? If you’re a middle-aged couple thinking about selling the house, buying a sailboat, and cruising to the Bahamas or the Caribbean, chances are a Beneteau is already on your shortlist. They’re everywhere ...
My First ever Catch and Cook with a rusty Speargun
Dylan Magaster

My First ever Catch and Cook with a rusty Speargun

First-time spearfishing while living on a sailboat in Greece — freediving in the Aegean Sea near Naxos and Rineia to catch wild fish for food using a speargun, including white trevally and triggerfish, then cleaning, filleting, and cooking fresh seafood at anchor as part of an off-grid sailing lifes...
Taswell: The Secret Bluewater Yacht Built Like an Oyster
Lady K Sailing

Taswell: The Secret Bluewater Yacht Built Like an Oyster

Are Taswell yachts the best-kept secret in bluewater cruising? In this video, we take a deep dive into Taswell yachts and compare them directly to one of the most respected names in offshore sailing: Oyster Yachts. Using real-world listings, we show how a Taswell 56 can sell for hundreds of thousan...
No One Wants This ISLAND PACKET 44! Ep 367 – Lady K Sailing
Lady K Sailing

No One Wants This ISLAND PACKET 44! Ep 367 – Lady K Sailing

The boat for sale: Why is a 44-foot bluewater cruising sailboat priced so low? In this video, we take a deep dive into a 1994 Island Packet 44 that looks suspiciously cheap for its size, reputation, and offshore capability. Island Packet sailboats are known for being strong, conservative, full-ke...
Goodbye Catalina The End of America’s Favorite Sailboat Brand
Lady K Sailing

Goodbye Catalina The End of America’s Favorite Sailboat Brand

For decades, Catalina Yachts was the front door to sailing in North America. If you learned to sail, cruised your first coastline, or ever thought “maybe this could be my life,” there’s a good chance a Catalina was involved. But right now, Catalina isn’t building boats. Production has paused. The ...
When back ups become the plan – offshore sailing to Scotland – Ep 264
Sailing Jibsea

When back ups become the plan – offshore sailing to Scotland – Ep 264

Join us as we prepare to sail offshore in the North Atlantic in our custom aluminum sailboat from the nordic region of the Faroe Islands to Scotland, United Kingdom. We tackle failed Raymarin electronics, life on passage in the North Atlantic before dropping the hook in the beautiful outer hebrides!...
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