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.
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 ...
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.
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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? 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 ...
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...
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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...
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...
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...
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 ...
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 ...
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...
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...
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...
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 ...
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!...
Ever wondered what daily life looks like when your home is a sailboat? In this video, we’re taking you along for a full day of yachting routine—from the quiet magic of morning coffee on deck to the satisfying (and sometimes oily) reality of boat maintenance.
What’s inside:
• Sunrise rituals and bre...
The white smoke still won’t quit. I’m going deeper now and gambling $1,600 on a set of new fuel injectors. If this doesn’t work, I could be staring down a full engine replacement.
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If you woke up tomorrow and won a sailboat lottery, but the prize wasn’t cash… it was a choice between two very different 47-foot sailboats, what would you do?
In this video, we dig into a question that accidentally went viral on Facebook:
Island Packet 439 or Beneteau Oceanis 47?
Same size. Very...
#ClassicSailboat #BluewaterSailboat #BillTripp #boatfoolssailing
A Rare Dutch-Built Classic | 1961 Bill Tripp Javelin 38 | $49,500! | Tour
This Dutch-built Beauty is in San Rafael, CA, so if you're on the west coast and in the neighborhood, go check her out!
Welcome back BoatFools Nation! T...
Why is this catamaran so cheap? 🤔⛵
Today we’re taking a deep, honest look at a Fountaine Pajot Mahé 36 Evolution, a real cruising catamaran that can sometimes be found for a shockingly low price compared to newer multihulls.
Fountaine Pajot is one of the most respected catamaran builders in the wor...
Most sailboats are not accidents. They are the result of a few brilliant minds who figured out how to turn wind into speed, safety, and beauty.
In this video, we break down the four sailboat designers who shaped sailing as we know it — the men whose ideas still influence the boats we buy, sail, and...
Join us as we cruise deep into the fjords of the Faroe Islands - part it the United Kingdom of Denmark. We sail into the island of Borðoy where we explore Klaksvik and its jaw dropping beauty. We go on adventures hiking, to the famous Klakkur summit , wild landscapes and mountain views overlooking t...
Sailing for beginners is a minefield of mistakes. You're watching the wrong videos. Most sailing advice skips the painful, embarrassing realities of Day One. I’ve sailed for years, and these 5 crucial things would have saved me thousands of dollars and years of struggle.
Docking is terrifying. ...
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