Watch Sailing & Boating Adventures Around the World – Page 4 of 65
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 73-96 of 1552 results
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...
NO Video This Week. Scared and taking some time.
is where I put all the extra pieces of this adventure. Podcast Lives HERE: Spotify If you’ve been following this journey for a while, you already know the deeper story never fits inside a single episode. I keep a space online where I share the extended chapters, behind-the-scenes clips, full ...
Charter Chat Podcast #4. Joe Rust/Chasing Bubbles Foundation-sailing regattas
Live like Alex. That's the message from the Chasing Bubbles Foundation. In this Charter Chat Podcast episode we chat with Joe Rust, the brother of legendary sailor Alex Rust, known from the YouTube documentary Chasing Bubbles Documentary. Learn about their foundation and how they are inspirin...
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...
Is Mexico SAFE | Women Sailing the Most Dangerous Bay
is where I put all the extra pieces of this adventure. PodCast on Spotify If you’ve been following this journey for a while, you already know the deeper story never fits inside a single episode. I keep a space online where I share the extended chapters, behind-the-scenes clips, full daily vlogs...
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...
Found something disgusting under the floor. Sail Life
is where I put all the extra pieces of this adventure. Spotify If you’ve been following this journey for a while, you already know the deeper story never fits inside a single episode. I keep a space online where I share the extended chapters, behind-the-scenes clips, full daily vlogs, and more o...
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...
1971 Allied Seabreeze 35 Citation — A $24K Atlantic Contender | Full Tour
#boatfoolssailing #sailboattour #classicsailboat #seabreeze35 #offshorelife 1971 Allied Seabreeze 35 Citation — A $24K Atlantic Contender | Full Tour Could a $24,000 classic offshore cruiser really be considered for an Atlantic crossing? Today we take a hard look at a 1971 Allied Seabreeze 35 — a...
Sailing in Paradise | Chasing Bubbles Regatta- Antigua
We recently had the incredible opportunity to skipper a Beneteau sailboat in one of the coolest sailboat regatta events to ever hit the Caribbean! We were able to learn from some amazing skippers all while sailing in a new area to us around the island of Antigua. Sailing with the group is not a trip...
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 ...
Charter Chat Podcast episode 2. Learning the ropes w/William Cox. Sea Ox & Co
Sail Stillwater Charter Chat podcast #2, Brian chats William Cox, a fellow YouTuber and entrepreneur behind Sea Ox & Co. William shares his journey from a career in public safety to starting a charter business in Corpus Christi Bay. The conversation also touches on the importance of certifica...
How Our Sailing Lessons Are Made (Blender 3D Workflow)
Ever wondered how we turn a simple cube into a full sailing tutorial? In this behind-the-scenes video, we show you exactly how we build our beginner-friendly sailing explanations using Blender 3D. From modelling a boom and mainsheet, to rigging armatures and creating smooth animations, this is what...
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
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...
We Fixed Enough to Keep Going
is where I put all the extra pieces of this adventure. Spotify If you’ve been following this journey for a while, you already know the deeper story never fits inside a single episode. I keep a space online where I share the extended chapters, behind-the-scenes clips, full daily vlogs, and more o...
Major Equipment Failure | How to Plan for the Unexpected
is where I put all the extra pieces of this adventure. Spotify If you’ve been following this journey for a while, you already know the deeper story never fits inside a single episode. I keep a space online where I share the extended chapters, behind-the-scenes clips, full daily vlogs, and more o...
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 ...
WHICH WOULD YOU TAKE? Ep 366 – Lady K Sailing
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...
The Part of Sailing They Don’t Tell You Abou
is where I put all the extra pieces of this adventure. Spotify If you’ve been following this journey for a while, you already know the deeper story never fits inside a single episode. I keep a space online where I share the extended chapters, behind-the-scenes clips, full daily vlogs, and more o...
AMAZING snorkeling (and Pizza) spots! Sailing the Virgin Islands days 6-7
Sailing the Virgin Islands | Bareboat Charter USVI & BVI | Culebra, Buck Island, Sea Turtles, Christmas Cove Days 6 and 7 of our unforgettable bareboat sailing adventure through the U.S. and Spanish Virgin Islands were the perfect finale to an amazing trip. Day 6 we set sail from beautiful Cu...
Why is this Catamaran So CHEAP? – Ep 365 – Lady K Sailing
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...
Learning to Live Again – A Sailing Story
is where I put all the extra pieces of this adventure. Spotify If you’ve been following this journey for a while, you already know the deeper story never fits inside a single episode. I keep a space online where I share the extended chapters, behind-the-scenes clips, full daily vlogs, and more o...