Watch Sailing & Boating Adventures Around the World – Page 4 of 48
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 1139 results
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
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...
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...
My Rudder FAILED in the Pacific… So I Tore it Apart
After experiencing total rudder failure in the Pacific, I’m tearing apart the entire steering system on my new boat before attempting a solo nonstop circumnavigation. If this fails again in the Southern Ocean… it's game over. In September 2026 I will begin a 30,000 mile solo nonstop circumnavi...
New Mainsail, New Anchor Chain & Learning to Sew on a Sailrite! Ep-208
This week on Escapade, we’ve got a mix of thoughtful gifts, new skills to learn, and some exciting upgrades for the boat. A viewer and talented craftsman, Aaron from The Barefoot Sander, kindly sent us some beautiful handmade pieces for Escapade, including a custom spice rack that completely transf...
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...
We Replumbed Our Entire Boat… And It Leaked Everywhere Ep.66 #boatrefit
After ripping out every hose and fitting in our boat, we committed to completely rebuilding our fresh water pressure system from scratch. Instead of traditional marine hose, we chose a PEX-A plumbing system with expansion sleeves—a residential solution that’s marketed as being easy for DIY installer...
DIY Boat Flooring Replacement (Start to Finish) Ep-208
This week on Escapade, we continue rebuilding the port side of our saloon — and it’s finally time to tackle the flooring. The old teak and holly had seen better days. After ripping everything out, we start fresh using three new sheets of teak and holly from World Panel Products. From templating and...
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...
S1E39. Heat, Hikes & a Beta Repower! Boat Projects, Sail Trouble & Living the Dream | Sailing UV ⛵🐾
🔥 Heat, Hikes & a Beta Repower! Boat Projects, Sail Trouble & Living the Dream | Sailing UV ⛵🐾 📄 YouTube Description (SEO Optimized, Friendly, Exciting & Intriguing) Heat. Hard work. And a whole lot of boat life reality. 🔥⛵ Welcome back to Sailing UV — the greatest sailing show on ear...
We Opened a Can of Worms on Our Sailboat – DIY Saloon Rebuild! Ep-206
This week on Escapade, we finally tackled a job we’ve known was coming. Part of our saloon has had water damage and rotten wood for a while — and although it would have been easy to patch over it, we knew that wasn’t good enough. If we’re preparing this boat for the Pacific, we want it solid. So w...
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 ...
Sub-Freezing Refit Life | Boat Work When Winter Hits Hard Ep. 65 #refit
It’s the middle of winter, we’re still on the hard, and a sub-freezing cold snap has settled in—so this episode of our sailing refit looks a little different. When temperatures drop below freezing, outdoor projects grind to a halt, but refit life doesn’t stop. In this video, we show what winter boat...
Ep54 Sailing Couple Safety Prep — What We Addressed Before Our Next Ocean Passage
Welcome back to another episode of Sailing Into the Mystic! With this episode we are launching season 5. Now that the Mystic is parked in a marina in Ensenada for the holidays, we are taking the time to take care of some issues with the most important safety equipment on board. We also are taking ...
Mast Down. Hauled Out. And More Diesel.
For the first time since I bought the boat, Phoenix do Mar is hauled out. Time to upgrade systems and prepare her for the Southern Ocean. In September 2026 I will begin a 30,000 mile solo nonstop circumnavigation of the planet aboard my 1998 Pacific Seacraft 40, "Phoenix do Mar", meaning ...
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...
S1E38. Brand New Outboard First Start & Break-In | Did I Do This Right? (Tender Sea Trial)
Welcome back to Sailing UV ⚓ The best sailing show on earth! Today we finally get our brand-new tender outboard installed, serviced, and running for the very first time. Before this boat can go anywhere, the dinghy has to work — and that means properly preparing and breaking in a brand-new engine...
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...
S1E37. Restoring the Bow Sprit, Rigging an Engine Lift & Boatyard Dock Work | Sailing UV
Welcome back to Sailing UV, the best sailing show on Earth 🌍⚓ In this episode, we’re deep into hands-on sailboat refit work as we tackle the bow sprit and cap rail wood, trying to clean it up and figure out the best way to treat exterior wood in tropical climates. Oil? Varnish? Something else? Let ...
Anchor Chain Prep Turns Into Full Windlass Refit! | Sailing Roam EP64
EP64 of Sailing Roam is full of surprises! What started as prepping the anchor chain became a complete windlass replacement. Watch Geri and Shawn clean, repair, and upgrade their cruising catamaran in this hands-on refit episode. After nearly 18 months of refit work, it was finally time to tackle 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 ...
I Might Need a New Engine
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. ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where’s Phoenix Now? 👕 Official Merch 📸 Instagra...
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...