Watch Sailing & Boating Adventures Around the World – Page 5 of 30
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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Sailing Is Way Scarier Than You Think – Ep 353 – Lady K Sailing
Sailing looks calm, romantic, and free — until it isn’t. In this video, we explore the real-life disasters and accidents that show just how fast things can go wrong at sea — from the 1979 Fastnet Race tragedy to the Cheeki Rafiki and Sydney to Hobart storm, to modern-day survival stories that remind...
Valiant 40 Sailboat | The Legendary Bluewater Cruiser Changed Offshore Sailing Ep 352 Lady K Sailing
The Valiant 40 sailboat is one of the most iconic offshore cruisers ever built. Designed by Bob Perry in the 1970s, this legendary 40-foot yacht combined speed, comfort, and safety in a way no production cruiser had before. In this video, we take a deep dive into the history, design, performance, a...
Day ONE of our TWO Week Sail from TAHITI to HAWAII | Episode 316
Welcome back to another episode of WE|Sail! We had done about a week of good hard work to prep the boat for this long sail north to Hawai'i and now it was go time!! It had been a good week and we had been able to tackle just about every known issue with this well used, 13 year old boat, as ...
Do NOT Buy – Prout 34 Bluewater Catamaran – Ep 351 – Lady K Sailing
Looking for a proven bluewater catamaran that won’t break the bank? Meet the Prout 34 Catamaran, a legendary British cruising multihull designed for serious passagemaking. In this video, we take a closer look at the history, design, layout, and sailing performance of the Prout 34—one of the smallest...
Westsail 32 Shipmaster Review | The Legendary Bluewater Cruiser Explained – ep 350 Lady K Sailing
Thinking about buying a Westsail 32 Shipmaster? In this video, we take a deep dive into one of the most iconic bluewater cruising sailboats ever built. The Westsail 32 earned its reputation as a rugged, heavy-displacement cutter that’s carried sailors safely across oceans for decades. We’ll cover: ...
Sailing Fiji to French Polynesia; Hired for My FIRST Boat Delivery | Episode 315
Welcome back to another episode of WE|Sail! Warren barely has time to unpack his bags in Fiji before he's off on his next adventure – his very first boat delivery! This week, he's heading to French Polynesia to take on a delivery of a used Catana 55 from Tahiti to Hawaii. Boat deliverie...
Best 30ft Sailboat to Buy? Catalina 30 Walkthrough & Review – Ep 349 – Lady K Sailing
Thinking about buying a 30 foot sailboat? The Catalina 30 is one of the most popular and best-selling cruising sailboats of all time — and for good reason. In this video, we dive into why the Catalina 30 is considered the best 30 foot sailboat to buy and live on. From its surprisingly spacious inter...
I Never Thought I’d Be Signing 4,000 Books…
Get 'em while they're signed: The Captain’s Collector’s Edition books are finally shipping! 4,000 copies signed and stacked, ready to make their way around the world. This is just the beginning of a huge adventure. Thank you for being part of it. Big thanks to those who came to help me:...
Reunited at LAST | Episode 314
Welcome back to another episode of WE|Sail! This episode Erica and I are FINALLY back together! Unfortunately not sailing or even back on the boat, but together in Colorado! I pack up the boat, take a long flight and its all worth it to wrap my arms around my girl! We choose to take a month off o...
Lost at Sea: The Story of Sailor Jay Caunter & His Sabre 34 Venture – Ep 348 – Lady K Sailing
This is the story of sailor Jay Caunter, a man who set out aboard his Sabre 34 sailboat Venture in search of freedom and the call of the sea. Sadly, Jay was lost at sea, leaving behind both mystery and memory. In this video, we honor his journey, explore his sailboat, and reflect on the courage it t...
Excommunicated By My Family, Friends and Christian Community.
This was a weird one to make… thanks for watching. And thanks for taking the time to remember our dear friend Doug Drinkwater. He was one of our first patrons, became a loving friend and his passing hit hailly and I like a ton of bricks. Be sure to check out Rob and Tia on Sailing Home. Amazing hu...
An Uncomfortable Reality of Sailing with WE | Episode 313
Welcome back to another episode of WE|Sail! This episode we take a moment from boat work and sailing to expose some issues developing in our relationship. It's a little different from our normal tropical daydreaming sailing content but we think its important to be as real and as transparent a...
Fountaine Pajot 80 | The Ultimate Luxury Sailing Catamaran Superyacht – Ep 347 – Lady K Sailing
The Fountaine Pajot 80 isn’t just a sailboat—it’s a floating luxury resort that can cross oceans in style. In this video, we dive into everything that makes the FP 80 one of the most impressive luxury sailing catamarans on the market today. From its massive 80-foot length and 37-foot beam to its hig...
Live @ the Cannes Boat Show
Experience the Cannes boat show with Zingaro! Grab the first edition of my book → 📗 Book (ends July 31st): MORE FROM ME: 🎥 The Mason 65 Pacific Crossing series: IG:
Final Push to Sail to Fiji from Minerva Reef| Episode 312
Welcome back to another episode of WE|Sail! After surviving the storms and damage at Minerva Reef, WE make our final push to Fiji - but we are taking no chances. Watch as we sail conservatively with just the jib, extra mast supports rigged, limping our way through moderate conditions that feel like...
TOP 3 TINY Sailboats You Can Live On! – Ep 346 Lady K Sailing
Dreaming of living on a sailboat but don’t want (or need) a massive yacht? In this video, we explore the top three tiny sailboats you can actually live on. These compact cruisers prove that you don’t need a big boat to enjoy the freedom of life on the water. Whether you’re into minimalist living, af...
Minerva Reef Relief… Or So We Thought | Episode 311
Welcome back to another episode of WE|Sail! After seven of the most brutal days we've ever experienced at sea, nothing has ever looked more beautiful than the crystal-clear waters of Minerva Reef. Our grueling passage from New Zealand tested every limit we had - constant pounding waves, relent...
How Much Solar is Too Much on a Sailboat? ⚡️ (Sailboat Solar Power Explained) Ep 345 Lady K Sailing
Thinking about adding more solar panels to your sailboat? At what point does it go from smart energy management… to a floating solar farm? In this video, we break down the truth about sailboat solar power: how much solar you really need, when it becomes too much, and how to balance your batteries, l...
Why Sailboats Don’t Tip Over (and Other Sailing Questions Answered!) – ep 344 – Lady K Sailing
Ever wondered why sailboats don’t just fall over in the wind? 🌊⛵ In this video, we answer some of the most common sailing questions: Why sailboats don’t tip over Do sailboats sink? Why sailboats are “slow” compared to powerboats Is sailing hard to learn? Whether you’re new to sailing or just cu...
Fiji or Bust: The Most BRUTAL Ocean Crossing EVER!!!! | Episode 310
Welcome back to WE|Sail! This was supposed to be another beautiful Pacific crossing to Fiji. Instead, it became the most terrifying, difficult passage of my sailing career. Without Erica by my side for the first time in 7 years, I had to captain VA and our crew through the worst conditions we'...
⚓ Annapolis Sailboat Show 2025 Full Tour, Boats, Gear & Sailing Inspiration! ⚓ Ep 343 Lady K Sailing
Join us as we explore the 2025 Annapolis Sailboat Show, the largest in-water sailboat show in North America! From sleek new cruising yachts to cutting-edge multihulls, performance racing sailboats, and the latest marine gear, we take you inside the docks to see what’s new and exciting this year. 📍 ...
The BIG SPLASH – Months of Work Pay Off! | Episode 309
Welcome back to WE|Sail! After 6 weeks of non-stop solo work on the hard, it's finally time for the moment we've all been waiting for - SPLASH DAY! While Erica recovers from achilles surgery back home, Warren has been grinding through an epic list of boat projects to get Va ready for th...
How SAILBOAT Brands Got Their Names – Ep 342 – Lady K Sailing
Lady K For Sale: Apply to film boat tours: Ever wonder how Beneteau got the name Beneteau? Or Hunter? Catalina? Pearson? This week, we look at how each major boat manufacturer was named and discuss what each manufacturer is known for! Everything sailboats. Want to help support Lady K Sailing? C...