Watch Sailing & Boating Adventures Around the World – Page 3 of 3

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 49-57 of 57 results
Why You’re Failing at Sailing
Sailing Zingaro

Why You’re Failing at Sailing

BLACK FRIDAY BOOK DEAL: FREE WORLDWIDE SHIPPING: After 90,000 ocean miles, four Pacific crossings, losing a forestay, a knockdown, and a catamaran literally splitting in half… I’ve realized something nobody talks about: Most of the danger offshore doesn’t come from storms or gear. It comes from t...
Every Boat Has a Story… You’re Not Gonna Believe This One
Sailing Zingaro

Every Boat Has a Story… You’re Not Gonna Believe This One

FULL TOUR: ➡️ (Uploading... Give it 60 minutes...) Every boat has a story… but this one is on another level. This is the MCP 68 Global Expedition — a 32-ton aluminum yacht that sailed six thousand miles upwind on its maiden voyage, straight into hurricane season… and nothing meaningful broke. N...
Where to Find REAL Sailing Information
Sailing Zingaro

Where to Find REAL Sailing Information

Sailing knowledge isn’t centralized — it’s tribal. You learn from old salts, obscure blogs, long-out-of-print manuals, and the people who’ve actually done the miles. But with so much noise online, where do you find information you can actually trust? In this video, I’ll share the best places to lea...
I Fell Asleep and Crashed Into the Rocks
Sailing Zingaro

I Fell Asleep and Crashed Into the Rocks

Get The Book → The True Story Behind the Night I Almost Lost Everything—and What It Taught Me About Command at Sea. Two boats. Two oceans. Two mistakes I’ll never forget. This is the night I fell asleep under full sail and ran my boat straight into the reef—twice. It’s not about drama; it’s about...
Which Rig Is BEST for Bluewater Sailing?
Sailing Zingaro

Which Rig Is BEST for Bluewater Sailing?

In this video, I break down the real-world pros and cons of masthead rigs vs fractional rigs for offshore sailing. This isn’t just theory—I’ve sailed almost 100,000 nautical miles on both, in storms, trade winds, and dead calms. You’ll learn: Which rig performs better offshore—and why The surprisin...
DO NOT BUY These 5 Sailboats (And 5 You SHOULD)
Sailing Zingaro

DO NOT BUY These 5 Sailboats (And 5 You SHOULD)

Preorder my book “Be The Captain”: In this video, I break down 10 real offshore sailboats — 5 that I think are smart, seaworthy buys... and 5 that raise red flags. These boats are all for sale right now, and I’ll walk you through what I look for in an offshore cruiser, what makes or breaks a good ...
Sneak Preview of My Book: “Be The Captain”
Sailing Zingaro

Sneak Preview of My Book: “Be The Captain”

Get a signed copy while they last → In this video, I’m sharing the story behind Be The Captain—why I wrote it, what I’ve learned from thousands of readers like you, and a preview of what’s inside. Thank you for all the support, encouragement, and energy you've sent my way. I can't wait ...
Near-Death At Sea: What I Learned
Sailing Zingaro

Near-Death At Sea: What I Learned

Chapter 13 of my book *Be The Captain* is Storm Tactics: This is what I learned the night our catamaran cracked open 100 miles offshore. It wasn’t a rogue wave. It wasn’t one bad call. It was a chain of decisions—some rushed, some careless, some just unlucky. And the truth is, the biggest problem...
My Catamaran Split in Half 100 Miles Offshore. Here’s How We Survived.
Sailing Zingaro

My Catamaran Split in Half 100 Miles Offshore. Here’s How We Survived.

Get my book here: I've shared pieces of this story before, but never the whole experience—until now. This is the true account of the night my catamaran literally ripped itself in half, 100 miles offshore in the Pacific Ocean, and how my girlfriend and I managed to survive against incredible o...
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