Watch Sailing & Boating Adventures Around the World – Page 3 of 13

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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I Didn’t Expect This… Sirius Might Be the Smartest Sailboat I’ve Toured
Sailing Zingaro

I Didn’t Expect This… Sirius Might Be the Smartest Sailboat I’ve Toured

Last chance for the first printing of Be The Captain → I want to set expectations for this video, because this isn’t a review and it’s not a sales pitch. This was my first time ever stepping aboard a Sirius sailboat. I didn’t come in with a script, an agenda, or any affiliation with the builder. ...
How People ACTUALLY Make Money While Cruising (No BS)
Sailing Zingaro

How People ACTUALLY Make Money While Cruising (No BS)

Most people don’t give up on cruising because of weather, boats, or seamanship. They give up because they can’t figure out the money. In this episode, I break down how people actually make money while cruising—and just as importantly, what doesn’t work once real life at sea gets involved. This is...
What Went Wrong — Lessons from S/V Escape
Sailing Zingaro

What Went Wrong — Lessons from S/V Escape

This video took me three years to make. Two sailors lost their lives aboard S/V Escape, and this is a careful, experience-based breakdown of what went wrong to understand the seamanship lessons that matter. Captain’s Locker — FREE DOWNLOAD Gear, checklists, watch schedules, night-reef cards, emerge...
Sailing Truth Show: Why Balance Beats Strength on a Sailboat
Sailing Zingaro

Sailing Truth Show: Why Balance Beats Strength on a Sailboat

Most people think surviving storms offshore is about having a strong boat. Heavier. Tougher. Overbuilt. It’s not. Offshore seamanship is the art of keeping a boat in balance—aerodynamically, structurally, and mentally. When a boat is balanced, energy stays manageable. When it’s not, energy builds ...
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...
Sailing Truth Show — The $28k Boat That Could Make You A YouTube Star
Sailing Zingaro

Sailing Truth Show — The $28k Boat That Could Make You A YouTube Star

If you buy this boat, you'll need this book: Ever dreamed of starting a YouTube channel — and blowing up instantly? This 82-foot abandoned yacht might be the craziest “content cheat code” I've ever seen. Tonight on the Sailing Truth Show we’re looking at a massive Dutch-built aluminium...
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...
I Never Thought I’d Be Signing 4,000 Books…
Sailing Zingaro

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:...
Live @ the Cannes Boat Show
Sailing Zingaro

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:
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 ...
Why Sailboats Have Two Rudders
Sailing Zingaro

Why Sailboats Have Two Rudders

Check out my new book, Be The Captain: Ever wondered why so many modern sailboats now have dual rudders? You might think it's about safety or redundancy—but there's actually a deeper story. This video reveals the real reasons behind the widespread adoption of dual rudders on cruising sai...
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 ...
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...
Is this a Good Boat?
Sailing Zingaro

Is this a Good Boat?

My new book, "Be the Captain," is finally done! This is the field manual I wish I had when I first started sailing offshore. Ever wondered how I actually search for boats online? In today's video, I'm taking you behind the scenes and showing you my exact step-by-step process f...
The ONE Question That Changes Everything About Buying a Boat
Sailing Zingaro

The ONE Question That Changes Everything About Buying a Boat

Want a signed copy of my book? Limited time: Buying your first sailboat? There’s ONE question you must ask before you spend a dime—or you’ll end up with a floating disaster that doesn’t match your life at all. In this video, I break down the six real-world sailing archetypes—and exactly what kin...
Atlantic Crossing Guide: Offshore Weather Routing 102
Sailing Zingaro

Atlantic Crossing Guide: Offshore Weather Routing 102

Grab the SIGNED FIRST EDITION of my new book "Be The Captain" before it’s gone! If you've ever wondered how to cross the Atlantic from the US to Europe - here's your vid. I break down everything you'll need to know to really understand clearly the weather patterns that yo...
10 Affordable Sailboats to Sail Around the World (Under $50K)
Sailing Zingaro

10 Affordable Sailboats to Sail Around the World (Under $50K)

In this video, I reveal 10 incredible, inexpensive sailboats under $50,000 perfect for bluewater sailing around the world. These boats are affordable, capable, and ready to take you on the adventure of a lifetime. From legendary designs like the Cal 40 and Valiant 40 to rugged classics like the Tay...
LIVE: Zingaro is KEEPING THE BOAT??? (Live sailing offshore MERRY CHRISTMAS!)
Sailing Zingaro

LIVE: Zingaro is KEEPING THE BOAT??? (Live sailing offshore MERRY CHRISTMAS!)

Zingaro is on DAY 14 of an offshore passage Annapolis, USA - Cartagena, Colombia. Join us for the CRAZY STORY!
Will the Anker SOLIX F2000 run a BOAT???
Sailing Zingaro

Will the Anker SOLIX F2000 run a BOAT???

Today we review the Anker SOLIX F2000 portable power station, testing it with a boat to see if it can charge batteries and run AC.
Zingaro is FOR SALE (Not Clickbait)
Sailing Zingaro

Zingaro is FOR SALE (Not Clickbait)

Ahoy, friends! After 4 incredible years and 45,000 nautical miles of adventures, it’s time to announce that our beloved sailboat, Zingaro, is officially for sale. 🌊⚓️ In this heartfelt video, we share our journey, the highs and lows, and the mixed emotions that come with saying goodbye to our float...
Was it WORTH IT? Our PROJECT BOAT is FINISHED!!!!!!
Sailing Zingaro

Was it WORTH IT? Our PROJECT BOAT is FINISHED!!!!!!

Cross the ATLANTIC with us!!! @ We purchased a derelict boat four years ago, on the hard for 7 years. Now she is BACK in her BEAUTIFUL nature with a new paint job top to bottom, new teak decks, floor, interior, and much more! Tune in to see the transformation. Visit our FAVORITE marina: ❤️ Supp...
Repairing our autopilot linear drive underway
Sailing Zingaro

Repairing our autopilot linear drive underway

❤️ Support this channel: Come sailing with us! Patreon: T-shirts: 👇 Social Media: Website: Facebook: Instagram: 👨‍👩‍👦‍👦 Companies we love: OC Tenders: Seawater Pro Watermakers: Lasdrop dripless shaft seal: Spurs shaft cutter: Forward-looking sonar: 🎶: Epidemic Sound
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