How to Buy (and Sell) a Sailboat | Sailing Truth Show

🏆 AWARD NEWS: Be The Captain is officially a finalist for the Eric Hoffer First Horizon and Foreword INDIES Awards! Grab your award-nominated copy here: https://bethecaptain.com/

Most people buy the wrong boat for the wrong reasons, and they get buried in the paperwork they didn’t see coming. In today’s “Sailing Truth” livestream, we are pulling back the curtain on the technical, legal, and financial reality of boat ownership.

I’m also making a major announcement regarding the future of the channel and my Oyster 485. After 85,000 miles and years of living aboard, it’s time to practice what I preach.

Registration & Flags: Why Poland, Langkawi, or Delaware?

The Paperwork Trap: How to check for maritime liens and “Invisible Debt.”

VAT & Taxes: The most expensive mistake you can make in a boat deal.

Survey Secrets: Why you should never trust a broker’s recommendation.

Selling a Legend: My process for prepping the Oyster 485 for her next owner.

If you’re serious about the offshore lifestyle, stop guessing and start leading.
đź“– Order Be The Captain: https://bethecaptain.com/
đź“© For Consultation/Boat Inquiries/Partnerships: Contact us at [email protected]

🏆 AWARD NEWS: Be The Captain is officially a finalist for the Eric Hoffer First Horizon and Foreword INDIES Awards! Grab your award-nominated copy here: https://bethecaptain.com/

Most people buy the wrong boat for the wrong reasons, and they get buried in the paperwork they didn’t see coming. In today’s "Sailing Truth" livestream, we are pulling back the curtain on the technical, legal, and financial reality of boat ownership.

I’m also making a major announcement regarding the future of the channel and my Oyster 485. After 85,000 miles and years of living aboard, it’s time to practice what I preach.

Registration & Flags: Why Poland, Langkawi, or Delaware?

The Paperwork Trap: How to check for maritime liens and "Invisible Debt."

VAT & Taxes: The most expensive mistake you can make in a boat deal.

Survey Secrets: Why you should never trust a broker’s recommendation.

Selling a Legend: My process for prepping the Oyster 485 for her next owner.

If you’re serious about the offshore lifestyle, stop guessing and start leading.
đź“– Order Be The Captain: https://bethecaptain.com/
đź“© For Consultation/Boat Inquiries/Partnerships: Contact us at [email protected]

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Sailing Zingaro Lastest Videos

Showing 1-24 of 471 results
How to Buy (and Sell) a Sailboat | Sailing Truth Show
Sailing Zingaro

How to Buy (and Sell) a Sailboat | Sailing Truth Show

🏆 AWARD NEWS: Be The Captain is officially a finalist for the Eric Hoffer First Horizon and Foreword INDIES Awards! Grab your award-nominated copy here: https://bethecaptain.com/ Most people buy the wrong boat for the wrong reasons, and they get buried...
All Captains Understand THIS
Sailing Zingaro

All Captains Understand THIS

Being a captain isn’t about certification—it’s about mindset. The responsibility begins the moment you decide to take people out, and your crew will look to you for decisions when it matters most. 📗 Get My Book: https://bethecaptain.com
Beware the first 72 hours offshore
Sailing Zingaro

Beware the first 72 hours offshore

The first few days offshore are when fatigue is at its worst—and when decision-making breaks down. Without proper rest and watch structure, even experienced sailors can make poor calls that lead to bigger problems. ⏰Printable Watch Schedules: https://...
THIS is a Proper Refit (1979 Hans Christian 38 MKII)
Sailing Zingaro

THIS is a Proper Refit (1979 Hans Christian 38 MKII)

A well-maintained boat tells a clear story. From upgraded rigging to structural decisions like removing teak decks, the details reveal whether a vessel has been thoughtfully improved—or neglected. 📗 Get My Book: https://bethecaptain.com
The Night Theros Disappeared
Sailing Zingaro

The Night Theros Disappeared

June 10th, 2024. sv Theros leaves Halifax bound for the Azores. Three days later, 34 miles southwest of Sable Island — the graveyard of the Atlantic — their AIS goes dark. The boat is never found. Four weeks later, the crew washes ashore on Sable Islan...
How Pacific Ocean Weather Works
Sailing Zingaro

How Pacific Ocean Weather Works

From the southeast trades to the milk run, through the ITCZ — the doldrums — up through the northeast trades, and then into the westerlies at 35-40 degrees north where it gets serious. Big lows form over Russia, roll across the Pacific, and feed the Al...
The Perfect Bluewater Sailboat You’ll Never See | Sailing Truth Show
Sailing Zingaro

The Perfect Bluewater Sailboat You’ll Never See | Sailing Truth Show

Most people searching for the perfect bluewater sailboat will never see one like this. My book is about EXACTLY this kind of decision-making: 👉 https://bethecaptain.com In this livestream, I walk through a 1979 Hans Christian 38 MkII listed for $129,00...
The Law of Compounding Chaos #sailing #marineservices #sailboat
Sailing Zingaro

The Law of Compounding Chaos #sailing #marineservices #sailboat

Motion breaks things. Fatigue makes you stupid. Stupidity feeds fear. Fear feeds panic. Offshore failures don't come in ones. They compound. Recognize the chain.
Where Do You Store Your Emergency Water?
Sailing Zingaro

Where Do You Store Your Emergency Water?

3 weeks without food, 3 days without water. Most sailors have emergency water somewhere on the boat — but can you grab it in 5 seconds before you step off? 10 gallons aft, last thing to go under. Simple system, costs almost nothing. Check it before every...
NEVER Use a Car Battery in Your House/Boat
Sailing Zingaro

NEVER Use a Car Battery in Your House/Boat

It's cheaper. It's also a different chemistry — one that burns at 2,000° and generates its own oxygen. Your extinguisher is irrelevant. Your exit becomes the inferno. Get the offshore manual: https://bethecaptain.com/
Fighter Pilot’s Use THIS
Sailing Zingaro

Fighter Pilot’s Use THIS

The amygdala has one job: keep you scared. Here's what to do about it: The Physiological Sigh. Full video on the channel. #sailing #offshore #sailinglife
30 Seconds. That’s What a Lithium Fire Gives You.
Sailing Zingaro

30 Seconds. That’s What a Lithium Fire Gives You.

On June 10th, 2024, SV Theros left Halifax bound for the Azores. Three days later, their AIS signal went dark 34 miles southwest of Sable Island. Four weeks after that, Parks Canada found the crew on the beach. They had washed ashore in their inflatable di...
The tragic last 4 words of these sailors… #sailing  #truestory  #shorts
Sailing Zingaro

The tragic last 4 words of these sailors… #sailing #truestory #shorts

The tragic story of the Cheeky Rafiki. During a delivery from Antigua to the UK, a catastrophic structural failure caused the grid to rip the fiberglass hull apart. Without a keel, the boat capsized instantly, leaving the crew with no time to escape. These...
The Secret Skeleton of Modern Sailboats
Sailing Zingaro

The Secret Skeleton of Modern Sailboats

Most production boats from 35 to 55 feet share a hidden construction secret: the structural grid. Instead of building piece-by-piece inside the boat, manufacturers build an internal "skeleton" separately, install the interior systems, and then drop the ent...
Be The Captain — Chapter One: Think Like a Captain (Audiobook)
Sailing Zingaro

Be The Captain — Chapter One: Think Like a Captain (Audiobook)

This is the introduction and first chapter of the Be The Captain audiobook, read by the author. Chapter 1 is called Think Like a Captain. It's not about sailing techniques or gear. It's about command, and the mindset that separates people who make good de...
Why I Quit Delivering Sailboats  #sailboat  #sailing
Sailing Zingaro

Why I Quit Delivering Sailboats #sailboat #sailing

40 knots. 150 miles offshore. Floorboards floating. Bilge pump dead. Batteries dying. This was the night I quit deliveries for good. Get my book for more.
The Night I Almost Lost the Keel (and Why I Quit Deliveries)
Sailing Zingaro

The Night I Almost Lost the Keel (and Why I Quit Deliveries)

In 2014, I delivered a Beneteau First 47.7 from the Bahamas to Cartagena. Somewhere in the Caribbean, 150 miles offshore, I found myself ankle-deep in water, crew vacuuming the bilge in the dark, batteries dead, no GPS, no autopilot. I didn't know at the t...
CATAMARAN SNAPPED IN HALF
Sailing Zingaro

CATAMARAN SNAPPED IN HALF

35-knot winds. 25-foot waves. And then, the boat started to snap. This is the story of the worst storm I’ve ever seen 100 miles offshore. On the very last night of the passage — the boat started tearing itself apart. Full story on the channel. #saili...
This may be the best built boat ever.  #sailboat #sailing #classicboat #sailingboat
Sailing Zingaro

This may be the best built boat ever. #sailboat #sailing #classicboat #sailingboat

🛑 This is your last chance to grab the first edition of my new book Be The Captain → https://bethecaptain.com
Super El Niño Is Coming. What that means for You | Sailing Truth Show
Sailing Zingaro

Super El Niño Is Coming. What that means for You | Sailing Truth Show

Get the #1 offshore sailing book of the year: https://bethecaptain.com 8,000+ sailors can't be wrong. Grab your copy before your next passage. Links referenced: Be The Captain is a Forward Indies Award finalist: https://www.forewordreviews.com/awards/boo...
Do you know the sailing knot? #knots #sailing #bethecaptain
Sailing Zingaro

Do you know the sailing knot? #knots #sailing #bethecaptain

Learn the 11 core sailing knots: https://bethecaptain.com https://www.patreon.com/svzingaro https://www.paypal.me/sailingzingaro IG: https://www.instagram.com/sailing_zingaro/
This Rope Killed Two Sailors
Sailing Zingaro

This Rope Killed Two Sailors

A tug's tow line snaps under the full weight of a barge — and it kills two people in an instant. Never, ever stand near a line that's under load. It doesn't matter if it's your boat or someone else's. Towing operations are one of the most dangerous thing...
NO WAY!! A JACUZZI in the cockpit of this sailboat!?!?
Sailing Zingaro

NO WAY!! A JACUZZI in the cockpit of this sailboat!?!?

I found something absolutely crazy in the cockpit of this 82-foot aluminum-hulled Tintella. It’s essentially a shell of a boat with no windows, no ports, and no hatches—yet it has a freaking jacuzzi built right into the deck! This is one of the strange...
This Guy Was ALMOST Killed…
Sailing Zingaro

This Guy Was ALMOST Killed…

One second. That is how close this sailor came to a fatal accident. When a boat is overpowered by the wind, things go wrong fast. #sailing #closecall #nearmiss #boatlife #survival #ocean #sailinglife #extremesports #scary #marinesafety #pointofnoreturn #h...
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