They Built This Boat Too Well

Learn what makes a great offshore boat, Chapter 2 of my book breaks this down in detail:
📘 Be The Captain — A Field Manual for Offshore Sailing
https://bethecaptain.com

This boat didn’t disappear because it was flawed.
It disappeared because it was built too well.

Boats like this were designed around seamanship, margin, and what actually matters offshore—long after the spreadsheets stop making sense.

In this video, I break down the design and manufacturing philosophy behind some of the best offshore sailboats ever built, why that philosophy eventually priced them out of the market, and what was quietly lost when the industry moved on.

This isn’t a tour or a buyer’s guide.
It’s a conversation about fatigue, motion, load paths, and why “better” doesn’t always survive in a market optimized for something else.

Understanding why boats like this disappeared matters because it changes how you evaluate every modern boat that came after.

Chapters:

00:00 They Built This Boat Too Well
01:24 Why This Matters Now
02:20 Are These Boats Brilliant—or a Liability?
03:25 The Design Philosophy Behind Boats Like This
03:52 The Spreadsheet Trap
04:48 Why the Numbers Look Wrong
05:50 Mass, Motion, and Real Stability
06:57 Where the Weight Actually Lives
08:33 Why These Boats Feel Easy Offshore
10:18 The Uncomfortable Truth: Cost
11:58 Victims of Their Own Excellence
13:38 Age, Financing, and Modern Reality
15:08 What This Teaches Us About Modern Boats
16:28 Final Thoughts

Learn what makes a great offshore boat, Chapter 2 of my book breaks this down in detail:
📘 Be The Captain — A Field Manual for Offshore Sailing
https://bethecaptain.com

This boat didn’t disappear because it was flawed.
It disappeared because it was built too well.

Boats like this were designed around seamanship, margin, and what actually matters offshore—long after the spreadsheets stop making sense.

In this video, I break down the design and manufacturing philosophy behind some of the best offshore sailboats ever built, why that philosophy eventually priced them out of the market, and what was quietly lost when the industry moved on.

This isn’t a tour or a buyer’s guide.
It’s a conversation about fatigue, motion, load paths, and why “better” doesn’t always survive in a market optimized for something else.

Understanding why boats like this disappeared matters because it changes how you evaluate every modern boat that came after.



Chapters:

00:00 They Built This Boat Too Well
01:24 Why This Matters Now
02:20 Are These Boats Brilliant—or a Liability?
03:25 The Design Philosophy Behind Boats Like This
03:52 The Spreadsheet Trap
04:48 Why the Numbers Look Wrong
05:50 Mass, Motion, and Real Stability
06:57 Where the Weight Actually Lives
08:33 Why These Boats Feel Easy Offshore
10:18 The Uncomfortable Truth: Cost
11:58 Victims of Their Own Excellence
13:38 Age, Financing, and Modern Reality
15:08 What This Teaches Us About Modern Boats
16:28 Final Thoughts

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Sailing Zingaro Lastest Videos

Showing 1-24 of 423 results
They Built This Boat Too Well
Sailing Zingaro

They Built This Boat Too Well

Learn what makes a great offshore boat, Chapter 2 of my book breaks this down in detail: 📘 Be The Captain — A Field Manual for Offshore Sailing https://bethecaptain.com This boat didn’t disappear because it was flawed. It disappeared because it was...
Are boats Cheapest In Certain Countries? #sailboat #sailingboat #bethecaptain
Sailing Zingaro

Are boats Cheapest In Certain Countries? #sailboat #sailingboat #bethecaptain

The first edition is ALMOST Sold Out. → https://bethecaptain.com
Sailing Truth Show: Can production boats make good cruising boats?
Sailing Zingaro

Sailing Truth Show: Can production boats make good cruising boats?

Can production boats actually make good cruising boats? I recently stepped aboard a nearly new Hanse 588, and I’ll be honest—it was huge, beautiful, modern, and incredibly appealing. And it raised a question I hear all the time from sailors planning t...
Your First Sailboat: No BS Advice for New Sailors
Sailing Zingaro

Your First Sailboat: No BS Advice for New Sailors

Stop trying to buy a "circumnavigation boat." Buy an "education" boat. I recently received an email from Simon, an 18-year-old sailor with a tight budget and a big dream. He said something that most beginners miss: "Ugly is fine. Stuck in a boatyard is no...
Do You Know The 10 Essential Knots? đŸȘą #sailing #knots
Sailing Zingaro

Do You Know The 10 Essential Knots? đŸȘą #sailing #knots

"If you can't tie knots, tie lots" is terrible advice offshore. đŸš« This is your last chance to grab the first edition of my new book Be The Captain → https://bethecaptain.com
Sailing Truth Show: The Systems That Bankrupt Cruisers
Sailing Zingaro

Sailing Truth Show: The Systems That Bankrupt Cruisers

Everyone asks, "How much does the boat cost?" Almost nobody asks, "How much does the electricity cost?" Tonight on the Sailing Truth Show, we are breaking down the specific boat systems that drain cruising budgets the fastest. It’s not the hull that ban...
Sailing Truth Show: The MOST Important Question Before You Buy a Boat
Sailing Zingaro

Sailing Truth Show: The MOST Important Question Before You Buy a Boat

Thinking about buying a boat or going cruising? Read this first: https://bethecaptain.com/ Most people think buying the right boat is the hard part. It isn’t. The hardest part—and the part almost nobody slows down enough to think through—is whethe...
Sailing Truth Show: Real Offshore Sailing Questions – Answered
Sailing Zingaro

Sailing Truth Show: Real Offshore Sailing Questions – Answered

This live stream is built entirely from real questions pulled straight from the comments on recent videos. No slides. No scripts. No armchair theory. We’ll cover real offshore sailing topics—storm tactics, reefing, routing, boat design, fatigue, risk...
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 → https://bethecaptain.com 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...
Sailing Truth Show: When Is It Time to Give Up the Sails?
Sailing Zingaro

Sailing Truth Show: When Is It Time to Give Up the Sails?

Interested in sailing offshore? Here's what you need to know: https://bethecaptain.com/ When is it time to give up the sails? This livestream is a reflective conversation about sailing, aging, fatigue, partnership, and changing priorities—not a sail vs...
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’...
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, check...
Sailing Truth Show: How to Choose the RIGHT Boat for Your Sailing Plans
Sailing Zingaro

Sailing Truth Show: How to Choose the RIGHT Boat for Your Sailing Plans

Want more info? Check out my book - https://bethecaptain.com/ Most people don’t buy a bad boat. They buy the wrong boat for the life they’re actually going to live. On this week’s Sailing Truth Show, we’re breaking down one of the most common, an...
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...
Sailing Truth Show — $1,000 Book Giveaway (Every 5 Minutes!)
Sailing Zingaro

Sailing Truth Show — $1,000 Book Giveaway (Every 5 Minutes!)

BLACK FRIDAY LIVESTREAM. I’m giving away $1,000 worth of books tonight. One book every five minutes. Stick around, drop your questions in the chat, and let’s talk boats, seamanship, offshore realities, storm tactics, and whatever else you want to throw...
Why You’re Failing at Sailing
Sailing Zingaro

Why You’re Failing at Sailing

BLACK FRIDAY BOOK DEAL: FREE WORLDWIDE SHIPPING: https://bethecaptain.com 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 ...
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: https://bethecaptain.com/ 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 Sa...
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: âžĄïž https://patreon.com/svzingaro (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 i...
LIVE: Let Me Spend YOUR Money — Sailboat Deals NOW!
Sailing Zingaro

LIVE: Let Me Spend YOUR Money — Sailboat Deals NOW!

Tonight I’m spending your money. We're going BOAT shopping. If you're interested in learning more about sailboats, pick up my book - https://bethecaptain.com/ Chapter two is dedicated to teaching you everything you need to know to pick a gread offshore b...
I Found a $25K Benetti Yacht for Sale
 Here’s Why It’s So Cheap
Sailing Zingaro

I Found a $25K Benetti Yacht for Sale
 Here’s Why It’s So Cheap

A Benetti yacht
 for twenty-five thousand dollars?! This 61' Benetti steel sailing yacht, designed by Laurent Giles, is heading to auction — and on paper, it looks like the deal of the century. But is it really? In this livestream, I’ll break down e...
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 trus...
I Fell Asleep and Crashed Into the Rocks
Sailing Zingaro

I Fell Asleep and Crashed Into the Rocks

Get The Book → https://bethecaptain.com 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 ...
The Night I Fell Asleep and Hit the Rocks — Twice
Sailing Zingaro

The Night I Fell Asleep and Hit the Rocks — Twice

This true story, and dozens more like it, are in my book Be The Captain 👉 https://www.bethecaptain.com This is a true sailing story about what happens when a solo sailor falls asleep offshore. I’ve been through two different boat crashes, both from f...
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: https://bethecaptain.com 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 f...
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