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How I Read the Weather After 85,000 Miles (PredictWind Masterclass #1/5)
Sailing Zingaro

How I Read the Weather After 85,000 Miles (PredictWind Masterclass #1/5)

The ocean doesn't care about your plans. But it does respond to physics. After 85,000 miles at sea and a career as a Navy Submariner, I’ve learned that PredictWind is only as good as the person making the decisions. This is the first video in a 5-part intensive series designed to transform you ...
How I Choose a Weather Window (Plus: Signing 4,000 Books!) | Sailing Truth Show
Sailing Zingaro

How I Choose a Weather Window (Plus: Signing 4,000 Books!) | Sailing Truth Show

Buy "Be The Captain" and get 20% off ANY PredicWind membership: Most sailors open a weather app and wait for "perfect" conditions that never come—or worse, they leave in a dangerous window because they don't know how to read the data. Today, I’m taking you behind the scene...
Nigel Calder: The Truth About Philosophy, Gunboats, and Marine Engineering
Sailing Zingaro

Nigel Calder: The Truth About Philosophy, Gunboats, and Marine Engineering

Nigel Calder has kept more sailors safe than perhaps anyone alive. But his path to becoming the world's foremost marine engineering expert was anything but standard. Get my book Be The Captain: Support the journey on Patreon: In this interview, we dive into the stories you won't find i...
Is This Legal? Changing the Year of a Boat?
Sailing Zingaro

Is This Legal? Changing the Year of a Boat?

Only 900 left: grab the first edition of my book Be The Captain → IG:
Why I’ll Never Trust a “Performance” Boat Again | Sailing Truth Show
Sailing Zingaro

Why I’ll Never Trust a “Performance” Boat Again | Sailing Truth Show

I was in the middle of a delivery on a Farr 47.7, when the bilge pump went off... What followed was an insane story that nearly killed me. I'll NEVER take another 'performance' production boat offshore. In this episode of the Sailing Truth Show, I’m sharing the full, documented sto...
Why This is the World’s Best Hard Dodger 🏆
Sailing Zingaro

Why This is the World’s Best Hard Dodger 🏆

Learn the "Anatomy of an Offshore Boat" in my book: If you’re heading into the 50s or 60s, a soft dodger won't cut it. I’m breaking down why Hallberg-Rassy sets the gold standard for cockpit protection. From integrated lighting to heat retention, this is how you stay dry when the con...
Solo Sailing an Oyster 485 #sailboat #sailing
Sailing Zingaro

Solo Sailing an Oyster 485 #sailboat #sailing

Throwback to 2021. First solo sail after my catamaran ripped in half and nearly killed my (click on the video to see story)
This Hull Shape Shouldn’t Work… 🤯 #sailboat #offshore
Sailing Zingaro

This Hull Shape Shouldn’t Work… 🤯 #sailboat #offshore

As an offshore sailor, my body is wired to trust heavy, deep hulls. Then I stepped on the Pegasus 50. It’s low, cored, and wide—everything my gut tells me to avoid. But is it actually a better machine for the way we really sail? #sailing #offshore #pegasus50 #boatdesign
50+ KNOTS: Survival Tactics & The Danger of “Growlers” | Sailing Truth Show
Sailing Zingaro

50+ KNOTS: Survival Tactics & The Danger of “Growlers” | Sailing Truth Show

You'd better tether in for this one! We're discussing what actually happens when the wind exceeds 50 knots offshore, and what real options you have when it does. At that point, you don’t have unlimited choices. You have a few. In this Sailing Truth Show, we break down: • Heaving-to vs....
They Don’t Build Boats Like This Anymore
Sailing Zingaro

They Don’t Build Boats Like This Anymore

This is what serious offshore sailboats used to look like. Heavy displacement. Overbuilt. Designed to cross oceans — not win marina beauty contests. There aren’t many of these left. If you’re planning to sail offshore, understanding why boats like this were built the way they were matters. 📕 My book...
This Shipwreck Is FOR SALE for $100,000!?
Sailing Zingaro

This Shipwreck Is FOR SALE for $100,000!?

Be The Captain — A Practical Field Manual for Offshore Sailors Hardcover + instant audiobook: 👉 There’s a shipwreck sitting on the bottom… and someone is asking $100,000 for it. But what is a sunken boat actually worth? In this video, we break down the real economics behind a shipwreck for sale — ...
This Is What a REAL Offshore Yacht Looks Like
Sailing Zingaro

This Is What a REAL Offshore Yacht Looks Like

Get the full offshore field manual here: The Little Harbor 59 is a serious bluewater yacht. Designed for real offshore miles, not marina cocktails. Here’s what immediately stands out when you see one under sail. If you’re planning to sail offshore, understanding why boats like this are respected ...
I Didn’t Want to Love This Boat
Sailing Zingaro

I Didn’t Want to Love This Boat

📘 If you want to understand what actually makes a great offshore boat, Chapter 2 of my book breaks it down clearly and honestly: 👉 If you want to understand what modern offshore sailboat design looks like when it’s done right, this is a boat worth paying attention to. The Pegasus 50 isn’t flashy....
Why This “Cheap” Boat Isn’t Cheap at All
Sailing Zingaro

Why This “Cheap” Boat Isn’t Cheap at All

Most people think a cheap boat is a good deal. That’s usually where the real cost starts. This is how experienced sailors actually think about value—and why “cheap” is often the most expensive option. 📗 Book:
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 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, ...
Are boats Cheapest In Certain Countries? #sailboat #sailingboat #bethecaptain
Sailing Zingaro
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 to cruise: Are production boats actually good cr...
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 not." Buying yo...
Do You Know The 10 Essential Knots? 🪢 #sailing #knots
Sailing Zingaro

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

"If you can't tie knots, tie lots" is terrible advice offshore. 🚫 This is your last chance to grab the first edition of my new book Be The Captain →
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 bankrupts sailors—it’s the up...
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: 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 whether this life actually fits who you are. In this Sailing Truth Show, we’re h...
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, and judgment—and talk about what actually work...
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. ...
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: 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 power argument. We’ll start with an excerpt from Skip Novak, exp...
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