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 boat.

We’re boat shopping together in real time.
Production boats, bluewater cruisers, steel cutters, project boats, dream boats — everything is fair game.

We’ll break down:
• The best sailboat deals happening right now
• What’s worth the money (and what isn’t)
• Real offshore capability vs marina queens
• Keel, rig, and engine red flags
• Deal breakers most buyers don’t even know to look for
• The boats YOU send in live
• And why some listings are straight-up dangerous

My special link for Yachtworld:

https://www.yachtworld.com/boats-for-sale/type-sail/make-amel+alubat+baba+baltic+bowman+c-c+cabo-rico+caliber+cape-dory+cape-george+contest+farr+frers+garcia+hans-christian+hylas+islander+kelly-peterson+koopmans+little-harbor+malo+mason+najad+ovni+oyster+pacific-seacraft+passport+pearson+robert-perry+rustler+saga+southerly+southern-cross+ta-shing+tayana+trintella+tripp+valiant+westsail+allures+catana+chris-white+dolphin+dudley-dix+hallberg-rassy+herreshoff+hinckley+hoek+island-packet+kanter+knysna+lerouge+meta+moody+nautor-swan+outbound+outremer+perry+schionning+shannon+spirit+sundeer+van-de-stadt+abeking-rasmussen+alberg+alden+allied+alloy-yachts+alumarine+aluminum-cruiser+bestevaer+bluewater+bluewater-yachts+brewer+bristol-channel-cutter+bruce-roberts+cal+colin-archer+columbia+columbia-yacht+colvin+contessa+corbin+cutter+deerfoot+endeavour+endurance+fuji+gib-sea+gozzard+gulfstar+hank-hinckley+hughes+irwin+lafitte+maple-leaf+morrelli-melvin+neel+nauticat+nor-sea+nordic+norseman+puffin+santa-cruz+slocum+sparkman-stephens+spirit-yachts+sweden-yachts+ta-chiao+ted-brewer+vagabond/

📘 Grab my book “Be The Captain”
https://bethecaptain.com

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 boat.

We’re boat shopping together in real time.
Production boats, bluewater cruisers, steel cutters, project boats, dream boats — everything is fair game.

We’ll break down:
• The best sailboat deals happening right now
• What’s worth the money (and what isn’t)
• Real offshore capability vs marina queens
• Keel, rig, and engine red flags
• Deal breakers most buyers don’t even know to look for
• The boats YOU send in live
• And why some listings are straight-up dangerous

My special link for Yachtworld:

https://www.yachtworld.com/boats-for-sale/type-sail/make-amel+alubat+baba+baltic+bowman+c-c+cabo-rico+caliber+cape-dory+cape-george+contest+farr+frers+garcia+hans-christian+hylas+islander+kelly-peterson+koopmans+little-harbor+malo+mason+najad+ovni+oyster+pacific-seacraft+passport+pearson+robert-perry+rustler+saga+southerly+southern-cross+ta-shing+tayana+trintella+tripp+valiant+westsail+allures+catana+chris-white+dolphin+dudley-dix+hallberg-rassy+herreshoff+hinckley+hoek+island-packet+kanter+knysna+lerouge+meta+moody+nautor-swan+outbound+outremer+perry+schionning+shannon+spirit+sundeer+van-de-stadt+abeking-rasmussen+alberg+alden+allied+alloy-yachts+alumarine+aluminum-cruiser+bestevaer+bluewater+bluewater-yachts+brewer+bristol-channel-cutter+bruce-roberts+cal+colin-archer+columbia+columbia-yacht+colvin+contessa+corbin+cutter+deerfoot+endeavour+endurance+fuji+gib-sea+gozzard+gulfstar+hank-hinckley+hughes+irwin+lafitte+maple-leaf+morrelli-melvin+neel+nauticat+nor-sea+nordic+norseman+puffin+santa-cruz+slocum+sparkman-stephens+spirit-yachts+sweden-yachts+ta-chiao+ted-brewer+vagabond/

📘 Grab my book “Be The Captain”
https://bethecaptain.com

Note of Recognition for Sailing Zingaro

At WeBoating.com, we profoundly acknowledge the unwavering dedication that Sailing Zingaro and other creators invests in crafting each and every video. Their passion for delivering exceptional content shines through every frame, and it's a labor of love that deserves your attention.

We invite you to watch their captivating videos and actively engage with their content, including their social media links above. Liking, commenting, and sharing their work goes a long way in fueling their creative fire.

We're also inviting you to explore any sponsorships and partnerships highlighted in the video description of "LIVE: Let Me Spend YOUR Money — Sailboat Deals NOW!", or directly on YouTube. By considering their offerings or purchasing services and items, you not only support Sailing Zingaro but also the brands and collaborators they're associated with.

If you have any feedback, corrections, or additional information about Sailing Zingaro or their videos, please use the comment form below to share your thoughts with us.

Thank you for being a part of our community and supporting the creators we cherish. Your time and support truly matter!

Sailing Zingaro Lastest Videos

Showing 1-24 of 442 results
The #1 Rule of Weather Routing: Don’t Trust the Map
Sailing Zingaro

The #1 Rule of Weather Routing: Don’t Trust the Map

The map is not the territory. After 85,000 miles at sea, I’ve learned that a "pretty wind map" is just an opinion. Your job as Captain isn’t to find the perfect line—it’s to find the red flags the model might be hiding. This is a clip from our 5-p...
Using AIS offshore (PredictWind Masterclass 4/5)
Sailing Zingaro

Using AIS offshore (PredictWind Masterclass 4/5)

Up to this point, we’ve focused on planning and interpretation. But once you’re actually offshore, your job as Captain changes. It moves from "making a plan" to monitoring the outside world and catching problems before they start. In this fourth video ...
Power Routing for Comfort (PredictWind Masterclass  3/5)
Sailing Zingaro

Power Routing for Comfort (PredictWind Masterclass 3/5)

Think your engine solves bad weather? Think again. In this third video of our 5-part intensive, we are breaking down the physics of offshore motion. Whether you are on a sailboat or a dedicated powerboat, understanding how energy is transferred from the oc...
Weather Routing for Offshore Sailors (PredictWind Masterclass  2/5)
Sailing Zingaro

Weather Routing for Offshore Sailors (PredictWind Masterclass 2/5)

The map is not the territory—and a "pretty wind map" is not a passage plan. In this second installment of our 5-part intensive series, we’re diving into the engine room of weather forecasting. After 85,000 miles at sea, I’ve seen how easy it is to tr...
The Power of Modern Weather Routing
Sailing Zingaro

The Power of Modern Weather Routing

Modern weather routing has become the most significant advancement in offshore sailing this century. Click the video to see how to use this ridiculously powerful technology.
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 in...
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: https://bethecaptain.com/ 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 th...
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: https://bethecaptain.com/ Support the journey on Patreon: htt...
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 → https://bethecaptain.com https://www.patreon.com/svzingaro https://www.paypal.me/sailingzingaro IG: https://www.instagram.com/sailing_zingaro/
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 s...
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: https://bethecaptain.com/ 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 lightin...
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 #peg...
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 Sh...
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 th...
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: 👉 https://bethecaptain.com/ There’s a shipwreck sitting on the bottom… and someone is asking $100,000 for it. But what is a sunken boat actually worth? ...
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: https://www.bethecaptain.com 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...
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: 👉 https://www.bethecaptain.com If you want to understand what modern offshore sailboat design looks like when it’s don...
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: https://bethecaptain.com
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? 🪢 #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 → https://bethecaptain.com
Epic water experiences, one click away.

Something AWESOME is coming!
Be the FIRST to know⛵

Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!

We don’t spam! Read our privacy policy for more info.


WeBoating
Logo
Shopping cart