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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: https://bethecaptainbook.com 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 thi...
The treasure hunt starts here: https://bethecaptainbook.com
Sailing Zingaro
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! https://bethecaptainbook.com 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 reall...
My Book Sold Out in 24 Hours! (Thank You + What’s Next)
Sailing Zingaro

My Book Sold Out in 24 Hours! (Thank You + What’s Next)

📖 My new book "Be The Captain" is available for preorder now! Grab the Collector’s Edition before it’s gone! https://bethecaptainbook.com Thank you for an unforgettable launch. 500 copies — gone in 24 hours. I’m beyond grateful for the support...
Offshore Weather Routing 101: The Skills That Save Lives
Sailing Zingaro

Offshore Weather Routing 101: The Skills That Save Lives

📖 My new book "Be The Captain" is available for preorder now: https://payhip.com/BeTheCaptain Limited signed copies — ships this summer. In this video, I break down modern offshore weather routing — how it works, why waves are the real danger offsho...
The Worst Advice for Offshore Sailors — And What I Wish I Knew
Sailing Zingaro

The Worst Advice for Offshore Sailors — And What I Wish I Knew

There's BAD advice, then there's the WORST advice — this is the latter. I’m breaking down the most common myths I hear from new cruisers… and sharing what I wish someone told me before I went offshore. You’ll hear stories from my 85,000+ miles at ...
The REAL COSTS of buying a CHEAP BOAT
Sailing Zingaro

The REAL COSTS of buying a CHEAP BOAT

What are the REAL COSTS of a project boat like this Hans Christian 48T? In this livestream, I'm breaking down what’s wrong & what it’ll cost. Got a listing you're considering? Drop it in the chat—we’ll pull it up live. 🧭 Want help finding...
Tired of the Tariffs? Here’s My Escape Plan
Sailing Zingaro

Tired of the Tariffs? Here’s My Escape Plan

#SailingLife #BoatDeals #EscapeTheTariffs #BluewaterSailing #AffordableYachts Tired of the tariffs? Me too. So I made an escape plan… and it involves a sailboat. ⛵ Need help picking your perfect boat? I do consultations too: 👉https://sailingzing...
Q&A Answering YOUR comments
Sailing Zingaro

Q&A Answering YOUR comments

In this Sunday's live installment, we're going through the comment section and answering YOUR comments. We'll talk about boats, about me, and about the channel. I'll also be answering questions from our guests. Come join! 🧭 Want help finding your dream...
LIVE: How to find DEALS on used sailboats
Sailing Zingaro

LIVE: How to find DEALS on used sailboats

Looking for an offshore-capable boat that won’t destroy your wallet? In this livestream I’ll show you how I hunt for serious deals on YachtWorld — live. Whether you're looking for a bluewater cruiser, steel hull tank, or just a solid fixer-upper, thi...
The WORST Listings I’ve Ever Seen (15 MASSIVE Sailboat Red Flags)
Sailing Zingaro

The WORST Listings I’ve Ever Seen (15 MASSIVE Sailboat Red Flags)

I’m breaking down HUGE red flags I’ve seen in real boat listings—stuff that should make you think twice (or run for the hills). From hurricane damage to sketchy new paint jobs, I'll show you how to read between the lines of listings and photos so you...
Life at 14kts: Offshore Delivery of a 50′ Looping Catamaran
Sailing Zingaro

Life at 14kts: Offshore Delivery of a 50′ Looping Catamaran

Join Captain James and Crew aboard a delivery of a Looping 50' custom performance catamaran. See and FEEL what it's like to be offshore!. #sailing #bluewatersailboats #liveboatshopping #offshoreyachts #yachtworld #sailboatbuyer #cruisinglife Consultatio...
Best Bluewater Sailboats (& Catamarans!) Under $300K
Sailing Zingaro

Best Bluewater Sailboats (& Catamarans!) Under $300K

Looking for a monohull or catamaran under $300K? You may be surprised at the top choice... Offshore passage making: https://sailingzingaro.com/ Patreon: https://www.patreon.com/svzingaro Zingaro Merch: https://www.bonfire.com/store/zingaro/ Links Menti...
Best Bluewater Sailboats (MONO AND CATAMARANS) Under $300K
Sailing Zingaro

Best Bluewater Sailboats (MONO AND CATAMARANS) Under $300K

Join me live as I browse YachtWorld, searching for the best bluewater sailboats under $300K. I’ll break down the pros and cons of each boat, discuss their offshore capabilities, and share insider knowledge on what makes a great cruising yacht. If you’r...
Do You REALLY Need a Captain’s License? (The Truth)
Sailing Zingaro

Do You REALLY Need a Captain’s License? (The Truth)

You DO NOT NEED a captain's license to deliver boats — but is that true? In this video, I’ll explain everything you need to know about USCG and RYA captain's licenses. 🚀 Links Mentioned in This Video: Rules of the Road Book: https://shorturl.at/aL...
Real Questions? Real Answers. No BS.
Sailing Zingaro

Real Questions? Real Answers. No BS.

You asked, I answer. No BS, this is real advice. Here's my Yachtworld link: https://shorturl.at/fyiRy Buy me a beer: https://www.paypal.com/paypalme/svzingaro Watch Next: Bluewater Sailboats 101: https://youtu.be/jRBi5Y2Rac8 The WORST Boats to buy 20...
Will a $200K Boat Keep You Safe?
Sailing Zingaro

Will a $200K Boat Keep You Safe?

Looking for a bluewater boat around $200K? In this livestream, I’ll break down what you really get for that money, answer your burning questions from the comments, and help you figure out if that price tag equals safety offshore. Let’s talk boats! Co...
Did I Just Find the PERFECT Cruising Boat??
Sailing Zingaro

Did I Just Find the PERFECT Cruising Boat??

Link to this boat: Here is the boat: https://www.yachtworld.com/yacht/1999-najad-441-9573036/ Could this be the perfect cruising boat? The 1999 Najad 441 blew me away with its balance of comfort, performance, and low-maintenance design. In this video, I’...
LIVE: Boat-buying Workshop! (How to find the PERFECT BLUEWATER sailboat)
Sailing Zingaro

LIVE: Boat-buying Workshop! (How to find the PERFECT BLUEWATER sailboat)

Join me as we explore how to search for, find, and assess bluewater boats online. Download worksheet: https://drive.google.com/drive/folders/1m1M7zQHCEXxmEUv6OQU-fr8T9XIwyaPj?usp=sharing Consultations with James: https://sailingzingaro.com/ Support ou...
BEST Offshore Sailboats Under $125K
Sailing Zingaro

BEST Offshore Sailboats Under $125K

Want to sail around the world? Here are 15 incredible bluewater sailboats you can buy for less than $125,000. From classic cruisers to modern performance designs, these boats are seaworthy, comfortable, and ready for adventure. 🌎 ⛵ Want More? Support...
How to Heave-To Offshore: Real-Life Demo on a Yacht Delivery
Sailing Zingaro

How to Heave-To Offshore: Real-Life Demo on a Yacht Delivery

Join me aboard a Beneteau 47.7 as we tackle offshore conditions 400 nautical miles north of Cartagena, Colombia, during a yacht delivery from Exuma, Bahamas. In this video, I’ll show you step-by-step how to heave-to in the wind and waves, offering crucia...
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 an...
Best Bluewater Sailboats to Buy in 2025  (Under $50k)
Sailing Zingaro

Best Bluewater Sailboats to Buy in 2025 (Under $50k)

Join me as I search through YachtWorld to find the best sailboats under $50,000! I'll set up the search criteria, share my expert tips for identifying great deals, and go through all the boats currently available. Whether you're dreaming of your first boat...
Top 10 WORST Sailboats to Buy in 2025
Sailing Zingaro

Top 10 WORST Sailboats to Buy in 2025

Thinking about buying a cruising sailboat in 2025? 🚨 Before you invest your hard-earned cash, watch this video! I’m breaking down the top 10 worst sailboats under $50K that you should avoid. From poorly designed IOR-inspired racers to heavy, sluggish ...
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