Watch Sailing & Boating Adventures Around the World

Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.

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The Ultimate Test Sail Checklist-Don’t Buy a Money Pit
Secondhand Sailors

The Ultimate Test Sail Checklist-Don’t Buy a Money Pit

In episode 77 of Secondhand Sailors, we walk you through the test sail process of buying a secondhand sailboat. Before buying a used boat, you must perform a proper test sail. Learn how to spot expensive maintenance disasters before closing the deal. Performing a thorough test sail is the most crit...
🚩 RED FLAGS: How I Spot the Lemon Boats on Yacht World 🚩
Sailing Zingaro

🚩 RED FLAGS: How I Spot the Lemon Boats on Yacht World 🚩

Vetting a boat on Yacht World isn't just about finding something in your budget; it's about knowing how to spot the hidden warning signs before you lose your shirt. In this video, I’m breaking down 9 very different boats currently listed online to show you exactly how I analyze them thro...
This 12-Minute Video Will Save You $50,000 on a Sailboat
Sailing Zingaro

This 12-Minute Video Will Save You $50,000 on a Sailboat

I charge $500 for a 90-min boat consultation. Today, for free, I'm giving you the forensic audit process I’ve developed over 24 years on the water, from nuclear submarines to offshore sailboats. Why this matters: * The Forensic Audit: How to list every system and calculate its true remaining ...
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...
Buying a Sailboat Without This Plan Will Destroy Your Dreams
BoatFools Sailing

Buying a Sailboat Without This Plan Will Destroy Your Dreams

#boatfoolssailing #IsSailingDead #sailing #boatbuying How To Buy A Sailboat - The Right Way: What You Need To Know BEFORE Buying a Boat! From the empty docks and rising costs, it can feel that sailing is dead - or at at least impossible to break in to. But sailing isn’t dead — access to sailing ha...
Why I HATED Selling My Sailboat!!!
Adventureman Dan

Why I HATED Selling My Sailboat!!!

Selling a sailboat is TOUGH! 1: It's your home, your muse, and your dream for adventure... that you now have to say goodbye to! 2: It's a PAIN dealing with potential boat buyers. 3: If you're on a time crunch.... FORGET ABOUT IT! This, and many more reasons is why I HATED selling my...
Don’t Buy a Sailboat Until You Watch This – 5 Costly Mistakes New Sailors Make
Practical Sailor

Don’t Buy a Sailboat Until You Watch This – 5 Costly Mistakes New Sailors Make

Quiet Power: Electric and Hybrid Propulsion at Annapolis: Thinking of buying your first offshore sailboat? Before you hand over your life savings, watch this video. In it, we break down the 5 biggest mistakes new sailors make when buying their first cruising boat — and how to avoid them. From fal...
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 - 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 ...
Is this a Good Boat?
Sailing Zingaro

Is this a Good Boat?

My new book, "Be the Captain," is finally done! This is the field manual I wish I had when I first started sailing offshore. Ever wondered how I actually search for boats online? In today's video, I'm taking you behind the scenes and showing you my exact step-by-step process f...
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: 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 this video, I break down the six real-world sailing archetypes—and exactly what kin...
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 sea, see examples of good (and terrible) b...
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 or planning your next adventure, ...
Buying Your First Sailboat? Start Here
BoatFools Sailing

Buying Your First Sailboat? Start Here

#boatbuying #howtobuyaboat #sailboats #sailing How To Select The Right Sailboat For You has the tools to help you winnow down the myriad boats out there for sale and help you select the right boat for you and your needs. In Episode 12, Don't Make These 3 Costly Boat Buying Mistakes, we talked...
How to Buy a Boat | Beginner’s Guide Part 2 | Podcast 033
followtheboat

How to Buy a Boat | Beginner’s Guide Part 2 | Podcast 033

In “How to Buy Your First Boat: PART 2” we walk you through how to make a boat purchase. We show you where to start your search, how to inspect each boat you view, the pitfalls you'll encounter along the way and how to negotiate the right price. • Did you know the three methods of pricing? • ...
How to Buy a Boat | Beginners Guide Part 1 | Podcast 032
followtheboat

How to Buy a Boat | Beginners Guide Part 1 | Podcast 032

Watch Part 2 NEXT: In "How to Buy Your First Boat: PART 1" we arm you with the knowledge you need BEFORE you start shopping for your first sailboat. Do you know the TWO questions you must ask yourself in order to make the right decision? We walk through the differences between coastal a...
Sailboat Data: MUST-HAVE Knowledge for Prospective Sailboat Owners (Ratios/Formulas Explained)
Sailing Zingaro

Sailboat Data: MUST-HAVE Knowledge for Prospective Sailboat Owners (Ratios/Formulas Explained)

Sailboat data can be a TOOL, if you know how to USE it! Watch and learn how to interpret all of the numbers, ratios, and formulas that are involved in buying a sailboat. How sail area and keel type affects boats, how to compare two sailboats when you are looking at purchasing, and more. THIS IS MUST...
Will they take our cash offer? EP10
Sailing Pachamama

Will they take our cash offer? EP10

This is real life footage of receiving a response to our cash offer we placed on the Jeanneau Sun Fizz 40. Will the owner accept our offer or will he counter with a higher price? Will we be able to afford this live aboard cruiser that is ready to sail south to the Caribbean sea? This was three y...
Just leave me ALONE. (Ep 186)
Sailing Zatara

Just leave me ALONE. (Ep 186)

You can live this lifestyle too! BlueWater Cruising will show you how: A peaceful life of solitude and seclusion is the whole reason I bought a boat and left city life. My entire family and I prefer being at anchor all alone; but it can't always be that way. Sometimes it’s necessary to stay a...
Walkthrough of an Outremer and Balance catamarans at the sailboat show
Sailing Okaliptüs

Walkthrough of an Outremer and Balance catamarans at the sailboat show

Ep. 57 ~ Annapolis MD Sailboat Show October 17, 2021 We toured an Outremer Catamaran and two Balance Cats. What an amazing experience to get to see some of the most beautiful boats in real life. Especially since we are currently trying to find one of our own. The tours really allowed us to figure ou...
See The Incredible 360 Views On This Secret Island + See Inside Our Neighbors Yacht [Ep. 58]
Sailing Sweet Ruca

See The Incredible 360 Views On This Secret Island + See Inside Our Neighbors Yacht [Ep. 58]

See for yourself why this little known place is so amazing. We sail to this tiny island in the North Atlantic. It is off the beaten path and relatively unknown to the outside world and tourist travel. What we found here was so incredible we didn't want to leave. You know you are in a beautif...
Our New Intro To Our Sailing Channel
Sailing Okaliptüs

Our New Intro To Our Sailing Channel

Ep. 1 ~ (Again) Our original first episode, uploaded a year and a half ago, is broken. I had to upload it again, but it now will show out of order on our channel. It is now located between episode 51 & 52. It sucks, but there's nothing we can do about it. So.... let's take advantage o...
SAILING in STORMS – Is this FUN? – Atlantic Crossing Part 4 [Ep. 46]
Sailing Sweet Ruca

SAILING in STORMS – Is this FUN? – Atlantic Crossing Part 4 [Ep. 46]

Where did these STORMS come from? The water turns black as we battle roaring thunderstorms that push us at speeds over 10 knots. We ask ourselves, are we having fun? We continue our 2700nm bluewater sailing voyage as we sail across the Atlantic Ocean. #sailing #sail #sailinglife #ocean #sailboat #s...
SAILING ACROSS the ATLANTIC Part 2 + BOAT TOUR While Underway [Ep. 44]
Sailing Sweet Ruca

SAILING ACROSS the ATLANTIC Part 2 + BOAT TOUR While Underway [Ep. 44]

Do Kate's new seasickness meds work? How does the dog adjust to sailing? How is the boat set up differently for bluewater ocean passagemaking? What is it like out there? #sailing #offshore #ocean #boatlife We are finally offshore, on a 2700 mile Journey from St. Maarten to Azores. We won'...
Never buy a boat before seeing it in person.  We learn the hard way the boat is rotted out!  EP. 2
Sailing Pachamama

Never buy a boat before seeing it in person. We learn the hard way the boat is rotted out! EP. 2

In episode two, Andrea and Logan get a taste of some of the challenges of the boat buying process. BUT, they are also reminded that life doesn't start when you buy a boat, so it's time to enjoy what you have where you are now. A gentle warning to never sign a sailboat contract without se...
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