Watch Sailing & Boating Adventures Around the World – Page 2 of 13
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.
Showing 25-48 of 308 results
The Best Canadian Sailboat You’ve Never Heard Of | Sailing Truth Show
📕 GET THE BOOK: Be The Captain. Winner of the 2026 Eric Hoffer Award. 25 years of offshore decisions in one book → 🔓 FREE: The Captain's Locker. Printable watch schedules, pre-departure checklists, delivery tools → She's a 1996 Gozzard 44, built by one family in a small Ontario shop th...
A Near-New Catamaran for €100K. I’d Still Walk Away. | Sailing Truth Show
📕 GET THE BOOK: Be The Captain. Winner of the 2026 Eric Hoffer Award. 25 years of offshore decisions in one book → 🔓 FREE: The Captain's Locker. Printable watch schedules, pre-departure checklists, delivery tools → She's a 2023 Lagoon 42, almost zero hours on the engines, loaded with wa...
He Did Everything Right. His Captain Still Blamed Him.
👉 Shape this book and get the free first chapter: A guy learns to sail, earns his certifications, and signs on to crew a delivery to San Diego with two strangers who talked a big game about their offshore miles. On his watch the autopilot quits. The wind builds, the seas build, and when he calls f...
He’s Built 400 Boats. The Cheap Used Sailboats He’d Buy in 2026
A 40-year boatbuilder and former charter-fleet operator breaks down which cheap, used cruising sailboats are actually worth buying, and which ones will eat your savings and your dream. If you are shopping for a first bluewater boat on a budget, watch this before you wire a deposit. Kyle Jachney has...
DEAL or DISASTER: YachtWorld’s Wildest Listings | Sailing Truth Show
📕 GET THE BOOK: Be The Captain. Winner of the 2026 Eric Hoffer Award. 25 years of offshore decisions in one book → 🔓 FREE: The Captain's Locker. Printable watch schedules, pre-departure checklists, delivery tools → Every week the brokerage sites are full of boats wearing a price tag that has...
The Factory Forgot a Part on This $2M Yacht (Blue Water 56, Part 2)
📕 GET THE BOOK: Be The Captain. Winner of the 2026 Eric Hoffer Award. 25 years of offshore decisions in one book → 🔓 FREE: The Captain's Locker. Printable watch schedules, pre-departure checklists, delivery tools → The Blue Water 56 is back for round two, and the factory left us a surprise. ...
The “Hidden” Problems of a New $2M Yacht (Blue Water 56 Commissioning)
📖 GET MY FIELD MANUAL: Grab your copy of "Be The Captain" to learn the systems, risk management, and technical seamanship needed to handle any blue water cruiser. What actually happens after a brand-new blue water cruiser leaves the factory? A perfect commissioning means the owner never...
The Bungee Cord Autopilot
When your autopilot dies offshore, you need a backup plan. Two bungee cords and properly trimmed sails can keep you on course for thousands of miles on a catamaran. 📗 Get My Book:
The Best Affordable Sailboats Nobody Talks About (With Kyle Jachney) | Sailing Truth Show
Everyone chasing the cruising dream gets pointed at the same handful of "name" boats — and most of them are priced out of reach for a first-timer. So today Kyle Jachney and I are talking about the ones nobody puts on a list: the older, affordable fiberglass cruisers from the 70s and 80s th...
This sailing technique saved my butt (Why does nobody teach this?)
1,800 miles from the nearest road, my autopilot exploded into pieces on my lap. Three and a half days into an 18-day crossing from Ecuador to Easter Island, on a light catamaran with small rudders and no displacement, the wheel pilot's ring snapped, the belt cut itself in four places, and the b...
We Sailed to a FORBIDDEN ISLAND | Sailing Truth Show
Most boats never make it to Mai'O. You can't just sail in... the island decides who comes ashore. Years ago, my girlfriend and I were anchored in Moorea when we met a man whose friend was from Mai'O. He asked if we could bring his friend home. We said yes — and what happened next was...
Cement Boats…My Thoughts
Ferrocement boats might look solid, but they fail from the inside out. Once cracks form, seawater corrodes the internal structure until the boat essentially destroys itself. Cheap doesn’t mean worth it. 📗 Get My Book:
Ever Been Seasick? Here’s how to fight it… | Sailing Truth Show
Since you’re leaning into the "Sailing Truth Show" angle, the description needs to feel less like a "vlog" and more like a masterclass. You want to hook the casual viewer who is afraid of getting sick, while establishing yourself as the authority who has written the book on the s...
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 ...
Robert Perry: The Greatest Cruising Boat Designer? | Sailing Truth Show
Is Robert Perry actually the greatest cruising boat designer of all time, or is the "Perry Legend" just clever marketing from the Taiwan boat era? Today, I am putting my 18 years of living aboard and 60,000 miles of Navy submarine navigation experience to the test to judge the "Sailin...
How to Buy (and Sell) a Sailboat | Sailing Truth Show
🏆 AWARD NEWS: Be The Captain is officially a finalist for the Eric Hoffer First Horizon and Foreword INDIES Awards! Grab your award-nominated copy here: Most people buy the wrong boat for the wrong reasons, and they get buried in the paperwork they didn’t see coming. In today’s "Sailing Truth...
30 Seconds. That’s What a Lithium Fire Gives You.
On June 10th, 2024, SV Theros left Halifax bound for the Azores. Three days later, their AIS signal went dark 34 miles southwest of Sable Island. Four weeks after that, Parks Canada found the crew on the beach. They had washed ashore in their inflatable dinghy. The Transportation Safety Board conclu...
Be The Captain — Chapter One: Think Like a Captain (Audiobook)
This is the introduction and first chapter of the Be The Captain audiobook, read by the author. Chapter 1 is called Think Like a Captain. It's not about sailing techniques or gear. It's about command, and the mindset that separates people who make good decisions offshore from people who d...
The Night I Almost Lost the Keel (and Why I Quit Deliveries)
In 2014, I delivered a Beneteau First 47.7 from the Bahamas to Cartagena. Somewhere in the Caribbean, 150 miles offshore, I found myself ankle-deep in water, crew vacuuming the bilge in the dark, batteries dead, no GPS, no autopilot. I didn't know at the time how close we were to losing the kee...
Super El Niño Is Coming. What that means for You | Sailing Truth Show
Get the #1 offshore sailing book of the year: 8,000+ sailors can't be wrong. Grab your copy before your next passage. Links referenced: Be The Captain is a Forward Indies Award finalist: Offshore Weathef Routing 101: Zingaro All videos: El Niño is back — and this time it could be a &qu...
Mastering the Offshore App (PredictWind Masterclass 5/5)
[SPECIAL OFFER] Get 20% off PredictWind when you purchase Be The Captain! 📘 Grab your copy and unlock the discount here: 👉 Up to this point, we’ve focused on planning, interpretation, and strategic awareness. But once you’re actually offshore, the goal is clarity over features. In this fifth and f...
The Trouble with Cored Hulls | Sailing Truth Show
CELEBRATION: "Be The Captain" is officially a finalist for the Foreword INDIES Book of the Year Awards! Buy "Be The Captain" and get 20% off any PredictWind membership! (Discount link sent via email after purchase): Today’s Topic: The Hallberg Rassy "T-Bone" Reality...
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 of our 5-part series, we’re looking at...