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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Our Final Week of Pregnancy & Annapolis Boat show Announcement!
Ryan and Shaunella of Sailing Sunday prepare their cruising sailboat for infant safety while Ryan heads to the Annapolis Sailboat Show to source offshore gear.
Our Biggest Sail Ever Through the English Channel (Sailing Home to Plymouth)
Chesca and Ben sail their yacht Pico on an offshore passage through the English Channel to Plymouth, Devon, overcoming Dover Strait shipping, turbulent tidal races, and night watches.
What Our $15,000 Boat Really Cost
Sailing Nahoa provides a line-by-line financial audit of purchasing and refitting a $15,000 boat in Vancouver, British Columbia, calculating true DIY refit expenses.
Meet Victoria – Tour of our William Garden ‘Porpoise’ built by Robin Fung in 1975
Garrett and Ruth of Salt & Tar explore Victoria, an offshore 42-foot William Garden Porpoise ketch built by Robin Fung in 1975 from Burmese teak, ipil, and yakal, powered by a Perkins 4.236 diesel engine.
We Found a 1979 Cal 39 That’s Been Sitting in a Barn for 10 Years | Tour
BoatFools Sailing conducts a forensic marine survey of a 1979 Cal 39 Mk II barn find sailboat dry-stored for ten years, evaluating Bill Lapworth naval architecture, fiberglass integrity, and auxiliary diesel resurrection.
Foiling Monohulls: Future of Cruising? | Tech Breakdown (LIVE)
Grab a copy of Be The Captain, 10% off Defender + 20% off PredictWind: Boat shows are notorious for pushing shiny new solutions to problems we didn't know we had, but hidden among the gimmicks are a few pieces of tech that genuinely move the needle for shorthanded cruisers. This year at the C...
Are Modern Keels Actually Dangerous? Real Stories vs. Marketing Hype | Be The Captain Podcast Ep. 3
We’re live from the Cannes Yachting Festival! Recent conversations across the cruising community have put keel safety, hull construction, and structural integrity under the microscope. Between high-profile incidents like the Oyster 825 keel loss and aggressive marketing campaigns claiming modern fi...
We Tour a Norseman 447: Is This the Perfect Offshore Sailboat? | A $139,500 Bob Perry Classic
@boatfools #Norseman447 #RobertyPerry #bluewatercruiser #sailing #yachttours We Tour a Norseman 447: Is This the Perfect Offshore Sailboat? | A $139,500 Bob Perry Classic Why do so many sailors love the Norseman 447? In this episode of BoatFools Sailing, Green Mountain Josh returns for his first ...
ENGINE FAILURE AT NIGHT IN THE ATLANTIC OCEAN – Could this get any worse? #atlanticcrossing
🚨 ENGINE FAILURE IN THE MIDDLE OF THE ATLANTIC? Day 15 Turns Into an Emergency Diversion A shrieking engine alarm in the middle of the night, an engine that wouldn’t restart, and the possibility of an emergency diversion to São Miguel… this was not how we expected Day 15 of our Atlantic crossing to...
The Last Glimpse of Land Before South America | Day 11
Day 11 of our sail from the USA to South America… and today feels like a real turning point. The last glimpse of land disappears behind us as we head further offshore with nothing but ocean ahead. After barely any wind and carefully watching our fuel levels, we finally start to feel the conditions ...
Survival Mode at Sea + Monster Fish Caught | Day 2-3
Day 2 & 3 of our sail from the United States to Colombia did not go to plan. What was meant to be a comfortable beam reach in 18–22 knots quickly turns into something very different. Instead of cruising south, we find ourselves stuck in gale-force winds, beating upwind for nearly two straight d...
Preparing Our Sailboat to Leave Civilisation Behind! Ep-214
We’ve officially entered full Pacific prep mode 🌊 In this episode, we spend the day hunting down everything we need to get Escapade ready for another ocean crossing and life in remote destinations far from civilisation. From safety gear and spare parts to haul out supplies, off-grid essentials, to...
The Atlantic Crossing Begins! Live from our boat before we cross to Bermuda #boatlife #trawlerlife
⚓ We’re going LIVE the night before we leave for Bermuda — the first leg of our Atlantic crossing aboard our Kadey Krogen Expedition trawler. Sorry it is such bad quality - we have bandwidth limitations! After months of island hopping through the Caribbean, it’s finally time to prepare for a 5-day ...
Built for the Northwest Passage – Aluminum Expedition Sailboat BOAT TOUR
Step aboard SV Sentijn, a purpose-built aluminum expedition sailboat designed for high-latitude sailing and extreme conditions. In this full boat tour, owners John and Kara Pennington walk us through the design, systems, and practical choices that make Sentijn a true expedition cruising yacht. From ...
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....
Sailing Truth Show: Why Balance Beats Strength on a Sailboat
Most people think surviving storms offshore is about having a strong boat. Heavier. Tougher. Overbuilt. It’s not. Offshore seamanship is the art of keeping a boat in balance—aerodynamically, structurally, and mentally. When a boat is balanced, energy stays manageable. When it’s not, energy builds ...
Sailing Truth Show — The $28k Boat That Could Make You A YouTube Star
If you buy this boat, you'll need this book: Ever dreamed of starting a YouTube channel — and blowing up instantly? This 82-foot abandoned yacht might be the craziest “content cheat code” I've ever seen. Tonight on the Sailing Truth Show we’re looking at a massive Dutch-built aluminium...
Where to Find REAL Sailing Information
Sailing knowledge isn’t centralized — it’s tribal. You learn from old salts, obscure blogs, long-out-of-print manuals, and the people who’ve actually done the miles. But with so much noise online, where do you find information you can actually trust? In this video, I’ll share the best places to lea...
An update you’re not expecting!
Thats right! We're starting a private charter business with Sitka in the San Blas Islands!! Click the link here to check out our website and inquire about booking ➡️ Thank you to everyone who watches, supports and has contributed to our journey. We love and appreciate you all.![[Ep 18] Last Day in the USA! Sailing Off On Our International Sailing Adventure to Mexico](https://i.ytimg.com/vi_webp/twH8Fuki05Q/mqdefault.webp)
[Ep 18] Last Day in the USA! Sailing Off On Our International Sailing Adventure to Mexico
We’re finally leaving San Diego! After months of boat projects, delays, and anchor life, our engine is fixed and we’re ready to set sail for Mexico. In this episode, we run our final errands and prepare the boat for offshore sailing. We depart in the early morning darkness and make our first interna...
My $80K Sailboat Shortlist
🛑 SALES END JULY 31ST – Don’t Miss This. This is your last chance to grab the first edition of my new book Be The Captain → $80,000. It’s one of the most overlooked price points in the cruising world—and also one of the most interesting. You’re not quite scraping the bottom of the barrel, but you’...
Which Rig Is BEST for Bluewater Sailing?
In this video, I break down the real-world pros and cons of masthead rigs vs fractional rigs for offshore sailing. This isn’t just theory—I’ve sailed almost 100,000 nautical miles on both, in storms, trade winds, and dead calms. You’ll learn: Which rig performs better offshore—and why The surprisin...
DO NOT BUY These 5 Sailboats (And 5 You SHOULD)
Preorder my book “Be The Captain”: In this video, I break down 10 real offshore sailboats — 5 that I think are smart, seaworthy buys... and 5 that raise red flags. These boats are all for sale right now, and I’ll walk you through what I look for in an offshore cruiser, what makes or breaks a good ...