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.
Showing 1-24 of 42 results
THE BRISTOL CHANNEL CHANGED HOW WE CRUISE FOREVER #trawler #ukcoast #luxuryyachtlife
We thought the 19-hour crossing from Falmouth, Cornwall, across the Bristol Channel to Milford Haven would be routine. Instead, it changed how we cruise forever. After more than 9,000 miles of passagemaking—including a 2,000-mile Atlantic crossing—we’d become a little too confident. The Bristol Ch...
The Isles of Scilly Said NO… So We Went to Falmouth, England
After crossing the notorious Bay of Biscay from Spain aboard our Kadey Krogen 55 trawler, we finally arrive in England… or so we thought! Our original plan was to anchor in the beautiful Isles of Scilly, but after arriving we discovered there wasn’t a single space available. With daylight fading, w...
We Crossed the Atlantic… Would We Do It Again? #luxuryyachtlife #atlanticcrossing
After 24 days at sea and 4,500 miles across the Atlantic, we finally arrived in A Coruña, Spain aboard our Kadey-Krogen 55 trawler, Moonfleet. In this episode, we reflect honestly on what it was really like to cross the Atlantic Ocean by motor yacht: the exhaustion, the fear, the cost, the weather,...
One Day Away From Completing Our 4,500-Mile Atlantic Crossing #atlanticcrossing #luxuryyachtlife
We’re just ONE DAY away from completing our incredible 4,500-mile Atlantic crossing… but the adventure is far from over. After weeks at sea aboard our Kadey Krogen 55, we’re approaching Spain and reflecting on one of the biggest adventures of our lives. But before we can celebrate, we still have so...
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 Most Crowded Anchorage We’ve Ever Seen | Horta, Azores #atlanticcrossing #azores
After completing our Atlantic crossing from Bermuda to the Azores aboard our Kadey Krogen 55, with our dog, we finally arrive in the legendary sailing port of Horta on Faial Island. We expected a warm welcome, incredible scenery, and a chance to relax after nearly 2,500 miles at sea. What we didn’t ...
Day 11 ATLANTIC CROSSING! Plus a quick tour of the upper deck #trawlerlife #luxuryyachtlife
🌊 DAILY ATLANTIC CROSSING UPDATES 🌊 Join us aboard our Kadey Krogen 55 Expedition trawler as we cross the Atlantic Ocean from Bermuda to the Azores with our dog, Gypsy. These short daily trawler-life updates document the real experience of long-distance passagemaking, ocean cruising, and living abo...
Wet, Exhausted & Hanging On – 50 Knot Caribbean Storm | Day 13 & 14
Day 13 & 14 of our offshore passage from the USA to Colombia… After days at sea, the weather forecast suddenly shifts for the worse. What was meant to be manageable conditions turns into a long-lasting storm stretching across the entire Caribbean Sea — leaving us with nowhere to run and no way...
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 ...
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 to cruise: Are production boats actually good cr...
Sailing Truth Show: The MOST Important Question Before You Buy a Boat
Thinking about buying a boat or going cruising? Read this first: Most people think buying the right boat is the hard part. It isn’t. The hardest part—and the part almost nobody slows down enough to think through—is whether this life actually fits who you are. In this Sailing Truth Show, we’re h...
Sailing Truth Show: Real Offshore Sailing Questions – Answered
This live stream is built entirely from real questions pulled straight from the comments on recent videos. No slides. No scripts. No armchair theory. We’ll cover real offshore sailing topics—storm tactics, reefing, routing, boat design, fatigue, risk, and judgment—and talk about what actually work...
Sailing Truth Show: When Is It Time to Give Up the Sails?
Interested in sailing offshore? Here's what you need to know: When is it time to give up the sails? This livestream is a reflective conversation about sailing, aging, fatigue, partnership, and changing priorities—not a sail vs power argument. We’ll start with an excerpt from Skip Novak, exp...
Life Aboard Mid-Atlantic Before the Seas Turn Rough – Day 6
Six days into our Atlantic crossing, the ocean is finally starting to show its teeth. The crew is back together—Brett, Ayanna, Jade, Dingo, and Penny—and we’re settling into the long middle stretch of life at sea. Days blur together with watches, editing, cooking, small routines, and the constant m...
How We Sailed 650nm Bahamas 🇧🇸 To The USA 🇺🇸
After five months of extensive sailing throughout the Bahamas. It was finally time to leave, and set sail for the USA. This is a raw look at what passage making is like on our 3.5 day sail while slowing down to buddy boat with Nicole and her Dad Jim, onboard her Bristol Channel Cutter. Apps I used ...
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...
Cooking on Passage: Sailing from the Canary Islands to Cape Verde | Ep 260
Come along for a 6-day offshore passage as we sail between the mid-Atlantic islands of Gran Canaria, Canary Islands and Saõ Vicente in the Cape Verde islands, passing the Sahara Desert as we go. We are joined by crew members, Keith and Stephan, and have light wind conditions, which is common along t...
Wrapped the Spinnaker Leg 2 Day 14 (EP 46) #sailing #fails
We approach squall alley and our symmetrical spinnaker teaches us a few things after getting wrapped while sailing our Outremer 52 under 500 nautical miles from land in the Atlantic. This is a special PASSAGE SERIES featuring our DAILY VLOG that we are posting (almost) realtime, thanks to (our NEW...![A 280 Mile Sailing Passage More Dangerous Than Cape Horn? [Ep. 137]](https://i.ytimg.com/vi_webp/H6K4YWK8Ob0/mqdefault.webp)
A 280 Mile Sailing Passage More Dangerous Than Cape Horn? [Ep. 137]
We sail across a stretch of water which may be more feared than Cape Horn! Even huge ships don't venture here in bad weather. We find out why as we deal with huge waves and broken gear! #capehorn #dangerous #sailing Gulfo de Penas translates in English to the Gulf of Sorrows, known as such b...
SAILING IS THE CURE! ….one small problem…
Part 2 of our passage north brings us a couple surprises, one of which is quite frustrating. Otherwise, a lovely lovely five day passage is complete and we are set up to put Clarity on the hard for a few major jobs. Patreon: Consulting: Squarespace 14 day free trial: iTunes Podcast: Privat...
WHY WE DITCHED THE 9-5 GRIND for an Unconventional Life. (Sailing SV Sarean) EP. 77
WANT TO SEE MORE? Hop on over to our Patreon page where our biggest fans help make these videos possible: SUBSCRIBE at: Do you ever wonder what makes people live the perceived normal life? You know, the one most of us were taught growing up. To be good at school, to get a well-paying 9-5 job,...
Small Errors CATASTROPHIC RESULTS – Passage To New Caledonia – Day 3 (Sailing SV Sarean) Ep. 74
LIKE WHAT WE DO? Hop on over to our Patreon page where our biggest fans help make these videos possible: SUBSCRIBE at: Day 3 on our passage to New Caledonia see's us honking along under a brisk breeze, awaiting the forecast stronger winds. Meg shares her tips on charting for an ocean pas...
OCEAN PASSAGE Australia to NEW CALEDONIA – 4 Seasons of Wind in One Day (Sailing SV Sarean) EP. 73
LIKE WHAT WE DO? Hop on over to our Patreon page where our biggest fans help make these videos possible: SUBSCRIBE at: Meg's cancer journey has put a halter on us for long enough. This week we're following our Gypsea hearts as we set sail across the ditch to New Caledonia. Join us a...