Watch Sailing & Boating Adventures Around the World – Page 2 of 8
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 174 results
Our Sail South Begins: Tonga to Minerva Reef
Join us on our journey South to New Zealand! In this video we prepare to leave Tonga: stocking up on provisions, triple checking the weather and saying farewell to the local wildlife…🐋🪼🦑 From there, we set off on a 3-day passage to Minerva Reef, facing rough seas along the way and adding a few new i...
Bonaire Bound: Our First Downwind Sail on the Vision 444
After a month of boat work and marina life in Grenada, it’s finally time to say goodbye to friends and set sail west toward Bonaire! This passage is extra special because it’s our first downwind sail on our Vision 444 catamaran, and we’re eager to see how she performs. With the weather on our side, ...
The Ultimate Walk Through
Welcome aboard Moor R & R! Episode 1. In this video, we’re giving you a full walk-through of our Lagoon 450 F — but this isn’t your average catamaran. Over the past two years, we’ve completely transformed this boat into a comfortable, upgraded liveaboard home. From a one-of-a-kind tender lift...
Our Dinghy SANK?! Sailing to Martinique
What started as a smooth sail from Îles des Saintes to Martinique quickly turned into one of our wildest passages yet. As we sailed south through the Eastern Caribbean, we were surrounded by massive mats of sargassum, battled unpredictable gusts near Dominica, and watched fearless kiteboarders tear...![[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...
After the Fun in Sint Maarten, We Set Sail for Saint Kitts
After an unforgettable time in Sint Maarten—celebrating Bastille Day, ziplining through the lush hills of Loterie Farm, and soaking up the cruiser-friendly vibes of the lagoon—it’s finally time to hoist the sails again. In this episode, we say goodbye to the comforts and conveniences of Simpson Bay...![[Ep 17] Prepping the Sailboat for Mexico Cruising | Routine Maintenance Threw Us a Curveball](https://i.ytimg.com/vi_webp/ErHsbooskOI/mqdefault.webp)
[Ep 17] Prepping the Sailboat for Mexico Cruising | Routine Maintenance Threw Us a Curveball
After 3 Months in San Diego... We Are Finally Ready to Sail to Mexico 🇲🇽⛵️ In this episode, we finally wrap up most of the projects while staying on anchor in San Diego, before taking off for Mexico. What was supposed to be a quick stop turned into three months of intense boat projects, major engine...
Sailing from Morocco to the Canaries: four days of quiet companionship at sea
After a quick marina repair in Rabat, Morocco, we cast off for a 480 nautical mile offshore sailing passage toward the Canary Islands. With a well-prepped sailboat and favorable weather, we were hopeful—but not fully ready for how physically draining the days ahead would be. This wasn’t a journey f...
Package Delays & Island Days | USVI Boat Life
After our 7-day passage to the USVI, we find ourselves in island time — waiting on delayed packages before we can continue our journey south to Saint Martin for hurricane season. While we wait, it’s a week of boat projects and island adventures! We spend time troubleshooting a radar that won’t acti...
What a Full Day on Passage REALLY Looks Like | VLOG 285 4K
We’re finally back at sea! After months on land, we’re setting sail from Georgia and making our way to the Bahamas — this time as a family of four. With our 7-month-old baby and dog onboard, we navigate a mix of the Intracoastal Waterway and offshore passages, adapting our route with the weather as ...
Why Sailboats Have Two Rudders
Check out my new book, Be The Captain: Ever wondered why so many modern sailboats now have dual rudders? You might think it's about safety or redundancy—but there's actually a deeper story. This video reveals the real reasons behind the widespread adoption of dual rudders on cruising sai...
Sneak Preview of My Book: “Be The Captain”
Get a signed copy while they last → In this video, I’m sharing the story behind Be The Captain—why I wrote it, what I’ve learned from thousands of readers like you, and a preview of what’s inside. Thank you for all the support, encouragement, and energy you've sent my way. I can't wait ...
Near-Death At Sea: What I Learned
Chapter 13 of my book *Be The Captain* is Storm Tactics: This is what I learned the night our catamaran cracked open 100 miles offshore. It wasn’t a rogue wave. It wasn’t one bad call. It was a chain of decisions—some rushed, some careless, some just unlucky. And the truth is, the biggest problem...
OFFSHORE SAIL NORTH: no choice but to take it on the chin – Ep 237
We set sail from the British Virgin Islands on a major offshore passage marking the first leg of our journey north in our new to us custom aluminum expedition sailboat toward remote, high-latitude destinations. This episode is a raw and unfiltered view of roffshore sailing as a couple starting with ...
Seacocks & Antifoul – Living With The Tide
In this episode, we’re cracking on with more work aboard Constantia as we get her ready for adventures ahead. From fitting new Tru Design seacocks (yep, we’re excited about seacocks now), slapping on fresh antifoul, and installing anchor chain markers, to – dare we say – a stroke of genius involving...
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
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...
Better off Naked?! Rash ending to final days of Boat Life in Paradise – Ep 236
Get an exclusive 15% discount on Saily data plans! Use code JIBSEA at checkout. Download Saily app or go to Sailing the British Virgin Islands as our last stop in the Caribbean before we set sail for the high latitudes for our next big adventure on our new to us custom aluminum sailboat. In this ...
HUGE CHANGES on SO MANY levels!
We're so blessed. Yes there's a lot of stuff going on in the world to be miserable about, but we're here, on our little, modest, floating home. Enjoying time with each other. Enjoying turning this old boat into a comfy place to live. We're learning more and more that the valu...
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! Thank you for an unforgettable launch. 500 copies — gone in 24 hours. I’m beyond grateful for the support, belief, and trust. *My shirt is from my buddy Tom's YouTube cha...
Offshore Weather Routing 101: The Skills That Save Lives
📖 My new book "Be The Captain" is available for preorder now: 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 offshore, and how new tech lets us sail smarter and safer than ever before. W...
£40 for 10 Days: The Challenge of Living on a Budget
Life is tough for so many of us right now. With the cost of living continuing to rise to eye-watering levels, many families—ours included—are having to rethink how we spend, save, and make do with less. But that doesn't mean we can't still enjoy life, smile through the challenges, and find...
What next? We’re leaving! But are we ready?
We finally left Portland after an amazing winter making new friends and enjoying this awesome Marina. Honestly we can't recommend Portland Marina highly enough. People told us it would be remote and exposed but it didn't feel like that to us. Yes there were storms, but that's normal...