Watch Sailing & Boating Adventures Around the World – Page 3 of 89

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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We Finally Installed the One Thing We Needed Most on This Boat — Sailing Yabá
Sailing Yabá

We Finally Installed the One Thing We Needed Most on This Boat — Sailing Yabá

⚓ Subscribe to follow our journey: If you want to see the full haul-out and the technical challenges of maintaining a handmade wooden boat, make sure to hit that subscribe button! → 💙 *Support the adventure:* 🌊 *Join our crew on Patreon* → Exclusive content here: ☕ *Send us a drink* → via PayPal:...
A Mistake A New Cruiser Can Make with Their Boom [Ep 60]
Sailing Into the Mystic

A Mistake A New Cruiser Can Make with Their Boom [Ep 60]

This sailing adventure captures the reality of cruising, from the easy to challenging sails. If you enjoy sailboat life, this look at our recent journey provides a glimpse into the highs and lows of coastal sailing, in particular along the Pacific Coast of Baja California. We share the ups and downs...
The Best Canadian Sailboat You’ve Never Heard Of  | Sailing Truth Show
Sailing Zingaro

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...
The Boat Upgrades That Actually Matter
Practical Sailor

The Boat Upgrades That Actually Matter

Winch Buyer’s Guide: A Look at 7 Brands and 76 Self-Tailing Models: What are the best boat upgrades you can make… without wasting money? I asked the Lady K Sailing Facebook community a simple question: what’s the one upgrade you installed that actually changed your day-to-day life onboard? Not the...
the hardest video we ever made.
Sailing Yabá

the hardest video we ever made.

This is one of the most vulnerable moments we've ever shared and we ask for kindness. As we move forward on different paths, we do so with appreciation for everything we've built together and for all of you who helped make this journey possible. With love, Ben & MP MP’s newsletter: ...
Best 40 Foot Sailboat to Live On?
Lady K Sailing

Best 40 Foot Sailboat to Live On?

So you want to live on a sailboat. What is the best sailboat to live on, and how big should a sailboat be to live aboard comfortably? In this episode, we look at why a 40-foot sailboat may be the sweet spot for real liveaboard sailing. You can live on a smaller boat, but if you want adult comfort, r...
Halcyon 23 | Too Small to Live On?
Practical Sailor

Halcyon 23 | Too Small to Live On?

Bob Perry’s Salty Tayana 37-Footer: Boat Review: Could you really live on a small sailboat, go cruising cheap, or chase the sailing dream without buying a huge expensive boat? In this episode, we look at the Halcyon 23, a tiny British pocket cruiser that asks a very old question: how much boat do ...
We Finally Finished Everything on our wooden BOAT and Left the Dock! — Sailing Yabá
Sailing Yabá

We Finally Finished Everything on our wooden BOAT and Left the Dock! — Sailing Yabá

⚓ Subscribe to follow our journey: If you want to see the full haul-out and the technical challenges of maintaining a handmade wooden boat, make sure to hit that subscribe button! → 💙 *Support the adventure:* 🌊 *Join our crew on Patreon* → Exclusive content here: ☕ *Send us a drink* → via PayPal:...
2 Years Later… ROAM Is Finally Back in the Water  Ep. 72 #sailboatrefit
Sailing Roam

2 Years Later… ROAM Is Finally Back in the Water Ep. 72 #sailboatrefit

Two years ago, we hauled ROAM out of the water expecting a six-month refit. This week, we finally put her back where she belongs. Getting to splash day wasn't nearly as straightforward as we'd hoped. In fact, we were supposed to relaunch two weeks earlier—until we discovered a critical mi...
Stretched Too Far… What’s Next for SV CUBA? 😱 E.188
Sailing SV CUBA

Stretched Too Far… What’s Next for SV CUBA? 😱 E.188

After years of chasing horizons, crossing oceans, and sharing every step of our sailing journey, we have some emotional news to share. It's been an incredible journey so far—from offshore passages and island hopping to boat projects and repairs, cruising life, and unforgettable moments at sea. ...
Is Living On A Yacht Cheaper Than Living In a House?
The Runa Life

Is Living On A Yacht Cheaper Than Living In a House?

This is the episode EVERYONE has been asking for! *Please hit the subscribe button for all things sailing and adventure - it really helps us out and makes us happy! 😃 Thanks A&R ❤️* One of the most common questions we get asked is: How much does it cost to live on a yacht full-time? In thi...
Nothing Works on my Sailboat 😕 E.187
Sailing SV CUBA

Nothing Works on my Sailboat 😕 E.187

In this episode of my chaotic sailing life, I’m filming the continuing breakdown from my previous episode: what stopped working, what I’ve tried so far, weird symptoms, and all the things that keep going wrong. If you know anything about sailboat electrics, please drop your advice in the comments — ...
He’s Built 400 Boats. The Cheap Used Sailboats He’d Buy in 2026
Sailing Zingaro

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...
Why Sailors Still Want This Slow Old Cruiser – Down East 38
Practical Sailor

Why Sailors Still Want This Slow Old Cruiser – Down East 38

Liveaboard Insurance: Harder to Get, More Important Than Ever: In this Practical Sailor boat tour, we take a deep look at the Downeaster 38, also known as the Down East 38, a classic full-keel bluewater cruising sailboat from Down East Yachts. Designed by Henry Mohrschladt and Bob Poole, the Downe...
Hans Christian 43T is NOT for Everyone
Lady K Sailing

Hans Christian 43T is NOT for Everyone

Is the Hans Christian 43T a great bluewater sailboat, or is it the wrong boat for the way most people actually cruise today? In this episode, we look at the Hans Christian 43T as a serious ocean crossing sailboat, a classic double-ended bluewater cruiser, and a tempting option for anyone searching f...
Finally Cheap Enough to Be Dangerous – This 42-Foot Jeanneau DS
Practical Sailor

Finally Cheap Enough to Be Dangerous – This 42-Foot Jeanneau DS

Diesel Repower From Scratch: Part 1 - Tour the Jeanneau Sun Odyssey 42DS, a 42-foot cruising sailboat that may be one of the most tempting used sailboats on the market. With twin helms, in-mast furling, a bright deck saloon, huge aft cabin, and serious liveaboard cruising comfort, the Jeanneau 42D...
Why I’m Going Underwater to Escape Boat Life? 😳 | E.186
Sailing SV CUBA

Why I’m Going Underwater to Escape Boat Life? 😳 | E.186

Why it's everything breaking today in the boat? *Want to support us?" Patreon: Buy Salsa a Coffee☕🧡: Amazon Wish List: PayPal:
She’s Floating Again! — Sailing Yabá
Sailing Yabá

She’s Floating Again! — Sailing Yabá

⚓ Subscribe to follow our journey: If you want to see the full haul-out and the technical challenges of maintaining a handmade wooden boat, make sure to hit that subscribe button! → 💙 *Support the adventure:* 🌊 *Join our crew on Patreon* → Exclusive content here: ☕ *Send us a drink* → via PayPal:...
We Built Our Own Lithium Battery Bank (And It Was Way Harder Than Expected) Ep.71 #sailboatrefit
Sailing Roam

We Built Our Own Lithium Battery Bank (And It Was Way Harder Than Expected) Ep.71 #sailboatrefit

After years of planning, researching, sourcing parts, and redesigning, we're finally building one of the most important systems on ROAM: our DIY lithium house battery bank. Instead of purchasing pre-packaged marine batteries, we imported individual 2.3-volt lithium cells directly from China an...
Is This the Best 35-Foot Sailboat Ever Made? Catalina 350
Practical Sailor

Is This the Best 35-Foot Sailboat Ever Made? Catalina 350

Is the Catalina 350 one of the best 35-foot cruising sailboats ever built? In this Practical Sailor boat tour, we take a close look at the Catalina 350, a beamy, comfortable, shoal-draft cruiser designed by Gerry Douglas for Catalina Yachts. With a nearly 13-foot beam, 4-foot-6-inch wing keel, masth...
One Last Job Before We Launch Our Wooden Boat — Sailing Yabá
Sailing Yabá

One Last Job Before We Launch Our Wooden Boat — Sailing Yabá

⚓ Subscribe to follow our journey: If you want to see the full haul-out and the technical challenges of maintaining a handmade wooden boat, make sure to hit that subscribe button! → 💙 *Support the adventure:* 🌊 *Join our crew on Patreon* → Exclusive content here: ☕ *Send us a drink* → via PayPal:...
The Best Affordable Sailboats Nobody Talks About (With Kyle Jachney) | Sailing Truth Show
Sailing Zingaro

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 24 Foot Sailboat Can Cross Oceans… Seriously
Practical Sailor

This 24 Foot Sailboat Can Cross Oceans… Seriously

Seven Common Boat Problems You Can’t Ignore (and How to Fix Them) - Can you really cross oceans or even live aboard a 24-foot sailboat? In this deep dive on the Pacific Seacraft Dana 24, we break down one of the most capable small cruising sailboats ever built. With a full keel, cutter rig, heavy ...
We NEED to Get This Boat Ready to Float NOW! — Sailing Yabá
Sailing Yabá

We NEED to Get This Boat Ready to Float NOW! — Sailing Yabá

⚓ Subscribe to follow our journey: If you want to see the full haul-out and the technical challenges of maintaining a handmade wooden boat, make sure to hit that subscribe button! → 💙 *Support the adventure:* 🌊 *Join our crew on Patreon* → Exclusive content here: ☕ *Send us a drink* → via PayPal:...
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