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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Sailing Our 38ft Catamaran to Sardinia Single Handed
The Runa Life

Sailing Our 38ft Catamaran to Sardinia Single Handed

*This week,* our sailing adventure takes us from *Corsica back to Northern Sardinia* as Ruth takes on a 45 nautical mile solo sail without Andrew's help as we cross the Mediterranean. From sailing in light winds under our Code 0, to discovering crystal-clear anchorages, swimming with thousand...
We Expected a Sail | We Got an EPIC Dock Party Instead
Secondhand Sailors

We Expected a Sail | We Got an EPIC Dock Party Instead

In episode 71 of Secondhand Sailors, Turner & Renee try sailing on the 4th of July weekend. Our relaxing sailing trip turned into a major sailing breakdown when the engine failed. Watch how we handled a broken boat engine at sea. This video documents the reality of unexpected boat engine troub...
The $89k 55 Foot Bluewater Yacht That Got Cheap Enough to Be Dangerous
Practical Sailor

The $89k 55 Foot Bluewater Yacht That Got Cheap Enough to Be Dangerous

Pearson Rhodes 41/Rhodes Bounty II Used Sailboat Review: The Tayana 55 is one of the most tempting used bluewater cruising sailboats on the market: a 55-foot center cockpit offshore yacht with serious tankage, a big aft cabin, heavy displacement, beautiful teak joinery, and the kind of long-distan...
My First Solo Sail… Then the Engine Died — Sailing Yabá
Sailing Yabá

My First Solo Sail… Then the Engine Died — 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 a drink* → via PayPal: 🧢...
We Finally Left the Boatyard… Here’s What 2 Years Taught Us. Ep. 73
Sailing Roam

We Finally Left the Boatyard… Here’s What 2 Years Taught Us. Ep. 73

After two years on the hard, countless projects, and more than a few unexpected setbacks, ROAM finally leaves the boatyard. This is the moment we've been working toward since the day we hauled out what we thought would be a simple six-month refit. Two years later, we're motoring—and saili...
Is This The PERFECT Sailboat? Tour of SV Daisy Mae
Secondhand Sailors

Is This The PERFECT Sailboat? Tour of SV Daisy Mae

In episode 70 of Secondhand Sailors, Turner and Renee take you on a detailed sailboat tour of SV Daisy Mae, their Pearson 37-2 sailboat that is designed for life on the water. This walkthrough covers every inch of the vessel, from the cockpit and deck layout to the interior living spaces. Whether ...
The Sailboat With No Wires Holding Up the Mast
Lady K Sailing

The Sailboat With No Wires Holding Up the Mast

Thinking about buying a 30-foot sailboat, liveaboard cruiser, weekend sailboat, or easy singlehanded cruising boat? The Nonsuch 30 is one of the strangest and smartest used sailboats on the market. With no standing rigging, no shrouds, no forestay, no headsail, one huge sail, a freestanding mast, an...
Hans Christian 33: The Tiny Bluewater Legend Nobody Sells
Practical Sailor

Hans Christian 33: The Tiny Bluewater Legend Nobody Sells

Cabot 36 Used Boat Review: The Hans Christian 33 is one of the most beloved older bluewater cruising sailboats ever built, and in this Practical Sailor review we take a close look at why this heavy-displacement, full-keel cutter still has such a strong following. Designed by Harwood Ives and built ...
CRITICAL ELECTRICAL FAILURE & A Rough Ride to the Outer Reef! (Ep. 189)
Sailing SV CUBA

CRITICAL ELECTRICAL FAILURE & A Rough Ride to the Outer Reef! (Ep. 189)

We knew something was wrong with our sailboat's electronics, but we couldn't track down the mystery issue. So, we decided to clear our heads the only way we know how—by taking a hell-fast, incredibly bumpy boat ride out to a stunning island on the outer reef! 🌊🏝️ *Want to support us?"...
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...
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