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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Dominica Didn’t Let Us Leave Easily… E400
Wildly Intrepid Sailing

Dominica Didn’t Let Us Leave Easily… E400

Our time in Dominica comes to a pretty rough ending! We grab a mooring in Roseau and head ashore to explore downtown, only to realize we’ve LOST our cellphone as we head back home. 😩 Not exactly how we planned to spend our last days on one of our favorite Caribbean islands! Back at the boat, thing...
How Is This 56-Year-Old Hinckley Sailboat Still So Beautiful? | $85K | Tour
BoatFools Sailing

How Is This 56-Year-Old Hinckley Sailboat Still So Beautiful? | $85K | Tour

@boatfools #sailing #sailboat #hinckley #classicboat How Is This 56-Year-Old Hinckley Sailboat Still So Beautiful? | $85K | TOUR How does a 1970 Hinckley 38 still look this good? Canadian Ken and I climb aboard this gorgeous classic sailboat to find out why, more than half a century later, she’s...
The Coolest Boat You’ve Never Heard Of
Lady K Sailing

The Coolest Boat You’ve Never Heard Of

Mr. Trash Wheel might be the coolest boat you’ve never heard of. This bizarre floating machine in Baltimore’s Inner Harbor uses river current, solar power, a giant water wheel and a conveyor belt to collect trash before it reaches the Chesapeake Bay and Atlantic Ocean. And yes, the giant googly eyes...
Sailing Panama…We Found a Secret Jungle River 🇵🇦 Ep-237
Leading the Escapade

Sailing Panama…We Found a Secret Jungle River 🇵🇦 Ep-237

Sailing in Bocas del Toro, Panama is starting to feel a little too comfortable… so naturally, we find ourselves leaving the boat to explore what’s hiding beyond the islands. 🌴⛵️ This week aboard Escapade takes us from Starfish Beach into the canals and jungle of Bocas del Toro, with light-wind sail...
Hot Take – Slow Sailboats Aren’t Safer
Lady K Sailing

Hot Take – Slow Sailboats Aren’t Safer

Thinking about buying a sailboat? Whether you’re shopping for your first sailboat, a liveaboard sailboat, a bluewater cruising boat, or the perfect sailboat for the Bahamas and Caribbean, there’s one thing buyers often underestimate: speed. Cruising sailors are constantly told that heavy, slow sailb...
11 Days at Sea: St Helena to Fernando de Noronha | S6 E03
Sailing with six

11 Days at Sea: St Helena to Fernando de Noronha | S6 E03

Eleven days at sea, sailing west across the South Atlantic from St Helena to Fernando de Noronha. There’s no big crisis on this passage—just the rhythm of life aboard Happy Days. We keep the boat moving, share watches, work and do school, while Archie and Bella try their hand at navigating with a s...
WE’RE TEARING HER APART 😳 The Rebuild Begins | S2.E206 | Sailing SV CUBA
Sailing SV CUBA

WE’RE TEARING HER APART 😳 The Rebuild Begins | S2.E206 | Sailing SV CUBA

After a devastating lightning strike, the rebuild of our sailboat finally begins… ⚡️😳 We’re tearing her apart, stripping her down, uncovering hidden damage, and taking the first steps toward bringing her back to life.⚡️ Boat life rebuild One step at a time. *Want to support us?" Patreon: Buy ...
WORTH NO SLEEP? Dominica’s hidden gem E399
Wildly Intrepid Sailing

WORTH NO SLEEP? Dominica’s hidden gem E399

Sometimes the best cruising stops are the ones you never planned! ⛵🌴 We sail out of Portsmouth, Dominica, hoping to make a quick hop around the coast and drop anchor just around the corner. But our anchoring plans don’t exactly go as expected… That little failure leads us to Coulibistrie, an unexp...
We Didn’t Expect This… Bad Weather AND an Electrical Fire!
Sailing Clewless Crew

We Didn’t Expect This… Bad Weather AND an Electrical Fire!

A tropical-style storm hits Kotor Bay without warning, flooding the saloon, soaking Sharon and Cleo, and causing a power outage across the town — and that’s just day one! Then, while moving anchorage, we open the engine bay to find two Mastervolt shunts have melted due to corrosion, knocking out our...
Two days at Sea…..Then the storm hit! sailing Croatia to Greece
Sailing Sea Moon

Two days at Sea…..Then the storm hit! sailing Croatia to Greece

After an incredible summer cruising Croatia, it was time for Sea Moon to point south and begin our passage from Dubrovnik, Croatia to Corfu, Greece. Before leaving, we had one last day exploring Dubrovnik, including a walk around those spectacular city walls and a final look at one of Croatia’s mos...
Live Refeno regatta on board Yabá— Sailing Yabá
Sailing Yabá

Live Refeno regatta on board Yabá— Sailing Yabá

Join us as we set of on the 300nm Refeno regatta to Fernando de Noronha #boatlife #liveaboard #sailingadventure #Sailing #WoodenBoa #refeno
The Boating Industry Has a Trust Problem
Lady K Sailing

The Boating Industry Has a Trust Problem

If you own a sailboat, sooner or later you’re going to need a marine mechanic, boatyard, marina, sailmaker, rigger, marine electrician, surveyor, or somebody to handle sailboat repair and maintenance. But how do you know who you can trust? Whether you’re researching how to fix a sailboat, sailboat...
STOP! You Don’t Need to Sail Around the World!
Lady K Sailing

STOP! You Don’t Need to Sail Around the World!

Are you looking for the best sailboat to sail around the world? Wondering what makes a good bluewater sailboat, whether you need a full keel, heavy displacement, a skeg-hung rudder, or one of those legendary offshore cruising boats everyone recommends? Here’s the problem: you might be shopping for ...
HUGE Sailboat for Young Couple! Beneteau 440 and the Sailblazers
Lady K Sailing

HUGE Sailboat for Young Couple! Beneteau 440 and the Sailblazers

Check out the @Sailblazers Meet Sail Blazers, a young sailing couple doing something most people only dream about. Kendall and Finn are just 21 years old, sailing the Bahamas aboard their Beneteau Oceanis 440 and building their own sailing YouTube channel along the way. In this interview, we tal...
We Found Montenegro’s Hidden Watermill Restaurant! | Catamaran Life, Perast & Boat Lasagne
Sailing Clewless Crew

We Found Montenegro’s Hidden Watermill Restaurant! | Catamaran Life, Perast & Boat Lasagne

We discover one of Montenegro’s most beautiful hidden spots—by fully sending the dinghy! From our catamaran in Risan Bay, we head through a narrow bridge entrance to an incredible old watermill restaurant surrounded by streams, stone bridges and lush greenery in the Bay of Kotor. Hi and welcome, we...
We Got LOST in the Pirates of the Caribbean Indian River! E398
Wildly Intrepid Sailing

We Got LOST in the Pirates of the Caribbean Indian River! E398

We set out to explore Dominica’s famous Indian River… but somehow managed to lose the trail! What followed turned into one of those adventures that makes Dominica so incredible. We wandered through thick jungle, crossed the river and found ourselves surrounded by huge twisted roots that looked str...
After 7 Years, I’m Delivering Our Sailboat to Its New Owners | Sailing Sunday Vlog 321
Sailing Sunday

After 7 Years, I’m Delivering Our Sailboat to Its New Owners | Sailing Sunday Vlog 321

After seven years and over 65,000 nautical miles, I’m sailing from Florida to Texas to deliver our sailboat Sunday to her new owners… and when we arrive, I’ll step off the boat we called home for the very last time! But first, we’ve got four days to cross the Gulf stream again, dodging cargo ships, ...
Broken Engine, Big Waves Episode 8
Sailing Banana Pancakes

Broken Engine, Big Waves Episode 8

We thought our biggest problem was a broken dinghy… until one of our engines refused to start and a massive wave came crashing through the front door of our boat. After six hours troubleshooting the engine in the Florida heat, Steve finally got us moving again. But our first real day sailing north ...
The FRUSTRATING Part of Life Onboard our 38ft Sailing Boat | S2 – EP14
The Runa Life

The FRUSTRATING Part of Life Onboard our 38ft Sailing Boat | S2 – EP14

It's been a frustrating week onboard Rúna! In this episode, we continue our sailing adventure along the Sicilian coast, but progress is slow as day after day we struggle for wind. We push on, growing increasingly frustrated as we end up motoring more than we ever have before! But Sicily conti...
Am I Ready To Sail Nonstop Around The World?
Sailing With Phoenix | Oliver

Am I Ready To Sail Nonstop Around The World?

Part of a five day sea trial out in the Pacific to test out my new inventory of sails. Crazy to think how close I am to the starting line now... Starting in October 2026 I will attempt a 30,000 mile solo nonstop circumnavigation of the planet aboard my Pacific Seacraft 40, "Phoenix do Mar"...
Why You Need to Come to Annapolis This Year
Lady K Sailing

Why You Need to Come to Annapolis This Year

BUY TICKETS HERE PLEASE 😊 Are you thinking about coming to the 2026 Annapolis Sailboat Show? Do you want to see the newest sailboat models, find the best cruising boat for a couple, buy a liveaboard sailboat, or finally start working toward your sailing dream? Join me at the Annapolis Sailboat Sho...
Living the Dream in Bocas del Toro 🌴 Sailing, Tropical Paradise & Starfish
Leading the Escapade

Living the Dream in Bocas del Toro 🌴 Sailing, Tropical Paradise & Starfish

After days of nonstop rain, we finally get some sunshine and make the most of it! 🌴☀️ In this episode, we start with a few cosmetic boat jobs we’ve been putting off while waiting for the weather to improve. Then we set sail through Bocas del Toro, Panama, heading to Dolphin Bay Yacht Club to check ...
Don’t Live on a Sailboat Until You Hear This
Lady K Sailing

Don’t Live on a Sailboat Until You Hear This

Are you thinking about living on a sailboat? How much does it cost to live on a sailboat? Is living aboard cheaper than owning a house? How does a sailboat toilet work? Where does the waste go? How do liveaboards get electricity, fresh water, internet, groceries, showers and laundry? What happens wh...
ROUGH Sail to Dominica But it’s WORTH IT E397
Wildly Intrepid Sailing

ROUGH Sail to Dominica But it’s WORTH IT E397

We say goodbye to Guadeloupe and set sail for Dominica, but it definitely isn't the smooth Caribbean sail we were hoping for! The day starts with a bad feeling in my gut before we head out into a rough, lumpy sea for the crossing to Dominica. 🌧️⛵ It isn't our most comfortable passage, but...
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