Watch Sailing & Boating Adventures Around the World – Page 19 of 43

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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Our BOAT Is GONE! – WHAT the #@$!? | SailAway 190
SailAway World Sailing

Our BOAT Is GONE! – WHAT the #@$!? | SailAway 190

It's one of MANY sailors' NIGHTMARES. You're in a FOREIGN COUNTRY and not only does your BOAT GO MISSING, but your FAMILY AS WELL. Lots of scenarios jockey for attention in your mind as you struggle to decide what on earth to do. But if you're lucky, you have a first mate and ...
Will This Concrete Boat Sink?? Ep 177 – Lady K Sailing
Lady K Sailing

Will This Concrete Boat Sink?? Ep 177 – Lady K Sailing

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TRESPASSING – Our LOST Island Paradise | SailAway 189
SailAway World Sailing

TRESPASSING – Our LOST Island Paradise | SailAway 189

Our BEST memories DESTROYED. We're NOT ALLOWED on this island, but it means TOO MUCH to us not to GO ANYWAY. It's been 8 LONG YEARS since we last saw this place, the place our cruising history truly began. And in that time IRMA also happened. Not much is left of our cherished island pa...
Aluminium Boats – Episode 176 – Lady K Sailing
Lady K Sailing

Aluminium Boats – Episode 176 – Lady K Sailing

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Steel Sailboats – Episode 175 – Lady K Sailing
Lady K Sailing

Steel Sailboats – Episode 175 – Lady K Sailing

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Winter Sucks? WATCH THIS VIDEO | SailAway 188
SailAway World Sailing

Winter Sucks? WATCH THIS VIDEO | SailAway 188

Are you SICK of the COLD and SNOW? Or just having no access to a BOAT? We're here to help. :-). You see, we're in the BRITISH VIRGIN ISLANDS with no plans for anything but SUN, SAND, SEA, BIKINIS, RUM, REPEAT. If you've never been, you'll soon understand why we worked so hard ...
CUBA!!! Our Boat Died! Episode 174 – Lady K Sailing
Lady K Sailing

CUBA!!! Our Boat Died! Episode 174 – Lady K Sailing

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OFF-LIMITS NO MORE – The ONE Destination We’d Given Up On | SailAway 187
SailAway World Sailing

OFF-LIMITS NO MORE – The ONE Destination We’d Given Up On | SailAway 187

No place we've sailed has had such SPECIAL MEANING as the one were about to sail to. It's where we we MARRIED 8 years ago and for over 2 years we've been dreaming of returning aboard our own boat. But due to some pretty extreme (and many would say unreasonable) entry restrictions an...
Who makes the fastest production catamaran?! – Episode 147
Sailing Parlay Revival

Who makes the fastest production catamaran?! – Episode 147

We get challenged to a race by our friend on a Nautitech 46, as well as an Outremer 51, Lagoon 380, Leopard 44, and a Halberg Rassey also comes along for the race against our hurricane damaged Lagoon 450! Well, it is actually a Jamie 465 now, as we extended the sugar scoops, so come along for the ra...
Before you launch that boat! Old Sailboat – Ep 173 – Lady K Sailing
Lady K Sailing
25 Years Sailing – How Did We Screw THIS Up?! | SailAway 186
SailAway World Sailing

25 Years Sailing – How Did We Screw THIS Up?! | SailAway 186

Cruising the CARIBBEAN has lots of UPS and DOWNS, sometimes ALL AT ONCE! As we make headway with some recent BOAT ISSUES, we maybe get a little cocky. What better time to get KNOCKED DOWN A PEG by a seemingly simple maneuver. But it's all about learning so we don't screw it up the next ...
Mirage – What is the fastest cruising sailboat? Lady K Sailing – Ep 172 – Lady K Sailing
Lady K Sailing

Mirage – What is the fastest cruising sailboat? Lady K Sailing – Ep 172 – Lady K Sailing

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Our $3,000+ MISTAKE – How Do We Make This WORK? | SailAway 185
SailAway World Sailing

Our $3,000+ MISTAKE – How Do We Make This WORK? | SailAway 185

Over a YEAR ago, our GENERATOR became a $15,000 PAPERWEIGHT. Now, tons of STRESS and WAY too many $$$ later, the saga finally concludes. The difficult decision has ALWAYS been - how much do we need this? And how much money is it worth to try and resurrect it? We've obviously made due over t...
Hans Christian – Is This The Best Cruising Boat – Ep 171 – Lady K Sailing
Lady K Sailing

Hans Christian – Is This The Best Cruising Boat – Ep 171 – Lady K Sailing

Support Lady K - Or Hey all, is this the best cruising boat ever made? The Hans Christian line of boats! Photo Credit:
BAD Luck, EXPENSES, and DIFFICULTIES – When It RAINS It POURS | SailAway 184
SailAway World Sailing

BAD Luck, EXPENSES, and DIFFICULTIES – When It RAINS It POURS | SailAway 184

We've had WEEKS of random DIFFICULTIES followed by some BAD LUCK, all of which have ADDED to already growing EXPENSES. These things happen to everyone, and out here they seem to come in waves. And when getting things done and just GETTING things is already difficult, we find ourselves frustra...
CAL Yachts vs Ranger – Ep 170 – Lady K Sailing
Lady K Sailing

CAL Yachts vs Ranger – Ep 170 – Lady K Sailing

Support Lady K - Or Join us as we explore east coast vs west coast, the mighty Ranger vs Cal Yachts! Photo Credit:
TOP 5 22 FOOT SAILBOATS & SEE YOU IN BAHAMAS? Ep 169 – Lady K Sailing
Lady K Sailing

TOP 5 22 FOOT SAILBOATS & SEE YOU IN BAHAMAS? Ep 169 – Lady K Sailing

Support Lady K - Or The top 5 22 foot sailboats or the best boats to buy for your first sailboat! Photo Credit:
CLOSE Encounters With GIANT BOATS – City Anchoring in the CARIBBEAN | SailAway 183
SailAway World Sailing

CLOSE Encounters With GIANT BOATS – City Anchoring in the CARIBBEAN | SailAway 183

Things can get DICEY when anchoring next to MEGA YACHTS and CRUISE SHIPS. But it's NOT always PRISTINE anchorages and remote, desolate BEACHES that define the SAILING LIFE. For us, a good dose of METRO ANCHORING works wonders at times. When you're out here for YEARS, sometimes dropping t...
THE BEST 30′ SAILBOAT EVER??? C&C 30 Why and Why Not, EP 168 – Lady K Sailing
Lady K Sailing

THE BEST 30′ SAILBOAT EVER??? C&C 30 Why and Why Not, EP 168 – Lady K Sailing

Support Lady K - Or C&C 30, 30 foot sailboat, Caribbean Cruiser, Sailboat Racing Photo Credit:
Balancing The TWO Cruising Life ESSENTIALS | SailAway 182
SailAway World Sailing

Balancing The TWO Cruising Life ESSENTIALS | SailAway 182

2 PRIMARY ASPECTS make this life enjoyable. And BOTH things FEED each other to keep this crazy life working. Without ONE, the other suffers and vice versa. This week we take you on an INCREDIBLY DICEY anchoring, along with one of the best bio-bays in the world. Then it's off to ST. THOMAS t...
Are You a SAILOR or a CRUISER? – The 4 Main Differences | SailAway 181
SailAway World Sailing

Are You a SAILOR or a CRUISER? – The 4 Main Differences | SailAway 181

SAILING PURISTS often look at CRUISING with a slight air of DISDAIN, especially when that cruising involves MOTORING. How much motoring is too much? When do you STOP being a sailor at all? And does it matter? We began as pure sailors and soon discovered the definition of what we are now is quite...
Top 5 Sailboats 30 feet – Episode 167 – Lady K Sailing
Lady K Sailing

Top 5 Sailboats 30 feet – Episode 167 – Lady K Sailing

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BIGGEST SAILBOAT MISTAKES, TOP 5 – Ep 166 – Lady K Sailing
Lady K Sailing

BIGGEST SAILBOAT MISTAKES, TOP 5 – Ep 166 – Lady K Sailing

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Herby Breaks Down in Tears | Sailing Wisdom [S4 Ep14]
Rigging Doctor

Herby Breaks Down in Tears | Sailing Wisdom [S4 Ep14]

▸ PAINTING COMMISIONS: [email protected] ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: The most beautiful snorkeling in Puerto Rico con...
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