Watch Sailing & Boating Adventures Around the World – Page 26 of 112

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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Worst STORM We’ve Had – 40+knots and BARE POLES | S4 E5
Sailing with six

Worst STORM We’ve Had – 40+knots and BARE POLES | S4 E5

From Calm to Chaos—We Did NOT See This Coming! It's the worst storm we’ve had with 40+knots and running off with bare poles. This was supposed to be a straightforward passage—two nights at sea, motoring across glassy waters, dodging the usual FADs (fish aggregating devices). But then, out of n...
[Ep 1] Buying a Sailboat: Will We Sail Away or Sink Deep Into Regret?
SmoCo Sailing

[Ep 1] Buying a Sailboat: Will We Sail Away or Sink Deep Into Regret?

We’re 2000 miles into our journey, but we’re backtracking on Youtube to give our friends and family a glimpse into how our crazy idea turned into a plan, then into reality. In this episode we flashback to purchasing the first sailboat we saw and the 200 mile sail to bring her home to Monterey where ...
We Sailed to the Most Unexplored Island in the Caribbean – THE WILD QUEEN 🌋🩵E.134
Sailing SV CUBA

We Sailed to the Most Unexplored Island in the Caribbean – THE WILD QUEEN 🌋🩵E.134

Secure your privacy with Surfshark! Go to for an extra 4 months Follow us every week in our real life sailing adventure, as we live off grid, sail from place to place, travel from country to country discovering new adventures. *Want to support us?" Patreon: Buy Salsa a Coffee☕🧡: Amazon Wis...
Grenada Sailboat HIJACKING – Ep 319 Lady K Sailing
Lady K Sailing

Grenada Sailboat HIJACKING – Ep 319 Lady K Sailing

Learning from tragedy is important. Two Americans, a sailing couple are presumed dead after they vanished from their yacht in Grenada, leaving behind evidence of a bloody struggle, police in nearby St. Vincent and the Grenadines said Monday. While loved ones of Kathy Brandel and Ralph Hendry are hop...
Living the Dream⛵🌊 Sailing, Diving, Kitesurfing… and endless Boat Work!— Sailing Yabá 261
Sailing Yabá

Living the Dream⛵🌊 Sailing, Diving, Kitesurfing… and endless Boat Work!— Sailing Yabá 261

Episode 261 | Sailing, diving, kitesurfing and... fixing stuff! ⛵ *Hop aboard & follow our journey* → SUBSCRIBE 💙 *Support the adventure:* 📖 *Grab our book* → 🌊 *Join our crew on Patreon* → Exclusive content here: ☕ *Send us a drink* → via PayPal: 🧢 *Shop our gear* → Coolest T-shirts and h...
Parasailor vs. Spinnaker – which is the BEST for Sailing the WORLD?
Sailing with six

Parasailor vs. Spinnaker – which is the BEST for Sailing the WORLD?

Parasailor vs. Spinnaker - which is the BEST for Sailing the WORLD? Is a Parasailor really the ultimate downwind sail, or have we been missing out on something better? In this episode, we put our beloved Big Red (Parasailor) head-to-head with a brand-new Purple (Cruising Spinnaker) to see which one...
Getting diesel with a horse and cart, LOMBOK style.  (ep 287)
Sailing Learning By Doing

Getting diesel with a horse and cart, LOMBOK style. (ep 287)

Sailing in Indonesia means you need to be flexible and adaptive. Almost nothing is as it is in western countries and that includes finding and buying fuel. I'm nearly out of diesel and it's time to track some down. Now the easiest way would be to just pay a local to go get it for me but I ...
Renting a Boat in Japan #japanadventure  #boatrental #tokyo
Japan Solo

Renting a Boat in Japan #japanadventure #boatrental #tokyo

Ever wondered what it’s like to rent a boat in Tokyo and explore Japan’s stunning waterways? Join me, my cousin, and my brother, an old friend and my son as skipper, as we have a unique adventure, taking in the sights from a whole new perspective! From cruising the urban canals of Tokyo to enjoying...
The Most Epic Waterfall On Earth: Trafalgar Falls, Sailing to Dominica. Episode 40
Sailing Banana Pancakes

The Most Epic Waterfall On Earth: Trafalgar Falls, Sailing to Dominica. Episode 40

After an epic day of watersports in Dominica, we woke up ready to explore this lush, wild island! 🌿 We rented the most outrageous van—“Crazy Love”—decked out in purple bling, and cruised through Dominica’s winding streets, singing at the top of our lungs. Our destination? The breathtaking Trafalgar ...
Sailing Dighies NOT to Buy – How to Learn Sailing  Ep 318 – Lady K Sailing
Lady K Sailing

Sailing Dighies NOT to Buy – How to Learn Sailing Ep 318 – Lady K Sailing

Sailing Dinghies to learn how to sail are very popular sailboats. Today we look at the Walker Bay, Oday DS1, Chrysler Mutineer, Laser, Sunfish, and other sailing dinghies to help you learn how to sail and discuss which sailing dinghies are good, and which are bad sailboats. How to sail? This is it! ...
TEAK & THROTTLE: Custom Yacht Interior & Tohatsu 2 Stroke vs 4 Stroke – Ep 225
Sailing Jibsea

TEAK & THROTTLE: Custom Yacht Interior & Tohatsu 2 Stroke vs 4 Stroke – Ep 225

We're in St. Martin/Sint Maarten in the Caribbean while cruising on our custom aluminum sailboat and working on the teak restoration and varnishing. After restoring the cockpit, we're tackling the wooden interior of our tiny home with final touches. We also celebrate a birthday onboard wh...
A Sailboat That Couldn’t Sail? Not Anymore! — Sailing Yabá 260
Sailing Yabá

A Sailboat That Couldn’t Sail? Not Anymore! — Sailing Yabá 260

Episode 260 | Sailing, finally! After months of patience, setbacks, and problem-solving, our sails are finally back. And that means one thing: it's time to raise them, test them, and set out on the adventure we’ve been dreaming of! No more waiting. No more wondering. This is the moment we’ve be...
Family of 6 Sailing to Les Saintes, Guadeloupe. Episode 39
Sailing Banana Pancakes

Family of 6 Sailing to Les Saintes, Guadeloupe. Episode 39

🚤⛵ SAILING, WING FOILING & LATE-NIGHT POKER: ISLAND LIFE IN GUADELOUPE & DOMINICA! 🎉🌊 🔥 This week is packed with adventure! From island hopping in Guadeloupe to renting scooters, playing poker until 1:30 AM, and battling heavy winds to re-anchor in the dark, we’re taking you along for the w...
TOP 5: Cruising, Fastest, Cheapest, Most Modern, & Easiest Sailboats To Buy – Ep 316
Lady K Sailing

TOP 5: Cruising, Fastest, Cheapest, Most Modern, & Easiest Sailboats To Buy – Ep 316

This week we look at the best cruising sailboats in the 30 foot range. But, because there is no "best sailboat", we look at the best cruising sailboat, the fastest sailboat, the most modern sailboat, the cheapest sailboat, and the easiest sailboat to buy. Want to help support Lady K Saili...
It’s time for CHANGE: Let’s get moving! — Sailing Yabá 259
Sailing Yabá

It’s time for CHANGE: Let’s get moving! — Sailing Yabá 259

*Bringing Yabá from wreck to dreamy! Episode 259* 👉 *SUBSCRIBE* to follow along: ( *Support Our Project:* - *Become a Patron* for exclusive content ( - *Donate via PayPal* ( or [email protected] - *Shop Our Products* ( - *Get Our Favorite Tools* ( We’re incredibly grateful to everyone supp...
Unexpected Challenges of Living on a Boat😝E.133
Sailing SV CUBA

Unexpected Challenges of Living on a Boat😝E.133

Living on a boat can be idyllic, but it also comes with unexpected challenges. This video explores some surprising hurdles faced by those who choose to live life on the water. Follow us every week in our real life sailing adventure, as we live off grid, sail from place to place, travel from country...
What’s It Like Sailing to Villages That Never See Tourists? | S4 E4
Sailing with six

What’s It Like Sailing to Villages That Never See Tourists? | S4 E4

📍 WHAT’S IT LIKE SAILING TO VILLAGES THAT NEVER SEE TOURISTS? We sailed into hard to reach areas of Indonesia, exploring villages where few—if any—tourists ever go. Every stop was a complete surprise, from off-the-chart anchorages to the warmest welcomes we’ve ever had! 🌏⛵ In this episode, we: ✅ D...
Decision time, Aluminium Project boat or Keep our Catamaran? (ep 286)
Sailing Learning By Doing

Decision time, Aluminium Project boat or Keep our Catamaran? (ep 286)

I flew to Australia to see a 54ft Aluminium sailing boat called Ivanhoe. It would need a total rebuild from bottom up and that is a HUGE job. Our budget would be AU$100k and 12 months to get the job done. Last week I showed you guys Ivanhoe and most of you told me to RUN AWAY!. Well I flew back to B...
Contessa 32 AND Rival 32 Sailing Offshore in Heavy Seas
Sailing Maalie

Contessa 32 AND Rival 32 Sailing Offshore in Heavy Seas

Jump on board with us with extra content AND ad-free videos ~ Support our Production▸ We have just sailed down from Norway to western Europe, on our wee ship. In this episode - big autumn winds arrive on the Portuguese coast, and we spend a long night on anchor watch with 40 knots of breeze. We get...
RIDICULOUS PRICE Island Packet 45 WOW! World Cruising Sailboat for Under $200k – Ep 317
Lady K Sailing

RIDICULOUS PRICE Island Packet 45 WOW! World Cruising Sailboat for Under $200k – Ep 317

Are you looking for a world cruising Island Packet 45 foot sailboat for a great price! This cruising sailboat already has Lithium Lifepo4 batteries, huge solar power, and loads of extra options to make your Caribbean cruising dreams come true, and the price is amazing! Check out the full tour of thi...
FROM OCEAN CROSSING to BOAT WORK…  the reality of sailing life
The Cruising Kiwis

FROM OCEAN CROSSING to BOAT WORK… the reality of sailing life

FROM OCEAN CROSSING to BOAT WORK... the reality of sailing life We made it to South Africa. After an incredible ocean crossing, we check into the country, experience some traditional South African food, and of course, start the never ending boat maintenance! From customs and immigration to fixing ...
CRUISING ALUMINUM SAILBOAT: GOING WITH THE FLOW
Sailing Jibsea

CRUISING ALUMINUM SAILBOAT: GOING WITH THE FLOW

Join us on sailing adventure as we explore the stunning U.S. Virgin Islands (USVI) aboard our aluminum sailboat and sail to the British Virgin Islands (BVI) . In this episode, we were hoisting the sails in whichever direction where the wind takes us even if it means backwards or double the mileage. ...
THIS CAN’T BE REAL… But It Is! Wayag, Raja Ampat | S4 E3
Sailing with six

THIS CAN’T BE REAL… But It Is! Wayag, Raja Ampat | S4 E3

Wayag, Raja Ampat, is one of the most breathtaking places we’ve ever sailed to. Towering limestone peaks, crystal-clear turquoise waters, and some of the most diverse marine life on the planet—it’s truly paradise. 🏝️✨ In this episode, we sail to Raja Ampat, navigate through the challenges of Indone...
Shall I buy this HUGE Aluminium project boat? (ep 285)
Sailing Learning By Doing

Shall I buy this HUGE Aluminium project boat? (ep 285)

Ivanhoe is a 54ft Aluminium sailing boat that is in total disrepair. I fly to Australia just to look this boat over and to see if it's the right project for us to take on. She was built as a flat-topped racing boat, then years later changes were made to convert her to a cruising boat but nothi...
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