Watch Sailing & Boating Adventures Around the World – Page 16 of 111

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 Is Way Scarier Than You Think – Ep 353 – Lady K Sailing
Lady K Sailing

Sailing Is Way Scarier Than You Think – Ep 353 – Lady K Sailing

Sailing looks calm, romantic, and free — until it isn’t. In this video, we explore the real-life disasters and accidents that show just how fast things can go wrong at sea — from the 1979 Fastnet Race tragedy to the Cheeki Rafiki and Sydney to Hobart storm, to modern-day survival stories that remind...
Beyond the Docks: What Really Happens at the Annapolis Boat Show — Sailing Yabá
Sailing Yabá

Beyond the Docks: What Really Happens at the Annapolis Boat Show — Sailing Yabá

Episode 288 | Sailing at the biggest sailing show in the United States: the Annapolis Boat Show 🔪 Our *epic knives* are from: 📖 James' book *Be the Captain* : ⚡ *Battle Born Batteries* → Code: *YABA* ⚓ *Mantus Marine* → 🎒 *UGO Bags* → Code: *UGOYABA* ⛵ *Hop aboard & follow our journe...
Countdown to Splash Day 💦 Nearing the End of our 40ft Sailboat Restoration
Chesca & Ben

Countdown to Splash Day 💦 Nearing the End of our 40ft Sailboat Restoration

In this weeks video we crack on with getting everything ready in preparation for Flying Freedom to return to the water after 4 years on land. Painting, instruments, guard netting, it all gets done. Well, nearly. 🚢 Join Our Crew on Patreon Want to support our sailing adventure and get exclusive behi...
It’s Over! – Every Sailor Knows This Feeling – E.158 – Sailing SV CUBA
Sailing SV CUBA

It’s Over! – Every Sailor Knows This Feeling – E.158 – Sailing SV CUBA

That sinking feeling when your Sailboat comes out of the water. Hauling out is never easy — a mix of stress, nerves, and hope all in one moment. ⚓️ Sailboats are built to float.
Leaving Baja Behind: 200-Mile Sailing Journey & New Horizons – Ep. 100
Sailing Sea Dream of Clyde

Leaving Baja Behind: 200-Mile Sailing Journey & New Horizons – Ep. 100

In this episode, we sail north up the Baja coast from Loreto to beautiful Bahía Concepción — our final stop on the Baja side. After a lovely week there, we sail onward across the Gulf Of California to San Carlos. It's a bittersweet journey as we say goodbye to Baja California, a place that’s fe...
How We Built and Installed a Staysail on Our Old Boat | Full Build & Offshore Techniques
Sailing Maalie

How We Built and Installed a Staysail on Our Old Boat | Full Build & Offshore Techniques

Jump on board with us with extra content AND ad-free videos ~ Support our Production▸ / It's finally here! Our first video since April. It has been a tough year for us – please see the post on our channel about where we have been. In this video, we take you through the full build and install...
Valiant 40 Sailboat | The Legendary Bluewater Cruiser Changed Offshore Sailing Ep 352 Lady K Sailing
Lady K Sailing

Valiant 40 Sailboat | The Legendary Bluewater Cruiser Changed Offshore Sailing Ep 352 Lady K Sailing

The Valiant 40 sailboat is one of the most iconic offshore cruisers ever built. Designed by Bob Perry in the 1970s, this legendary 40-foot yacht combined speed, comfort, and safety in a way no production cruiser had before. In this video, we take a deep dive into the history, design, performance, a...
Our first KNOCKDOWN in the middle of an Angry Ocean – Ep 255
Sailing Jibsea

Our first KNOCKDOWN in the middle of an Angry Ocean – Ep 255

Sailing from Greenland to Iceland along the historic Viking route, we face heavy weather, big ocean waves, and even a knockdown while crossing the North Atlantic. This episode captures the raw reality of high latitude sailing; the sea state, isolation, and beauty of life offshore in some of the worl...
Even Sailors Need a Holiday | S4 E33
Sailing with six

Even Sailors Need a Holiday | S4 E33

After months of sailing through tropical heat, our family traded turquoise seas for snow-capped peaks. This rare adventure took us from Langkawi, through Singapore and Sydney, all the way to New Zealand — where we swapped bikinis for beanies and helped Minnie and Pa take their first sail on their ow...
CAPTAIN POISONS HIS CREW!? – SAILING BRAZIL
The Cruising Kiwis

CAPTAIN POISONS HIS CREW!? – SAILING BRAZIL

CAPTAIN POISONS HIS CREW!! | SAILING THE COAST OF BRAZIL Sailing the Brazilian coast isn't for the faint-hearted, and this week, it wasn't the sea that nearly took us down... it was our dinner. After safely arriving back in Brazil and slowly easing back in to live aboard life at Recife Ma...
The Story Kristin Was Telling.
Harbors Unknown

The Story Kristin Was Telling.

This is the story Kristin was working on before everything changed. We fix what's broken, set sail once more, and follow the route she dreamed of sailing to Lady Musgrave and the Whitsundays.
We Broke Down in the Middle of Nowhere on Hawaii’s Big Island
Sailing With Phoenix | Oliver

We Broke Down in the Middle of Nowhere on Hawaii’s Big Island

Nothing ever goes to plan, but that's half the fun. What began as a laid-back drive to the volcano quickly turned into an off-road adventure through lava fields, green sand, and a broken-down Jeep miles from anywhere. ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where’s P...
Do NOT Buy – Prout 34 Bluewater Catamaran – Ep 351 – Lady K Sailing
Lady K Sailing

Do NOT Buy – Prout 34 Bluewater Catamaran – Ep 351 – Lady K Sailing

Looking for a proven bluewater catamaran that won’t break the bank? Meet the Prout 34 Catamaran, a legendary British cruising multihull designed for serious passagemaking. In this video, we take a closer look at the history, design, layout, and sailing performance of the Prout 34—one of the smallest...
Upgrade Time! We Chose More Power to Fuel Our Adventures | S4 E32
Sailing with six

Upgrade Time! We Chose More Power to Fuel Our Adventures | S4 E32

This episode follows our sail south from Thailand to Malaysia as we check in at Langkawi, explore the island’s famous Maha Tower, and then make a big change for our family ride. From unboxing the new outboard to Bella’s first ever docking at Rebak Marina (and the surprise twist that followed), it’s ...
Leaving the Boat Behind at Anchor to Fly to the Annapolis Boat Show 2025! — Sailing Yabá 287
Sailing Yabá

Leaving the Boat Behind at Anchor to Fly to the Annapolis Boat Show 2025! — Sailing Yabá 287

🛠️ Boat Show Discounts Are Live! Get exclusive deals on our online shop → Use code BOATSHOW at checkout ⚓️ ⛵ *Hop aboard & follow our journey* → SUBSCRIBE 💙 *Support the adventure:* 🌊 *Join our crew on Patreon* → Exclusive content here: ☕ *Send us a drink* → via PayPal: 🧢 *Shop our gear* →...
She’s Broken Again… Can We Bring Her Back? – E.155 – Sailing SV CUBA
Sailing SV CUBA

She’s Broken Again… Can We Bring Her Back? – E.155 – Sailing SV CUBA

We thought we fixed our sailboat… but she had other plans. 😬 Watch us dive back into another unexpected boat repair at sea! The sailing, the anchoring and living in a boat is the easy stuff, keeping your sailboat in top shape, now that's hard!
She Left Me… and Now There’s a Hurricane Coming!! Ep-191
Leading the Escapade

She Left Me… and Now There’s a Hurricane Coming!! Ep-191

Go to and use code ESCAPADE to get 5% off your Holafly eSIM for your next trip! After 2.5 years onboard, Janaye has flown back to Australia for some much-needed time with family, friends, and the little luxuries of land life — hot showers, delicious food, and even driving a car again! 🇦🇺✨ But whi...
Westsail 32 Shipmaster Review | The Legendary Bluewater Cruiser Explained – ep 350 Lady K Sailing
Lady K Sailing

Westsail 32 Shipmaster Review | The Legendary Bluewater Cruiser Explained – ep 350 Lady K Sailing

Thinking about buying a Westsail 32 Shipmaster? In this video, we take a deep dive into one of the most iconic bluewater cruising sailboats ever built. The Westsail 32 earned its reputation as a rugged, heavy-displacement cutter that’s carried sailors safely across oceans for decades. We’ll cover: ...
STORM ALERT! Our Anchor Dragged Toward Rocks at Midnight — Sailing Yabá 286
Sailing Yabá

STORM ALERT! Our Anchor Dragged Toward Rocks at Midnight — Sailing Yabá 286

Episode 286 | Sailing into a storm and dragging anchor towards rocks in the middle of the night. We love playing @QuizMasterDale quizzes! If you'd like to challenge us, this is the one: ⛵ *Hop aboard & follow our journey* → SUBSCRIBE 💙 *Support the adventure:* 🌊 *Join our crew on Patre...
Thailand Pit Stop: Mini Boat Refit Sprint | S4 E31
Sailing with six

Thailand Pit Stop: Mini Boat Refit Sprint | S4 E31

After months sailing through remote Indonesia with no access to parts or services, we finally reached Thailand — and dove headfirst into a jam-packed week of boat projects. In this episode, we tackle a mini refit sprint: • Fresh dinghy chaps to protect our hardworking tender • A brand new helm en...
Uncovering the Indigenous Rock art of Misool. (Ep 303)
Sailing Learning By Doing

Uncovering the Indigenous Rock art of Misool. (Ep 303)

Misool has some amazing secrets to under so long as you are willing to explore. Zipping around the thousands of little islets, lagoonsn and cask towers you never quite know what you will find, but you will find something! We found 4 Indigenous roc art sites and also a really nice hike to an amazing ...
Best 30ft Sailboat to Buy? Catalina 30 Walkthrough & Review – Ep 349 – Lady K Sailing
Lady K Sailing

Best 30ft Sailboat to Buy? Catalina 30 Walkthrough & Review – Ep 349 – Lady K Sailing

Thinking about buying a 30 foot sailboat? The Catalina 30 is one of the most popular and best-selling cruising sailboats of all time — and for good reason. In this video, we dive into why the Catalina 30 is considered the best 30 foot sailboat to buy and live on. From its surprisingly spacious inter...
The Secret Paradise You Can Only Reach by Boat — Sailing Yabá 285
Sailing Yabá

The Secret Paradise You Can Only Reach by Boat — Sailing Yabá 285

Episode 285 | Sailing around Ilha Grande, the paradise for sailors in Brazil. We got to explore the Blue Lagoon, Lopes Mendes and the little town of Abraão. *We’re going to the Annapolis Boat Show!* ⚓️ 📍 When and where to meet us: Friday 1:00 PM – Battle Born Batteries (A11–A13) Friday 3:00 PM – C...
A Day in Arctic Paradise: Fishing, Icebergs, Nature Flexing Hard – Ep 253
Sailing Jibsea

A Day in Arctic Paradise: Fishing, Icebergs, Nature Flexing Hard – Ep 253

Join us in the Arctic as we navigate through the legendary Prince Christian Sound in southern Greenland, one of the most breathtaking waterways in the world. Surrounded by towering mountain peaks, remote fjords, and still glassy waters, this journey offers some of the most dramatic Arctic scenery we...
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