Watch Sailing & Boating Adventures Around the World – Page 2 of 144

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 Family Goes to Space | Episode 9 Sail to Port Canaveral Kennedy Space Center
Sailing Banana Pancakes

Sailing Family Goes to Space | Episode 9 Sail to Port Canaveral Kennedy Space Center

We’re sailing north from West Palm Beach and this time, we’re securing every drawer before heading offshore! 😂 With a glassy ocean and almost no wind, we finally faced one of our fears and jumped into the open ocean while the boat was still moving. The boys brought out the spear pole, Easton knocke...
WE HAVE TO GO IN 😳 Inspecting Our Lightning-Damaged Sailboat  ⚡S2.E205
Sailing SV CUBA

WE HAVE TO GO IN 😳 Inspecting Our Lightning-Damaged Sailboat ⚡S2.E205

We have to go in… 😳 After a devastating lightning strike, we continue inspecting the damage inside our sailboat. What we find could change everything. *Want to support us?" Patreon: Buy Salsa a Coffee☕🧡: PayPal:
We Have to Get Off the Boat | When Boat Projects Wear You Down  Ep79 #liveaboardlife
Sailing Roam

We Have to Get Off the Boat | When Boat Projects Wear You Down Ep79 #liveaboardlife

After two years of working on ROAM, we thought we’d be thrilled to spend our days fixing things, finishing projects, and getting the boat ready to cruise. Turns out… we’re tired. We’re restless, we’re tired of boat projects, and we desperately need to get off the boat for something more than our u...
This Is Not the England We Expected
Gone with the Wynns

This Is Not the England We Expected

Fossils, ghost villages, white cliffs and a coastline we never expected... Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⚓️ Our Explorer Yacht ⚓️ 📷 Photo & V...
Our Backyard Is Norway’s Most Iconic Fjord – Ep 286
Sailing Jibsea

Our Backyard Is Norway’s Most Iconic Fjord – Ep 286

After a chaotic sail deep in Norway’s famous fjords, we get a taste of what Norway’s endless sun is like while exploring this UNESCO world heritage site. We show how much can be done in a day while hiking in Geiranger and hike to stunning viewpoints overlooking dramatic cliffs and landscape NEW V...
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, ...
We Almost Left Tahiti… I’m Glad We Stayed
Sailing Big Lost

We Almost Left Tahiti… I’m Glad We Stayed

We were almost ready to leave Tahiti when our friends on SV Palarran pulled into the anchorage—and suddenly, we had a very good reason to stay. Cruising friendships are unpredictable. You never really know when your paths will cross again, so when the kids’ friends showed up, we changed our plans a...
one of the most remote islands on the planet
Sailing Catalpa

one of the most remote islands on the planet

This episode we arrive at one of the most isolated places on the planet and the only way to get here is by boat. we show you around and you can see for yourself why sailors call this place paradise. Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron To support our conte...
Mom’s First Adventure Aboard Our Explorer Yacht
Gone with the Wynns

Mom’s First Adventure Aboard Our Explorer Yacht

Jason's mom finally joins us aboard our explorer yacht in England. 💦Stay Salty! Get your free LMNT Sample Pack with any purchase at The hardest part of this life isn't the weather, the logistics, or the constant maintenance. It's being far away from the people we love. ☝Behind the...
How We Lost $5,000 in Seconds – Ep 285
Sailing Jibsea

How We Lost $5,000 in Seconds – Ep 285

Join us as we continue cruising Norway and sail into another iconic fjord, the popular travel destination, Geirangerfjord. We experience a couple mishaps along the way before a sweet ending. NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos - every bit of support is much appreciated, k...
Boat Tour of Our Lightning-Damaged Sailboat – S2.E204
Sailing SV CUBA

Boat Tour of Our Lightning-Damaged Sailboat – S2.E204

Come inside our lightning-damaged sailboat for a full tour of how it’s built from the inside. We’re walking through the interior layout and construction - She’s wrecked, severely damaged by lightning, and we’re are gonna try to fix her our selves. Patreon:
We’re Selling Our Boat! The End Of Liveaboard Life?
The Runa Life

We’re Selling Our Boat! The End Of Liveaboard Life?

⛵️ Check out Rúna on Boats24: After two incredible seasons and almost 4,000 nautical miles, we’ve made a incredibly difficult decision, and we're now selling our boat. ⛵️💔 Rúna was our very first boat, the boat that turned our dream of living aboard into reality, took us sailing the Mediterr...
We Wanted a Different Life… This Is Where It Took Us
Sailing Big Lost

We Wanted a Different Life… This Is Where It Took Us

We left Idaho looking for a different life. We had no idea that decision would eventually take our family across the Caribbean, through the Panama Canal, across the Pacific Ocean and all the way to French Polynesia. This week, the weather kept us sitting still in Tahiti—and for once, that gave us a...
29 days sailing Panama to French Polynesia the whole passage
Sailing Catalpa

29 days sailing Panama to French Polynesia the whole passage

This is our whole pacific crossing in one video it's a long one so get comfy and join us as we sail across the biggest ocean on earth. Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron For a discount on Mudwtr www.mudwtr.com/catalpamud or use Discount code CATALPAM...
HOVERAir X1 PROMAX: 3 Month Honest Drone Review
Sailing Jibsea

HOVERAir X1 PROMAX: 3 Month Honest Drone Review

Check out the HOVERAir X1 PROMAX, the auto-tracking drone that fits in your pocket here: NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos - every bit of support is much appreciated, keeps our journey going and the content coming! IF YOU'D LIKE TO SUPPORT OUR JOURNEY - exclusiv...
Some Problems Follow You Across Oceans
Sailing Big Lost

Some Problems Follow You Across Oceans

We inherited our alternator problems when we bought Big Lost in Florida—and somehow, they've traveled with us through the Caribbean, across the Panama Canal, over the Pacific, and all the way to French Polynesia. We've fixed things. Broken things. Learned things. Taken steps forward and a...
New episode is up on our channel! ⛵️ #sailing #sailingadventures  #funny
Sailing Banana Pancakes

New episode is up on our channel! ⛵️ #sailing #sailingadventures #funny

One of the questions we get all the time: where do you put all your food?! A little look inside our galley, how we organize food, and where we manage to fit everything when your kitchen also has to survive life at sea.
what did we learn from a month at sea
Sailing Catalpa

what did we learn from a month at sea

Part 5 of our Pacific Crossing we share our final days and thoughts about sailing for nearly a month at sea Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron For a discount on Mudwtr www.mudwtr.com/catalpamud or use Discount code CATALPAMUD For a discount on Sky &...
One Design Problem Is Limiting Our Entire Boat
Gone with the Wynns

One Design Problem Is Limiting Our Entire Boat

Our dinghy problem is bigger than it looks.🤔 Beam Dream is giving you early access to the Labor Day sale: up to 46% off for a limited time. Use the link in the description or Use code WYNNS at checkout! ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikk...
Real Boat Life in Greece | Sailing Our Lagoon 42 Around Kefalonia
Sailing Bluefish

Real Boat Life in Greece | Sailing Our Lagoon 42 Around Kefalonia

We sail our Lagoon 42 around Kefalonia in Greece, moving from Ithaca to Argostoli and Xi Beach as we settle into the everyday rhythm of full-time boat life in the Ionian Islands — including a morning thunderstorm with lightning surrounding the anchorage. This week is less about big passages and mor...
The REAL Reason We Had to Sail to Norway – Ep 284
Sailing Jibsea

The REAL Reason We Had to Sail to Norway – Ep 284

Join us in Urke where we continue our adventures in the fjords of Norway. We hike the epic Urkeegga ridgeline to reach Egilbu for a long anticipated special moment we've dreamed about long before boat life! NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos - every bit of support i...
Will She Fit? | Docking Our 50 ft Cat & Provisioning Our Sailboat Ep.5
Sailing Banana Pancakes

Will She Fit? | Docking Our 50 ft Cat & Provisioning Our Sailboat Ep.5

We bought a Leopard 50 catamaran, moved our family of six aboard—and immediately discovered our new home wouldn’t even fit at the dock. This is the chaotic reality of becoming a full-time sailing family. After saying goodbye to everything familiar and catching a one-way flight to Florida, it was fi...
Our Chill Anchorage Turned Into a Recovery Mission: Lost Gear & We Had to Go | Ep 76
SmoCo Sailing

Our Chill Anchorage Turned Into a Recovery Mission: Lost Gear & We Had to Go | Ep 76

📍 Agua Verde & La Paz, Baja California Sur 🌊 Sea of Cortez, Mexico When everything that can go wrong does go wrong in paradise! In Episode 76 of our Sea of Cortez sailing journey, we head into Agua Verde expecting a relaxing week of spearfishing and calm anchorage days. Instead, a wedged groupe...
LIGHTNING STRUCK OUR SAILBOAT⚡️ SHE’S DESTROYED 😢 What Happens to Our Channel? E.203
Sailing SV CUBA

LIGHTNING STRUCK OUR SAILBOAT⚡️ SHE’S DESTROYED 😢 What Happens to Our Channel? E.203

Help Save Our Sailboat: Our Sailboat has been our home, and the heart of everything we’ve built on this channel. Now she’s wrecked, severely damaged by lightning, and we’re facing an uncertain future. We’re launching a GoFundMe campaign to help raise the money needed to repair and bring her back ...
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