Watch Sailing & Boating Adventures Around the World – Page 4 of 44

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.

Showing 73-96 of 1046 results
The Most Unique Catamaran We’ve Ever Sailed
Gone with the Wynns

The Most Unique Catamaran We’ve Ever Sailed

We’re finally sailing again! ⛵️💨 Stay salty! Get your free LMNT Sample Pack with any purchase at Also try the new LMNT Sparkling — a bold, 16-ounce can of sparkling electrolyte water. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: ...
Real Chocolate vs What You’re Actually Eating
Gone with the Wynns

Real Chocolate vs What You’re Actually Eating

Most of us grow up thinking we know what chocolate is. But the truth is kind of shocking. Let our paid partner BetterHelp help you rule your anxiety so it doesn’t rule you. Click for a discount on your first month of therapy. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear...
Boat Life Unfiltered: The Mission FAILED… Here’s The DIRTY Secret | Ep.139
Sailing SV CUBA

Boat Life Unfiltered: The Mission FAILED… Here’s The DIRTY Secret | Ep.139

You Wanna know the Dirty Secret after the failure? Join us this week in another episode of boat life unfiltered #boatlife #sailing *Want to support us?" Patreon: Buy Salsa a Coffee☕🧡: Amazon Wish List: PayPal:
Inside One Of The World’s Rarest Cacao Farms
Gone with the Wynns

Inside One Of The World’s Rarest Cacao Farms

A story about a rare chocolate farm in the Philippines. Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶 ...
No Boat, What Next?
Gone with the Wynns

No Boat, What Next?

No more sailboat...What's Next? Get an exclusive 15% discount on Saily data plans! Use code WYNNS at checkout. Download Saily app or go to ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss ...
UNFILTERED Boat Life on the Most ISOLATED Islands of the Caribbean | Ep.138
Sailing SV CUBA

UNFILTERED Boat Life on the Most ISOLATED Islands of the Caribbean | Ep.138

This is why I love Sailing Around The World. Join us in our latest sailing episode as we share a glimpse into our life at sea and exactly why we love sailing in tropical, crystal-clear waters! Like & subscribe to help us upgrade our editing gear and bring you even more epic adventures. Patreo...
We’re Selling Our Boat Back to HH
Gone with the Wynns

We’re Selling Our Boat Back to HH

This is one of those moments where life is sending us in a different direction. More on our website👉🏼 Our journey is ever-evolving but the mission remains the same: #CultivateCuriosity Timestamps if you like to Jump Around: 00:00 HH is Buying Back Our Catamaran 02:19 Why HH is Buying Back our Sa...
Boat Life ⛵ She needs to Catch her Own Food! 🐟 Ep. 137
Sailing SV CUBA

Boat Life ⛵ She needs to Catch her Own Food! 🐟 Ep. 137

This is what boat life is all about! In this episode you get to see the real life of sailing around the world and how we live full time and living off-grid We're sailing around the world, and with your support, we will fund better cameras, the internet to upload videos, and of course, the occa...
In search of The Last True Sailors of the Caribbean | Epic Journey (E.136)
Sailing SV CUBA

In search of The Last True Sailors of the Caribbean | Epic Journey (E.136)

Join us on an epic journey across the Caribbean as we track down the last true sailors—masters of the sea, tradition, and adventure. Don't miss. 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 ne...
🌊 Living the Ocean Nomad Life – Discovering a Hidden Island Paradise! 🏝️✨ E.135
Sailing SV CUBA

🌊 Living the Ocean Nomad Life – Discovering a Hidden Island Paradise! 🏝️✨ E.135

Join me on an epic adventure as I embrace the ocean nomad life, sailing to a hidden island paradise! 🏝️🌊 Crystal-clear waters, untouched beauty, and pure freedom. Let’s explore! 🚤✨ Follow us every week in our real life sailing adventure, as we live off grid, sail from place to place, travel from co...
How Far Can Our Electric Boat Really Go?
Gone with the Wynns

How Far Can Our Electric Boat Really Go?

Got Stamina? Until now, we honestly didn't know. I guess we just haven't been playing with our dinghy enough! 😉 ⚡More About Zero Jet Propulsion: 🚣🏼More About OC Tenders: The Full Scoop: tender, propulsion, ground tackle, safety equipment & more: 📷 Photo & Video Gear 📷 📱...
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...
Our Accidental Guide In The Philippines
Gone with the Wynns

Our Accidental Guide In The Philippines

The Best Wrong Turn: Samal Island, Mindanao. Going to therapy is a sign of strength, not weakness. BetterHelp makes therapy simple, with 10% off your first month to help you get started: (In paid partnership with BetterHelp) ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo &a...
⚡️HYBRID & ELECTRIC SAILING: Is It Still Too Early?
Gone with the Wynns

⚡️HYBRID & ELECTRIC SAILING: Is It Still Too Early?

The marine industry is experiencing a significant shift. 🦈Go to for 4 extra months of Surfshark ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶 MUSIC for vids. 2 ...
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...
Prepping Our Sailboat To Go NOWHERE
Gone with the Wynns

Prepping Our Sailboat To Go NOWHERE

Going to therapy is a sign of strength, not weakness. BetterHelp makes therapy simple, with 10% off your first month to help you get started: (Sponsored by BetterHelp) www.gonewiththewynns.com/sailboat-to-nowhere/ ☝More on our FOIL BOARDS ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials ...
Our life in limbo.
Gone with the Wynns

Our life in limbo.

Sometimes the best stories come from the unplanned chapters. At least that's what we keep telling ourselves as we fumble about trying to find our way forward. ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAI...
We’re Building Something New (and it’s personal)
Gone with the Wynns

We’re Building Something New (and it’s personal)

So, we're building something new. It's a project we've been working on behind the scenes for a while. We're on the ground floor and we've decided it's time to let you in on it. Mineralogie: ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo &am...
Boat Life in Caribbean Islands🏄‍♀️ She’s Having All The FUN! 🤪 E.132
Sailing SV CUBA

Boat Life in Caribbean Islands🏄‍♀️ She’s Having All The FUN! 🤪 E.132

Join us for the epic final episode on this stunning island! From crazy boat life fun to unexpected blasts, we end the adventure with a bang! Don’t miss it!" Ps: I think she is having all the fun... Follow us every week in our real life sailing adventure, as we live off grid, sail from place to...
I Messed Up! The Friendly Island – E.131 ⛵  Sailing SV CUBA
Sailing SV CUBA

I Messed Up! The Friendly Island – E.131 ⛵ Sailing SV CUBA

I messed up and if I could turn back time I would! Wonder what real life aboard a 46ft sailboat feels like? Here is how we live Off Grid on the Ocean and travel. We give you an insight into our daily life adventures aboard our sailboat. This week we are looking for a place that time seems to have ...
Top Electric Outboards: What’s New and Worth Buying
Gone with the Wynns

Top Electric Outboards: What’s New and Worth Buying

Are Electric Motors Finally Better Than Gas? Subscribe and save $20 off your first subscription of AG1 visit ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶 MUSI...
Living Aboard 3 Nordhavn Boats – A Comparison Video of  46, 50 and 57 foot Nordhavns
M/V Noeta

Living Aboard 3 Nordhavn Boats – A Comparison Video of 46, 50 and 57 foot Nordhavns

Join us for Episode 28 of MV Noeta as we dive deep into the world of Nordhavn boats! In "Living Aboard 3 Nordhavns - A Comparison," we explore the unique features and layouts of three different Nordhavn models, the 46, 50 and 57. Having lived and cruised on all 3, we offer invaluable insig...
How Sailing Is Changing!
Gone with the Wynns

How Sailing Is Changing!

Feeling stuck? BetterHelp makes therapy simple, with 10% off your first month to help you get started: (Sponsored by BetterHelp) We're at the METS show in Amsterdam and we're sharing the top tech we've found for 2025. ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 ...
New Year, New Plans (sort of)
Gone with the Wynns

New Year, New Plans (sort of)

We're spilling the beans on where we are right now, some thoughts on 2024, what's next for us and what we "think" we are doing in 2025. ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notific...
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