Watch Sailing & Boating Adventures Around the World – Page 6 of 143

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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Living on a Sailboat in Antarctica (Full Tour)
Gone with the Wynns

Living on a Sailboat in Antarctica (Full Tour)

Welcome aboard our home in Antarctica! Head to to get an AG1 Flavor Sampler and a bottle of Vitamin D3+K2 FREE in your Welcome Kit with your first AG1 subscription (a $72 value!) ⛵️More about Icebird Expeditions ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jas...
Moved Back onto the Boat We Just Sold! | Sailing Sunday vlog 305
Sailing Sunday

Moved Back onto the Boat We Just Sold! | Sailing Sunday vlog 305

We just sold our boat… So why are we going back onto the boat we just sold? After racing across America on our road trip in our last travel vlog, plans changed as soon as this little sailing family arrived and we found ourselves heading straight back to our boat on sailing sunday. In this episode...
[Ep 58] Stingray Sting, Swarmed by Bees, and Fishing Fails | Cruising Bahia de Los Angeles
SmoCo Sailing

[Ep 58] Stingray Sting, Swarmed by Bees, and Fishing Fails | Cruising Bahia de Los Angeles

📍 Sea of Cortez, Mexico Bahía de los Ángeles → Ensenada Quemado → Isla La Ventana We wrapped up our time in Bahía de los Ángeles thinking we were ready to move on… but not before one last surprise. After a stingray encounter, we set off and spent hours trying to make our way through the channel ag...
Did we make a Mistake coming here? Exploring Wild and Uncharted Sailing Grounds – E180
Sailing SV CUBA

Did we make a Mistake coming here? Exploring Wild and Uncharted Sailing Grounds – E180

Follow us in this episode as we dodge shallows and reefs, sail to a deserted island and get our first glimbse of the 2nd largest barrier reef in the world. 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 discover...
This Wasn’t How Antarctica Was Supposed to Start
Gone with the Wynns

This Wasn’t How Antarctica Was Supposed to Start

It really is about the journey as much as the destination. Get an exclusive 15% discount on Saily data plans! Use code WYNNS at checkout. Download Saily app or go to ⛵️More about Icebird Expeditions ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki...
We Thought We Were Done… | Sailing Sunday vlog 304
Sailing Sunday

We Thought We Were Done… | Sailing Sunday vlog 304

After walking away from Sailing Sunday, we thought this would be a new exciting chapter looking for our new boat, our new home, to continue this sailing life we live, traveling around the world full time off grid. But after numerous let downs, overpriced boats and months of searching we become quite...
$100K Spent on This 1974 Pearson 35 — Offered at $29,500 | FULL TOUR
BoatFools Sailing

$100K Spent on This 1974 Pearson 35 — Offered at $29,500 | FULL TOUR

#sailing #sailboat #pearson35 #sailboatsforsale #sailboattour $100K Spent on This 1974 Pearson 35 — Offered at $29,500 | FULL TOUR $100,000 was spent refitting this Pearson 35… and it’s listed for $29,500. We went to see if it actually lives up to the numbers. This week we’re in Warwick, Rhode I...
Solo Sailing to the Cave of the Apocalypse | Patmos
Dylan Magaster

Solo Sailing to the Cave of the Apocalypse | Patmos

Today I am solo sailing through the aegean sea to the island of Patmos, Greece. This single-handed sailing adventure is about 40 nautical miles beating to windward and a rough sail. Support on Patreon: Support with Bitcoin: 1C2GuZPscVskvzScBJSQpdeXqGz2moJHaC Follow Dylan Magaster: Business inqui...
Did I Say My Boat Life Sucks Right Now? – Things Won’t Stop Breaking! E.179
Sailing SV CUBA

Did I Say My Boat Life Sucks Right Now? – Things Won’t Stop Breaking! E.179

Did I just say my Boat Life sucks right now? No, but I SHOULD HAVE... because everything on my sailboat keeps breaking! 😤⚓ One expensive repair after another, this is the raw, unfiltered reality of liveaboard sailing life in 2026. If you're dreaming of boat life or already living it, you have s...
We Found Our Own Private Island in Panama Episode 485
Sailing Catalpa

We Found Our Own Private Island in Panama Episode 485

Cheers everyone for watching!! To purchase anything for our pacific crossing on Amazon this is our Wishlist Become a Patron To get your name on our mast contribute here For more on our family and travels you can check out our website Follow us on Facebook Follow us on Inst...
We have to leave 😬 (but let the upgrades begin!)
Gone with the Wynns

We have to leave 😬 (but let the upgrades begin!)

It's time to go...but the boat isn't ready! Struggling with sleep? Dream changed the game for me. Visit and use code WYNNS for up to 40% off—limited time only! ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⚓️ Our Explorer Yacht ⚓️...
Day in our life sailing Panama Episode 484
Sailing Catalpa

Day in our life sailing Panama Episode 484

Join us for a day on our life at an island in Panama 🇵🇦 Cheers everyone for watching!! To purchase anything for our pacific crossing on Amazon this is our Wishlist For discount on Lineage Provisions use code CATALPA2 Become a Patron To get your name on our mast contribute here For more...
Boat Projects Took Over Our Life… Until This Surprise
Wildly Intrepid Sailing

Boat Projects Took Over Our Life… Until This Surprise

Boat life isn’t always turquoise water and smooth sailing… sometimes it’s project after project 😅 In this episode, we tackle a long list of upgrades and repairs—finishing our epoxy countertop, varnishing the fridge top and installing a new gasket, making new dinghy cushions, repairing our headsail,...
Saying Goodbye to our son Episode 483
Sailing Catalpa

Saying Goodbye to our son Episode 483

This episode we enjoy a tropical paradise together, share how our son earns a living and say goodbye as he is off on a big adventure ✈️ Cheers everyone for watching!! Tajs website www.tajrice.com Become a Patron Our Amazon Wishlist To DONATE and get your name on our mast For more on our fa...
Marina Life in Cartagena: Festivals, Cruise Ships & Tostadas con Tomate – Sailing Helios S03E48
Sailing Helios

Marina Life in Cartagena: Festivals, Cruise Ships & Tostadas con Tomate – Sailing Helios S03E48

Join us as we settle into the beautiful marina life in Cartagena, Spain! After weeks at sea, we’re finally tied up in this historic Mediterranean port, soaking up the warm autumn sun and the lively energy of the city. Cartagena feels like one endless party right now — with cruise ships lining the ha...
Sailing and Spearfishing at the Edge of the World
Dylan Magaster

Sailing and Spearfishing at the Edge of the World

Support on Patreon: Support with Bitcoin: 1C2GuZPscVskvzScBJSQpdeXqGz2moJHaC Follow Dylan Magaster: Business inquires or music submissions: [email protected] Music: Filmed by Dylan Magaster: Edited by Dylan Magaster:
[Ep 53] San Francisquito Was Perfect… Until Our Inverter Failed
SmoCo Sailing

[Ep 53] San Francisquito Was Perfect… Until Our Inverter Failed

In this episode we pick up where we left off in San Francisquito, also known as “The Slot”. After exploring more of this remote Baja anchorage, including abandoned buildings and a close encounter with a not-so-friendly bull, we settled into life at anchor on Cosmo and give you a little “day in the ...
Is This Boat Ice Proof? We’re About to Find Out!
Gone with the Wynns

Is This Boat Ice Proof? We’re About to Find Out!

Our first time breaking ice with a boat! 🌎 Get an exclusive 15% discount on Saily data plans! Use Our Code "WYNNS" at checkout. Download Saily app or go to ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⚓️ Our Explorer Yacht UN...
Back to Boat Life in the Caribbean | Projects, Food & Life in Luperón
Wildly Intrepid Sailing

Back to Boat Life in the Caribbean | Projects, Food & Life in Luperón

After two months away visiting family in Canada, we finally return to our sailboat in Luperón, Dominican Republic. Leaving your boat unattended in the tropics is always a gamble, so we were relieved to find her looking surprisingly good when we arrived back. Of course, boat life means there’s alway...
Sailing to Panama and finding a little slice of paradise Episode 482
Sailing Catalpa

Sailing to Panama and finding a little slice of paradise Episode 482

This episode we arrive in Panama 🇵🇦 and sail to a beautiful group of islands in the pacific side of Panama. Cheers everyone for watching!! Become a Patron here 👇 To get your name on our boat and be apart of our biggest adventure yet👇 For more on our family and travels you can check out our we...
Boat life and how we stay connected
Sailing Catalpa

Boat life and how we stay connected

Thanks to Holafly we stay connected as we travel to get on a plan go to www.eSIM.holafly.com/plans and for 10% off your first 12 months use the code SAILINGCATALPA Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron To DONATE just because your a bloody LEGEND For more ...
Our Lives at Sea! Passage to the World’s 2nd Largest Barrier Reef ⛵E175 – Pt2
Sailing SV CUBA

Our Lives at Sea! Passage to the World’s 2nd Largest Barrier Reef ⛵E175 – Pt2

After days offshore, the real challenge begins. Changing winds, large swells, and the isolation of the open sea test us and SV CUBA. In this episode, you’ll experience the raw reality of offshore sailing, from dodging squalls and boat life routines to the unique things that only sailors experience. ...
Our 2-Year-Old Sees Snow for the First Time! Canadian Winter Magic
Wildly Intrepid Sailing

Our 2-Year-Old Sees Snow for the First Time! Canadian Winter Magic

After months in the Caribbean, we head back to Canada for some much-needed family time and a full taste of fall and winter. Our trip starts in La Beauce, where we spend time with Mamie surrounded by incredible fall colours. The kids soak up the crisp autumn air while we enjoy quiet family moments b...
We Found the Most Incredible Castle Anchorages in Scotland – Ep 267
Sailing Jibsea

We Found the Most Incredible Castle Anchorages in Scotland – Ep 267

Cruising Scotland by sailboat, we dropped anchor beside some of the most iconic castles in the Hebrides, including Eilean Dolan Castle and Castle Tioram. From biking in the highlands to exploring tidal islands this stretch of coastline has stunning scenery and unforgettable anchorages. Join us as we...
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