Watch Sailing & Boating Adventures Around the World – Page 16 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.

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#196 FREEZING our BUTTS off after  3 YEARS and a COOL VINTAGE Car Show | Sailing Sisu Leopard 45
Sailing Sisu

#196 FREEZING our BUTTS off after 3 YEARS and a COOL VINTAGE Car Show | Sailing Sisu Leopard 45

We are still back tracking in video time on our journey to Maine. Experiencing winter for the first time in almost 3 years . . . But is was all worth it, loving the Island Hopping, meeting awesome people and attended an super cool vintage car gathering. A big shoutout to all our subscribers, you ...
It’s NOT Like The Movies (creators and sponsorships)
Gone with the Wynns

It’s NOT Like The Movies (creators and sponsorships)

Having sponsors as a creator is something we have never talked about. Then we realized no one else does either and we probably should. Because leaving it unspoken opens the door to a lot of assumptions. The ethics of sponsorships and transparency are important, and we try to make it clear when we a...
191. Lifting Our 46′ Boat on Land in Grenada | Sailing Sunday
Sailing Sunday

191. Lifting Our 46′ Boat on Land in Grenada | Sailing Sunday

It's much more difficult to do normal tasks when living on a boat, so this week we hire a driver for the day to run some errands.
Ep 295 | Safe and Snug in the Hole at Crocodile Creek, Kimberley, Sailing Nutshell
Life in a Nutshell

Ep 295 | Safe and Snug in the Hole at Crocodile Creek, Kimberley, Sailing Nutshell

We leave Silver Gull Creek and make our way to the nearby Crocodile Creek using the tides to help us. It’s important to get the timing right to get into the little hole at the top of the creek. We spend a few days collecting oysters and checking out the amazing scenic changes as the creek rises and...
This Is Why We Want A NEW BOAT !
Gone with the Wynns

This Is Why We Want A NEW BOAT !

Why let go of our perfectly good cruising catamaran to get a go-fast boat?  Spoiler alert, it has nothing to do with racing or going fast.  ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Soc...
190. Hard Times Onboard SV Sunday | Sailing Sunday
Sailing Sunday

190. Hard Times Onboard SV Sunday | Sailing Sunday

We stay positive and enjoy the experience of Sailing Sunday as we live onboard our boat rescuing animals in the countries we visit around the world.
REAL LIFE Aboard Our 46ft Sailboat [Ep.42] Girls Swim in Blue Hole & Hidden Beach ⛵ Sailing SV CUBA
Sailing SV CUBA

REAL LIFE Aboard Our 46ft Sailboat [Ep.42] Girls Swim in Blue Hole & Hidden Beach ⛵ Sailing SV CUBA

What do we do while living and travelling on our sailboat full time? Follow us every week for our real life sailing adventures around the world & off grid living. Today we are anchored ⚓near the mesmerizing and unique Inland Sea of Gozo, a hidden beach behind the massive cliffs. It is real life...
Ep 294 | Coppermine Creek Oysters and The Squatters Arms, Kimberley, Sailing Nutshell
Life in a Nutshell

Ep 294 | Coppermine Creek Oysters and The Squatters Arms, Kimberley, Sailing Nutshell

We leave Silica Beach on Hidden island and make our way to the anchorage at the entrance to Coppermine Creek. This area is known for its oysters and Magnus quickly manages to find a feast of them on the shore. We then take Nutshell up the creek to anchor further in. It’s then off to explore the var...
BEATING UPWIND ON A CATAMARAN
Gone with the Wynns

BEATING UPWIND ON A CATAMARAN

"They Say" it's the worst sail on a catamaran...but is it? We're leaving for a 60-mile sail and we're BEATING UPWIND the Entire Way! 😱 ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear ...
189. Just When We Thought We Were DONE… | Sailing Sunday
Sailing Sunday

189. Just When We Thought We Were DONE… | Sailing Sunday

Just when we thought we were done, we catch a Ferry to another Island here in the Caribbean to pick up a new 3 legged friend...
LIFE FAR AWAY FROM CIVILIZATION
Gone with the Wynns

LIFE FAR AWAY FROM CIVILIZATION

A taste of what it’s like to survive on one of the most remote islands in the world. Get the best new Action Camera from DJI: Osmo Action 3 Full Details on the boat, the cameras (+holiday specials), and more: ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ...
Ep 293 | Emergency Three-Day Passage Nonstop to Broome! Sailing Kimberley, Nutshell
Life in a Nutshell

Ep 293 | Emergency Three-Day Passage Nonstop to Broome! Sailing Kimberley, Nutshell

We wake early to set sail from La Fontaine Island and down to Swift Bay. Unfortunately Wendy has a dental issue and we have a huge change of plans and decide to head to Broome to seek medical attention. Three days and two nights later we arrive in Broome. What a difference a day makes! After gett...
188. They are Destroying our Boat! | Sailing Sunday
Sailing Sunday

188. They are Destroying our Boat! | Sailing Sunday

This week on Sailing Sunday, we find homes for all our current Caribbean rescue pups just in time before they really start to destroy the boat!!!
REAL LIFE Aboard Our 46ft SAILBOAT [Ep.40] Off-Grid & Living on the Ocean – Sailing SV CUBA
Sailing SV CUBA

REAL LIFE Aboard Our 46ft SAILBOAT [Ep.40] Off-Grid & Living on the Ocean – Sailing SV CUBA

Wonder how real life on our 46ft sailboat feels like? Here is how we live Off-Grid on the Ocean and travel - An insight into our daily life aboard our sailboat. This week we are in Malta and after check in and a quick visit by the maritime police we take our tiny home for a sail. But before that we...
#194t Weather Window Planning Reality Results and Hatteras | Sailing Sisu Leopard 45 Catamaran
Sailing Sisu

#194t Weather Window Planning Reality Results and Hatteras | Sailing Sisu Leopard 45 Catamaran

This week we share the reality of the weather window planning. Weather predictions and what transpired when we sailed around Hatteras. 00:00 - Intro 00:47 - What happened last week 01:09 - Leaving for Hampton 08:10 - Looking at the next phase's weather 15:10 - Leaving Hampton 23:23 - Getting c...
Ep 292 | The Apartments and Animals, Aboriginal Art, Obsorne Islands, Kimberley Sailing Nutshell
Life in a Nutshell

Ep 292 | The Apartments and Animals, Aboriginal Art, Obsorne Islands, Kimberley Sailing Nutshell

We head down the creek in search of the Apartments, a very well known Kimberley rock formation. It’s an amazing place and we spend time there exploring the ‘corridors’ and checking out the stunning rock art paintings. Then it’s further up the river to find The Row of Animals. People are not quite ...
We Moved On The ULTIMATE Performance Catamaran (full tour)
Gone with the Wynns

We Moved On The ULTIMATE Performance Catamaran (full tour)

The MOST luxurious high-performance catamaran we've ever sailed. Get Surfshark VPN at - Enter promo code WYNNS for 85% off and 3 extra months FREE, from now until December 31st. ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷...
187.  Sailing To Cruisers Paradise | Sailing Sunday
Sailing Sunday

187. Sailing To Cruisers Paradise | Sailing Sunday

In this video, we're sailing to Grenada! If you're interested in sailing and want to experience some of the best sailings in the world...
Our Favorite Sailing Destination [Ep.39] Must Stop for Sailors – SV CUBA
Sailing SV CUBA

Our Favorite Sailing Destination [Ep.39] Must Stop for Sailors – SV CUBA

This week we made it to the tiny island of Malta: An ABSOLUTE MUST for sailors! Malta may be a haven for charter boats, but no cruiser should miss the absolutely stunning entrance of grand harbour Valletta. It is the most fortified city of all Europe and there are many sailing events held here. Tho...
Ep 291 | The Arches and the Snake, Aboriginal Rock Art, Obsorne Islands, Kimberley Sailing Nutshell
Life in a Nutshell

Ep 291 | The Arches and the Snake, Aboriginal Rock Art, Obsorne Islands, Kimberley Sailing Nutshell

We make our way south to the Osborne Islands and go ashore to try and find Magnus’ meter which has been hidden for him at the Arches. We check out the beautiful cave rock formations and explore a tiny island. We have been told that Makassan pottery is on this island so we are doing our best to loca...
It ain’t all plain Sailing in The Med! | TIME IS RUNNING OUT | Chasing Currents EP 67
Chasing Currents

It ain’t all plain Sailing in The Med! | TIME IS RUNNING OUT | Chasing Currents EP 67

WE HAVE A COOKBOOK! - grab it on Kindle here. Please let us know if there's any issues in purchasing :) Thanks all x UK SITE- WORLDWIDE- WE HAVE A COOKBOOK! - grab it on Kindle here. Please let us know if there's any issues in purchasing :) Thanks all x UK SITE- WORLDWIDE- J...
BOAT LIFE REALTIME UPDATE ⛵ Sailed 1600 NM To Where the Butter Melts – Sailing SV CUBA
Sailing SV CUBA

BOAT LIFE REALTIME UPDATE ⛵ Sailed 1600 NM To Where the Butter Melts – Sailing SV CUBA

Don’t worry! We are not gone; we are just a little late. 1600 Nautical Miles on the open ocean lay behind us! It has been quite a feat and we are a pretty beat after 16 days of non-stop sailing. But it was totally worth it as we have now sailed to a new and exotic destination. Soon we will be uploa...
We’re LEAVING the BOAT Behind [EP 187] Our worst journey yet.
Sailing Millennial Falcon

We’re LEAVING the BOAT Behind [EP 187] Our worst journey yet.

Want more? Join us on Patreon... Like the production and want to say thanks? Buy us a Beer at Or grab some SMF Merch at Music Credits: We can play the hell out of a kazoo but I think for everyone's sake, you'd enjoy the music we use from Epidemic Sound a lot better! Check us out o...
Ep 290 | I Fought a Crocodile and Won! Cape Bougainville, Kimberley, Sailing Nutshell
Life in a Nutshell

Ep 290 | I Fought a Crocodile and Won! Cape Bougainville, Kimberley, Sailing Nutshell

We are quietly minding our own business when Magnus notices that Nutshell is moving… A very large crocodile has Peanut’s painter in its jaws and is dragging us across the anchorage! It’s mayhem on Nutshell for a while whilst Magnus tries to prevent the crocodile from biting through Peanut’s painter ...
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