Watch Sailing & Boating Adventures Around the World – Page 9 of 10

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 193-216 of 225 results
READY OR NOT! OUR BOAT IS GOING IN THE WATER.
Gone with the Wynns

READY OR NOT! OUR BOAT IS GOING IN THE WATER.

Last Days at the Boat Yard! Get Surfshark VPN at - Enter promo code WYNNS for 83% off and 4 extra months FREE! ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAGRAM: FACEBO...
CAULKED & LOADED, New Boat Windows Are Going In!
Gone with the Wynns

CAULKED & LOADED, New Boat Windows Are Going In!

Jason gets his hands on an electric caulk gun and we finally get windows. 😬 Life may never be the same. ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAGRAM: FACEBOOK: 📧E...
BOAT REFIT: Our Biggest Project Ever!
Gone with the Wynns

BOAT REFIT: Our Biggest Project Ever!

This week we're locked and loaded with fully charged batteries on all fronts.  We're taking no prisoners and leave no window, caulk, or rust stain behind.  Everything must go!  Sail, Sail, Sail! If you missed our Buyer Beware story of How Sailmakers Stole Our Money you can see it here: ...
How The Sailmakers Stole Our Money
Gone with the Wynns

How The Sailmakers Stole Our Money

Update - There's a happy ending shared here: This is a cautionary tale about how we ordered sails in South Africa, from a reputable sail manufacturer, paid in full, and 21 months later, we have no sails. ☝More Thoughts & Links to the Court Cases P.S. We Love South Africa!  It's v...
THIS WAS NOT THE PLAN
Gone with the Wynns

THIS WAS NOT THE PLAN

We hit a few setbacks this week. Boat life on the hard is hard!  ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a...
DIVING FOR WILD SEA SCALLOPS (catch, cook & boat tour)
Gone with the Wynns

DIVING FOR WILD SEA SCALLOPS (catch, cook & boat tour)

It's our first plunge into the frigid New Zealand sea and we're on a mission to collect our lunch from the bottom of the ocean floor! Wild Harvesting Sea Scalloops! This is our first time to dive for wild sea scallops. It's a beautiful (but chilly) adventure. Huge thanks to Rick an...
HEADS, HOLES & LEAKS (oh my)
Gone with the Wynns

HEADS, HOLES & LEAKS (oh my)

Remember that giant hole in our boat?  Ya know, the one we got on our wild and crazy sail crossing the Pacific from Tonga to New Zealand?  ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Soc...
MAKING MY CHILDHOOD DREAM COME TRUE!
Gone with the Wynns

MAKING MY CHILDHOOD DREAM COME TRUE!

We spent 10 hours deep in a glowworm galaxy and I open up about my traumatic childhood. ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAGRAM: FACEBOOK: 📧EMAIL notificati...
Ripping Our Windows Out For The LAST TIME
Gone with the Wynns

Ripping Our Windows Out For The LAST TIME

Boat Refits Continue. For your chance to win the 4x4 Sprinter Van and support the Honnold Foundation enter at ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAGRAM: FACEBOO...
TAKING OUR BOAT ON A ROAD TRIP
Gone with the Wynns

TAKING OUR BOAT ON A ROAD TRIP

A Sailboat Road Trip on a $650,000 Trailer. Get Surfshark VPN at - Enter promo code WYNNS for 83% off & 3 extra months for free! ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱...
WE’RE OUT OF HERE!
Gone with the Wynns

WE’RE OUT OF HERE!

In boat life, when the going gets tough, the tough get going.  As in jump in the dinghy and float away kinda going. ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAGRAM: FAC...
NEVER UNDERESTIMATE BOAT WORK
Gone with the Wynns

NEVER UNDERESTIMATE BOAT WORK

Boat repairs NEVER go as planned! The first 1000 people to use this link will get a 1-month free trial of Skillshare: ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAGRAM: ...
The Shower Situation
Gone with the Wynns

The Shower Situation

Spending time at a marina for the first time in years has been a bit of a culture shock. Especially the shower situation. ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAGRAM:...
This Just Got Complicated
Gone with the Wynns

This Just Got Complicated

We’re locked down just in time for the biggest refit of our lives. Get Surfshark VPN at - Enter promo code WYNNS for 83% off & 3 extra months for free! ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 ...
OUR BIGGEST BOAT REPAIR BEGINS!
Gone with the Wynns

OUR BIGGEST BOAT REPAIR BEGINS!

We're starting our biggest boat repairs ever! For your chance to win the 4x4 Sprinter Van and support the Honnold Foundation enter at ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on So...
THE ULTIMATE MARRIAGE TEST (not just a road trip 3)
Gone with the Wynns

THE ULTIMATE MARRIAGE TEST (not just a road trip 3)

It's the final leg of our road trip and we've saved the best for last. Ancient forests filled with giants, the story of our failed first RV, and everyone's favorite part of van life...the dump station. We really didn't hold back anything. ❤ Join Our Crew! ❤ For exclusive cont...
The Teen We Never Told You About (not just a road trip 2)
Gone with the Wynns

The Teen We Never Told You About (not just a road trip 2)

Our road trip down memory lane and around New Zealand continues. We've temporarily traded our keels for wheels because that’s how our adventure together started 15 years ago. Download the FREE Roadtrippers App: Upgrade to Roadtrippers PLUS for premium features $5 off Discount Code: THE WY...
How We Became The Wynns (not just a road trip 1)
Gone with the Wynns

How We Became The Wynns (not just a road trip 1)

Temporarily trading our keels for wheels because that’s how our adventure together started 15 years ago. Download the Free Roadtrippers App Upgrade to Roadtrippers PLUS for premium features and get $5 off with discount code THE WYNNS ☝Full Scoop & Trip Map ❤ Join Our Crew ❤ For exclusiv...
BORDERS CLOSED!  How we “snuck” into New Zealand
Gone with the Wynns

BORDERS CLOSED! How we “snuck” into New Zealand

Borders in the Pacific are closed tight! So how did we get in? Get Surfshark VPN at - Enter promo code WYNNS for 83% off & 3 extra months for free! ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 U...
Our SCARIEST Ocean Crossing! 🌊 (4 days from land)
Gone with the Wynns

Our SCARIEST Ocean Crossing! 🌊 (4 days from land)

There are times when sailing feels like Murphy's Law in action.  Because if anything can go wrong, it will.  And, most likely, it will happen at night. ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 ...
LIFE 500 MILES FROM LAND (crossing the pacific)
Gone with the Wynns

LIFE 500 MILES FROM LAND (crossing the pacific)

Our voyage to New Zealand continues and the seas are sporting but we’re settling into the rhythm of life at sea. Just as we thought the worst was behind us…the sea reared up and snatched our safety blanket right out from underneath us. ❤ Join Our Crew! ❤ For exclusive content, behind the scenes &am...
OUR WORST DAYS AT SEA
Gone with the Wynns

OUR WORST DAYS AT SEA

A VERY Rough Start to our 10-day sail from Tonga to New Zealand. Our Catamaran is breaking and so is Jason 😨 For the Banana Bread recipe click over to our website: ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Vid...
A SPECTACULAR NIGHT AT SEA
Gone with the Wynns

A SPECTACULAR NIGHT AT SEA

A BEAUTIFUL night for a sail. For your chance to win an Airstream & Ford F150 go to ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAGRAM: FACEBOOK: 📧EMAIL notifica...
Remote Island Homestead Feeds 16 People A Day
Gone with the Wynns

Remote Island Homestead Feeds 16 People A Day

It’s our last day in sailor’s paradise so we make the most of it. A deserted island, rays, sharks, and an incredible off-grid homestead. ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social...
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