Watch Sailing & Boating Adventures Around the World – Page 14 of 20

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 313-336 of 475 results
Upcycled sails bags from curiosity. (sold out)
Gone with the Wynns

Upcycled sails bags from curiosity. (sold out)

After 6 extraordinary years, 3 continents, and some of the most remote islands in the world, the original sails from CURIOSITY have been retired and repurposed. Prices are in New Zealand dollars.  So, if you are ordering from the USA, the conversion makes it about 35% cheaper: ❤ Join Our Crew! ...
Last Boat Project As Owners
Gone with the Wynns

Last Boat Project As Owners

❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: We’re down to our last couple of weeks as boat owners and our task list is dwindling. But we still have one final project to tackle together. ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on S...
More Challenging Than We Expected
Gone with the Wynns

More Challenging Than We Expected

Prepping ourselves & the sailboat is more challenging than we expected. Get Surfshark VPN at - Enter promo code WYNNS for 83% off and 3 extra months FREE! ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷...
HEALTHCARE AS A NOMAD (what you need to know)
Gone with the Wynns

HEALTHCARE AS A NOMAD (what you need to know)

I had surgery and so it feels like a good time to cover the subject of healthcare abroad. The costs, quality, and global insurance. ☝Full Scoop & Free Medical Guide Link ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: 📷 Photo & Video Gear 📷 📱 UPDAT...
TRANQUILITY & MAYHEM: The Balance of Life on a Boat [Making Our Way Ep 51]
Making Our Way

TRANQUILITY & MAYHEM: The Balance of Life on a Boat [Making Our Way Ep 51]

From the total serenity of the remote beauty of Baja to 42 kt winds and dinghy-flipping chaos: this is life aboard a sailboat! Join us as we continue exploring the stunning volcanic crater turned island paradise of Isla San Francisco and then push north into the Sea of Cortez, and arrive to a protec...
Does it Get Any Better?! WE FOUND PARADISE IN BAJA  [Making Our Way Ep 50]
Making Our Way

Does it Get Any Better?! WE FOUND PARADISE IN BAJA [Making Our Way Ep 50]

In this episode we sail into one of our top locations to date and spend the holidays exploring the overwhelming beauty of Isla San Francisco. Join us for an incredible few days cooking fresh fish, eating delicious food, exploring turquoise waters and salt flats, and breathing in the totality of this...
SAILING TO SALVATION ISLAND
Gone with the Wynns

SAILING TO SALVATION ISLAND

We aim for a beachside winery and end up on a dry island once reserved for those seeking salvation from the devil's spirit. ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INST...
Island Life: CATCHING OUR OWN DINNER [Making Our Way Ep 49]
Making Our Way

Island Life: CATCHING OUR OWN DINNER [Making Our Way Ep 49]

The winter winds push in and push us north long the pristine national park of Isla Espiritu Santo in the Sea of Cortez -- and while we might not get much sleep with all the weather, it doesn't stop us from spearfishing & enjoying fresh fish tacos as we admire Mobula Rays and the gorgeous na...
OFF GRID & INTO NATURE: Alone on a Desert Island [Making Our Way Ep 48]
Making Our Way

OFF GRID & INTO NATURE: Alone on a Desert Island [Making Our Way Ep 48]

Jacques Cousteau called the Sea of Cortez the "aquarium of the world" and for good reason-- it is one of (if not THE) most biodiverse marine environments on our planet. Come join us for an immersion into nature as we explore the Gem of Baja and UNESCO World Heritage Site: Isla Espíritu San...
10 CRUCIAL FEATURES OUR NEW BOAT MUST HAVE
Gone with the Wynns

10 CRUCIAL FEATURES OUR NEW BOAT MUST HAVE

Our dream boat is going to become a reality!  So today we’re sharing what the top 10 must-haves are and our philosophy on why.  If you want see the listing for CURIOSITY (our Leopard 43) click here: If you want to read the story click here: ❤ Join Our Crew! ❤ For exclusive content, behind th...
BOAT LIFE IN THE SEA OF CORTEZ: 50 Shades of Blue [Making Our Way Ep 46]
Making Our Way

BOAT LIFE IN THE SEA OF CORTEZ: 50 Shades of Blue [Making Our Way Ep 46]

We dive right in to the Sea of Cortez and are blown away by its beauty! In this episode we continue rounding the peninsula and work our way north, stopping at one stunning anchorage after another. We snorkel, cook, swim, explore, and fall in love with Baja. Follow us on Instagram: Check out our bl...
When It’s Not What You Expect
Gone with the Wynns

When It’s Not What You Expect

We're on a mission to get to New Zealand’s most exotic beaches and we end up with a few surprises. ❤ 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...
Secrets, Surprises, & A WILD WELCOME into the Sea of Cortez [Making Our Way Ep 45]
Making Our Way

Secrets, Surprises, & A WILD WELCOME into the Sea of Cortez [Making Our Way Ep 45]

It's a WHIRLWIND weekend in Cabo San Lucas! We celebrate arriving in Mexico, ending the Baja Haha, *and* Taylor's birthday (with crazy surprises!) -- and then it's time to pick up the hook and continue north. Join us as we officially enter the Sea of Cortez and get a hell of a welco...
🍾Let the Celebrations BEGIN! HOLA, CABO! [Making Our Way Ep 44]
Making Our Way

🍾Let the Celebrations BEGIN! HOLA, CABO! [Making Our Way Ep 44]

After 10 days working our way down the coast of the Baja peninsula, we finally drop the hook in Cabo San Lucas... and it feels AMAZING. Come join us for the final 2 legs of our journey down, with dolphins, perfect sailing, mahi mahi, and SUNSHINE. *Correction: Mike cooked up the Mahi while underway...
Is Ocean Farming The Future of Food?
Gone with the Wynns

Is Ocean Farming The Future of Food?

We're swapping out boat life to have a crack at being sea farmers. Get Surfshark VPN at - Enter promo code WYNNS for 83% off and 3 extra months FREE! ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 ...
Sailing Our House to MEXICO with the Baja Haha! [Making Our Way Ep 43]
Making Our Way

Sailing Our House to MEXICO with the Baja Haha! [Making Our Way Ep 43]

We made it to Mexico!!! But not before seeing the heaviest weather that the Haha has seen in its near 30 year history 😱. Come join us for a 4 day, 3 night sail down the Baja coast, where we see big seas, catch our first fish, and party with the locals in the small village of Turtle Bay. Follow us o...
WE’RE SELLING OUR BOAT
Gone with the Wynns

WE’RE SELLING OUR BOAT

One chapter is ending and another is soon to begin! ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ⛵Curiosity For Sale ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you neve...
Finding hidden caves in this small anchorage..
Sailing Lady Africa

Finding hidden caves in this small anchorage..

EP 207: Finding hidden caves in this small anchorage We dive the bays of Anse Dufour and Anse Noire and find hidden caves. Head off to the next bay called L'Anse a lAne and Anse Mitan. Although small, its was still a beautiful place. We only spend the one day exploring both the bays and the h...
SAILING THE FLORIDA KEYS | Heading toward Miami!
Holly and Ray

SAILING THE FLORIDA KEYS | Heading toward Miami!

This week we left Marathon and sailed to Rodriguez Key. Holly dove the boat to check for a clog in the watermaker system, before we headed on to Miami. We dropped anchor and adjusted our bobstays to adapt to the current in the anchorage, and were greeted by some dolphins! Check out our Blog! Fo...
The diving we have been waiting for.. | Sailing the Caribbean
Sailing Lady Africa

The diving we have been waiting for.. | Sailing the Caribbean

EP 205: The diving we have been waiting for.. After our whole debacle with our asymetric sail ripping to shreds, we arrived in Grande Anse D'Arlet thanks to our trust genoa and two engines 😂 We hit the town exploring, to see what this little place was made up off. We slowly but surely learnt ...
6 DAYS AT SEA: Cape Mendocino to Point Conception [Making Our Way Ep 38]
Making Our Way

6 DAYS AT SEA: Cape Mendocino to Point Conception [Making Our Way Ep 38]

Come along as we sail our Caliber 40 LRC offshore down the California coast. Our biggest passage yet has it all: sailing in a near gale as we round the infamous Cape Mendocino, seemingly endless cold and fog, perfect sailing, and a SPECTACULAR wildlife show as we finally approach Point Conception an...
Swimming with Turtles in the Tobago Cays | Sailing the Caribbean
Sailing Lady Africa

Swimming with Turtles in the Tobago Cays | Sailing the Caribbean

EP 200: Is the Tobago Cays all that? | Sailing the Caribbean Ricky & I went coconut hunting.. Ive always wanted to make natural pina coladas.. the real deal.. it's a bit of work for sure! We found some good coconuts and cut them open to get the "meat" so stay tuned for my pina co...
Upside down Anchors.. 🙈 | Sailing St Vincent & The Grenadines
Sailing Lady Africa

Upside down Anchors.. 🙈 | Sailing St Vincent & The Grenadines

EP 199: Always Check Your Anchor | Sailing St Vincent & The Grenadines After checking into St Vincent and the Grenadines, we adventured around Union Island, making stops in Ashton for some kite boarding and going to Chatham Bay as it was the sailors hang out spot. After exploring we headed off...
Ep 10: Lisa Learns FREE-DIVING: Unboxing Dive Gear & Pool Training!
Sailing Bye Felicia

Ep 10: Lisa Learns FREE-DIVING: Unboxing Dive Gear & Pool Training!

In this episode Lisa sits down and unload boxes our diving equipment from Divers Direct in Key West, Florida. Afterwards, Matt and Lisa head to the pool to start her FreeDiving and SCUBA Diving training. Join us as we try out our new equipment, learn new skills and as always, Have FUN! #sailingbye...
WeBoating
Logo
Shopping cart