Watch Sailing & Boating Adventures Around the World – Page 15 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 337-360 of 475 results
Exploring Oahu’s Windward Side Above and Below the Water with Kimberly Wood
Sailing Triteia

Exploring Oahu’s Windward Side Above and Below the Water with Kimberly Wood

Episode #225 : Season 8 : The Hawaiian Adventures : Another Beautiful Day on Kaneohe Bay Hello Friends, One last adventure day with my friend Kimberly Wood. On the episode we head back out to explore some more reefs and to check out the sandbar on a saturday with a lot of local boats enjoying this...
Coastal Foraging For Food
Gone with the Wynns

Coastal Foraging For Food

Foraging is such a delightful pastime. It's a catch, cook & play with new tech kinda day. Because we're equal part documentarians and explorers. DJI Mavic 3 Buy from DJI: Buy from B&H: Buy from Amazon: DJI ACTION 2 Buy from DJI: Buy from B&H: Buy from Amazon: DJI M...
A VOYAGE FROM EAST TO WEST (exploring great barrier)
Gone with the Wynns

A VOYAGE FROM EAST TO WEST (exploring great barrier)

We’re literally and philosophically blown away by Great Barrier Island. Click to Join Artlist Get an extra 2 months free of Unlimited Music downloads, Sound Effects & a lifetime license. ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On Th...
A Wild Sail To Great Barrier
Gone with the Wynns

A Wild Sail To Great Barrier

We’re sailors again and the sea is showing no mercy! 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 📷 📱 UPDATES on Social...
Ep 6: Dodger Fix, DIY Sailboat Windshield Repair With Sailrite Sewing Machine
Sailing Bye Felicia

Ep 6: Dodger Fix, DIY Sailboat Windshield Repair With Sailrite Sewing Machine

Join us onboard Sailing Vessel Bye Felicia as we repair our sailboat windshield (dodger), in preparation for upcoming cruising season In the Florida Keys and The Bahamas. Matt and Lisa are a new YouTube sailboat couple, repairing their 41 foot Hunter sailboat in Key West, Florida for upcoming adve...
Can We Stay Here Forever? – San Blas Panama – Episode 57
Sailing One Life

Can We Stay Here Forever? – San Blas Panama – Episode 57

In this episode, we have our first guest in over a year! We sail to the San Blas Islands and show our friend the best spots here. We sail, we swim, we hike, we party - and it's all in one episode! Want to support the production of these videos? Check out how at: We've recently collabor...
Wet Season in Panama is No Joke. Will It Ever Stop Raining? – Episode 56
Sailing One Life

Wet Season in Panama is No Joke. Will It Ever Stop Raining? – Episode 56

In this episode, we literally just survive. The wet season in San Blas Islands is brutal - nonstop rain for days. We sail from San Blas to Linton Bay and do some boat projects whole waiting for the arrival of our friends. Want to help support our video productions? Join our One Life Crew here: W...
Happy Holidays From Our Sleigh To Yours!
Gone with the Wynns

Happy Holidays From Our Sleigh To Yours!

❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 💯FREE ways to support our productions 🎽GET YOUR SWAG ON: ---------------------...
Sails Update
Gone with the Wynns

Sails Update

A few weeks ago we made a Buyer Beware video about how we ordered sails and after the final payment, we were ghosted.  Today we have an update and are happy to say the whole debacle has come to a close. Find Singa and Mutiny Ranch here: and here: Find out more on Conservation International: ...
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...
Sailing to the San Blas Islands in Panama – Episode 51
Sailing One Life

Sailing to the San Blas Islands in Panama – Episode 51

In this episode, we check into Panama at Linton Bay. After a couple days of chores we sail to the island of Chichime in San Blas Islands. We explore a bit underwater and then checkout the San Blas Ferry, which is a shipwreck near by. We hope you enjoy this episode and we look forward to sharing our...
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: ...
Sailing to a New Country! 48 Hours from Colombia to Panama – Episode 50
Sailing One Life

Sailing to a New Country! 48 Hours from Colombia to Panama – Episode 50

In this episode, we arrive in Cartagena, Colombia. We spend a few days exploring and go for a visit to Rosario Island. But then we decide we are ready for something new so we set sail to a different country! We hope you enjoy this episode and we look forward to sharing our future sailing adventure...
Cruising Log: Ballet Bay to Lund (Sunshine Coast)
Sail with Kee

Cruising Log: Ballet Bay to Lund (Sunshine Coast)

After sailing from Howe Sound to Ballet Bay (north of Sechelt) we continued our journey North West up the sunshine coast, bound for Desolation Sound. We stayed the night in Lund where we enjoyed many treats and finally tried out our new free diving wet suits.
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...
Best Birthday Yet! An (Extra)ordinary Day in the Life – Free Range Sailing Ep 184
Free Range Living

Best Birthday Yet! An (Extra)ordinary Day in the Life – Free Range Sailing Ep 184

Join us this week for Pascale's birthday at sea on the Abrolhos Islands. KEEP US SAILING! Support us and gain early access to videos and other exclusive rewards. Become a patron of Free Range Sailing today! Some of our fans prefer to make a direct contribution by Paypal: OUR SOCIALS F...
Freediving Greece: Underwater caves and hidden sea lakes in the Aegean
Sailing Two Get Lost

Freediving Greece: Underwater caves and hidden sea lakes in the Aegean

Freediving Greece: Underwater caves and hidden sea lakes in the Aegean If you enjoy the content and want to support us further then there are some suggestions below. Thank you, thank you, thank you! BUY US A BEER on PAYPAL - [email protected] SUPPORT US! You can support the making of these s...
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...
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...
BIG CHANGES Are Coming
Gone with the Wynns

BIG CHANGES Are Coming

We got some BIG news that is going to bring BIG changes our way. Plus, help us plan our 15th Wedding Anniversary: ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAGRAM: FA...
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