Watch Sailing & Boating Adventures Around the World – Page 44 of 126

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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Enjoying the Turquoise Lagoon of Bora Bora and Swimming with Reef Sharks
Sailing Triteia

Enjoying the Turquoise Lagoon of Bora Bora and Swimming with Reef Sharks

Episode #280 : Season 9 : The South Pacific Hello Friends, On this week's episode I soak up the sights of the unbelievable paradise that is Bora Bora. After anchoring behind the protection of a small island I head out to explore the turquoise waters of the lagoon and swim with friendly reef ...
Guadeloupe – The Butterfly Island
The Meri Crew

Guadeloupe – The Butterfly Island

@TheMeriCrew sail SV Frolic to the beautiful island of Guadeloupe! What a wonderful place to spend time. The island's high volcanic peaks, lush forests filled with flowers and exotic plants, and beautiful surrounding waters made every day here a joy. We anchored for several nights in Deshaie...
Q&A: Sailing with Wayfinder [Ep65 RED SEAS]
Sailing Red Seas

Q&A: Sailing with Wayfinder [Ep65 RED SEAS]

We have had so many questions about sailing with Wayfinder so we thought we'd try and answer some of them for you. As always, it's an excuse to play silly games and force us to take some responsibility for some of the boat chores that get so easily forgotten about. If you have any more qu...
KNOWING WHEN TO BAIL OUT
Gone with the Wynns

KNOWING WHEN TO BAIL OUT

We were so sure this was going to be a grand sail that we invited 3 patrons along for the journey. Because why not, even misery loves company. But little did we know... ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Vid...
Our WHOLE LIFE Is On The Line…Is this the RIGHT CALL? Sailing Vessel Delos Ep. 399
Sailing SV Delos

Our WHOLE LIFE Is On The Line…Is this the RIGHT CALL? Sailing Vessel Delos Ep. 399

When a Hurricane is headed towards your family, your home, your business, your entire life…What do you do? As captain of a boat, you make hundreds of decisions every day. Some big, some small, some inconsequential…but when the stakes are this high and the information available to you is changing b...
Les Saintes
The Meri Crew

Les Saintes

Our next stop in the Eastern Caribbean is the group of small islands just south of Guadeloupe - Les Saintes. This is a very laid back place. The main island, Terre-de-Haut, swells during the day as many people visit by ferry and small cruise ships stop in several days a week. But around three in ...
Exploring Bora Bora by Sailboat in French Polynesia
Sailing Triteia

Exploring Bora Bora by Sailboat in French Polynesia

Episode #279 : Season 9 : The South Pacific Hello Friends! On this week's episode I explore Bora Bora and find out that Triteia is small enough to get to anchor free all around the island! We then untie and make way for the "Free Zone" on the northern side of the lagoon. If you e...
#203 Lobster Yoga and High Seas Adventures: Sailing Maine with SV Wind Therapy | Sailing Sisu
Sailing Sisu

#203 Lobster Yoga and High Seas Adventures: Sailing Maine with SV Wind Therapy | Sailing Sisu

We are still in Maine. We experience intense FOG SAILING, negotiating lots of boats, not knowing where they are!!!! And we are introduced to LOBSTER YOGA. Also we are having a great time with JEFF & ADRIENNE from @SV WIND THERAPY. A big shoutout to all our subscribers, you guys rock! And to y...
The BEST WAY to travel BONAIRE! [Ep64 RED SEAS]
Sailing Red Seas

The BEST WAY to travel BONAIRE! [Ep64 RED SEAS]

We've decided that these electric scooters from Green Bikes are the best way to travel on Bonaire! We loved exploring the island and seeing the flamingoes and wild donkeys before heading back to Indi and scuba diving off the back of our boat. This life is wild! If you'd like to see Wayfin...
DO YOU REALLY NEED A DISHWASHER ON A BOAT?
Gone with the Wynns

DO YOU REALLY NEED A DISHWASHER ON A BOAT?

Seriously! This has been our biggest disagreement for the last 10 years. Help us settle this once and for all! ❤ 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...
3 Boats, ONE DISASTER 😱 Sailing Vessel Delos Ep. 398
Sailing SV Delos

3 Boats, ONE DISASTER 😱 Sailing Vessel Delos Ep. 398

Go to to get a 1 year supply of Vitamin D + 5 individual travel packs FREE with your first purchase. Thanks to Athletic Greens for sponsoring this video! Things went sideways REAL FAST 😱 Boat life is full of ups and downs, but lately cruising has really been keeping us on our toes with challenge ...
Sailing to Bora Bora in French Polynesia on a Vintage Sailboat
Sailing Triteia

Sailing to Bora Bora in French Polynesia on a Vintage Sailboat

Episode #278 : Season 9 : The South Pacific Hello Friends, On this episode I leave the protected lagoon that surrounds Raiatea and Taha'a and make way for Bora Bora. Just outside of the pass I encounter a large pod of sleeping pilot whales who pay me little mind. I had mellow motorsail unti...
#202 Living on the Edge: 37kt Winds, Boat Collisions, and a Drone Disaster | Sailing Sisu
Sailing Sisu

#202 Living on the Edge: 37kt Winds, Boat Collisions, and a Drone Disaster | Sailing Sisu

We ran to hunker down from a BLOW approaching, and landed up in an anchorage where BOATS DRAGGED ALL AROUND US IN 37kts of wind. And to top it all, be CRASHED our drone. A bit of a hectic time, so come along for some fun times. ‼️Would you like to come and sail with us?‼️ Drop us a line here: 👇👇👇...
Why This New Trimaran Has So Many Problems
Gone with the Wynns

Why This New Trimaran Has So Many Problems

Even Brand New Boats have #BoatProblems ⛵ Get your 1-year supply of Vitamin D3K2 + 5 travel packs FREE with your first purchase at ⛽Cool Fuel Pump: ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPD...
WE NEED A HOSPITAL 🚨 NO HELP In Sight…Sailing Vessel Delos Ep. 397
Sailing SV Delos

WE NEED A HOSPITAL 🚨 NO HELP In Sight…Sailing Vessel Delos Ep. 397

For a limited time only, get $50 OFF your first 4-bottle box for only $40 including shipping! Follow our link to take the taste palate quiz to see your personalized matches ISOLATION. It's one of the reasons we've chosen to spend our lives at sea...sailing thousands upon thousands of mi...
Visiting The Amazing Coral Gardens on the Island of Taha’a in French Polynesia
Sailing Triteia

Visiting The Amazing Coral Gardens on the Island of Taha’a in French Polynesia

Episode #277 : Season 9 : The South Pacific Hello Friends, On this episode I explore the incredible Coral Gardens near the island of Taha'a. This was easily one of the most fun things I have done in my life. Coral Gardens is a hoa (water that flows between small islands aka Motus) with a fast...
#201 From Sea to Stew: Cooking Up a Storm on our Maine Adventure | Sailing Sisu Leopard 45 Catamaran
Sailing Sisu

#201 From Sea to Stew: Cooking Up a Storm on our Maine Adventure | Sailing Sisu Leopard 45 Catamaran

Join us on our sailing adventure through the charming harbour towns of coastal Maine, where we discover hidden gems and indulge in hearty comfort food. In this video, we take a break from our usual rum and beer to share our recipe for a delicious beef stew that's perfect for warming up on chill...
NOT WHAT WE EXPECTED (rough start)
Gone with the Wynns

NOT WHAT WE EXPECTED (rough start)

We're Sailing on a Trimaran & Things Don't Go As Planned. 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 📷 ...
The Quickest Way to RUIN an Anchorage…WTF?! 🤬  Sailing Vessel Delos Ep. 396
Sailing SV Delos

The Quickest Way to RUIN an Anchorage…WTF?! 🤬 Sailing Vessel Delos Ep. 396

There's a secret lurking here, waiting to TERRORIZE US 😱 We pull up to another picture perfect anchorage in the Sea of Cortez in Mexico surrounded by gorgeous clear water, immaculate beaches, cactus dotted hillsides and mountains...it wasn't until the sun began to set that we realized wh...
CATAMARAN SAILBOAT TOUR (42′ Manta Full Walkthrough Inside & Out!) [Can Sail Around The World!]
Adventureman Dan

CATAMARAN SAILBOAT TOUR (42′ Manta Full Walkthrough Inside & Out!) [Can Sail Around The World!]

Join me on this full in depth tour of a beautiful 42' catamaran "Charm". WELCOME!!! To this full in-depth tour of a beautiful 2005 42' Manta MkII sailing catamaran. "Charm" is the full time liveaboard home for the cruising couple Chris & Dean. Both retired Boeing...
Exploring French Polynesia; Changing Course While Sailing to the Island of Tahaa on a 30ft Sloop.
Sailing Triteia

Exploring French Polynesia; Changing Course While Sailing to the Island of Tahaa on a 30ft Sloop.

Episode #276 : Season 9 : The South Pacific Hello Friends, On this episode I say good bye to Raiatea and make a short, but breeze hope to the other side of the lagoon to the island of Taha'a. With the Tradewinds blowing strong I found it impossible to make my intended anchorage and change co...
#200 From Sailing to Trail Hiking: Our Epic 4th of July Adventure in Bar Harbor, Maine |Sailing Sisu
Sailing Sisu

#200 From Sailing to Trail Hiking: Our Epic 4th of July Adventure in Bar Harbor, Maine |Sailing Sisu

Join us as we set sail for our first 4th of July celebration in Bar Harbor, Maine. Watch as we get caught on the wrong side of low tide, hike the trails on Bar Island, and soak up the scenic views. And of course, we can't forget about the Springbokkies cocktail shots to celebrate our SA Rugby t...
Sailing the world FOR FREE! [Ep61 RED SEAS]
Sailing Red Seas

Sailing the world FOR FREE! [Ep61 RED SEAS]

Ever wondered if you could sail the world for free? With this giant spinnaker we found on our boat, that we didn't pay for, I suppose we are! We finish our 400mile journey from Carriacou to Bonaire with some perfect conditions. Brioni makes a flag before we arrive, and there's one tiny det...
SAILING OUR FIRST TRIMARAN (full tour)
Gone with the Wynns

SAILING OUR FIRST TRIMARAN (full tour)

This week is the start of a new multihull adventure…Trimaran Life! Have we ever sailed a trimaran? No. Have we ever been skippers of any other vessel aside from Curiosity? Nope! Yet we've been trusted to take this 47ft Neel trimaran from Charleston, South Carolina to Miami, Florida. Shou...
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