Watch Sailing & Boating Adventures Around the World – Page 43 of 125

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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CROSSING The Gulf Stream: OUR FIRST DAYS AT SEA
Sailing Dawn Hunters

CROSSING The Gulf Stream: OUR FIRST DAYS AT SEA

Join us as we embark on an unforgettable adventure from Key Largo to the Bahamas, crossing the notorious Gulf Stream. We will take you on a journey through the crystal-clear waters of the Florida Keys, and into the deep blue expanse of the Gulf Stream, where the ocean swells can be as high as six fe...
Jumping Ship for the Day! Sailing Vessel Delos Ep. 402
Sailing SV Delos

Jumping Ship for the Day! Sailing Vessel Delos Ep. 402

GroWatt Infinity 1500 is an awesome piece of gear! Please visit or to grab your Portable Power Station for camping, off-grid power, or emergency backup today! Follow @GrowattPortable The END is near, we can't believe it! After another 6 months and 3,000+ miles, another sailing season ...
Dominica!
The Meri Crew

Dominica!

Dominica! Not the Dominican Republic. A beautiful island where we explore the rainforests and reefs. Dominica has much less tourism than other islands in the Caribbean and the island is still recovering from Hurricane Maria in 2018. It is remarkable how fast the forest can regenerate, though the...
MY TOP 10 OF FRENCH POLYNESIA ; A look Back At My Favorite Anchorages and Experiences in Paradise.
Sailing Triteia

MY TOP 10 OF FRENCH POLYNESIA ; A look Back At My Favorite Anchorages and Experiences in Paradise.

Episode #283 : Season 9 : The South Pacific Hello Friends, I have put together a look back video of my Top 10 Favorite experiences in French Polynesia. Here is a list of the episodes associated with the clips: 10. Teahupo'o, Tahiti 09. Bora Bora 08. Coral Gardens, Taha'a 07. ...
Why it’s DIFFICULT to SAIL to Curacao! [Ep67 RED SEAS]
Sailing Red Seas

Why it’s DIFFICULT to SAIL to Curacao! [Ep67 RED SEAS]

We discover why sailors find it so difficult to sail to Curacao. We sail into Spanish Waters after a perfect champagne sail from Bonaire under the spinnaker. It’s a maze to find our way into the lagoon but we eventually find a spot. We spend the whole day trying to check in with customs and immigrat...
TRIMARAN LIFE:  What We REALLY Think
Gone with the Wynns

TRIMARAN LIFE: What We REALLY Think

Your most burning questions about life on three hulls. 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 Soci...
We REALLY Needed This! Sailing Vessel Delos Ep. 401
Sailing SV Delos

We REALLY Needed This! Sailing Vessel Delos Ep. 401

It's been a while since we posted a video like this...No disasters, no storms, no hospital, just pure cruising bliss. We had forgotten what it was like to feel at ease, and man did we need this! And for all you Sierra fans out there, brace yourselves for some cuteness overload in this one 🥰 ...
BONUS EPISODE: Preparing to Leave Bora Bora to Solo Sail to American Samoa
Sailing Triteia

BONUS EPISODE: Preparing to Leave Bora Bora to Solo Sail to American Samoa

Episode #282 : Season 9 : The South Pacific Hello Friends, This is a Bonus Episode where I show you some of the steps of preparing to leave Bora Bora and French Polynesia for good and sail for American Samoa! If you enjoy the channel please "Like" the videos and Subscribe so you don&#...
Visiting Bora Bora’s famous Bloody Mary’s Bar and Visiting Matira Beach
Sailing Triteia

Visiting Bora Bora’s famous Bloody Mary’s Bar and Visiting Matira Beach

Episode #281 : Season 9 : The South Pacific Hello Friends, On this episode we make way for the legendary "Bloody Mary's" bar and then explore the stunningly beautiful Matira Beach. After a few days on a mooring ball riding out the weather we slip the lines and sail off the ball th...
#204 Bar Hopping in Maine’s Little Towns: One Open Bar and a Whole Lot of Fun! | Sailing Sisu
Sailing Sisu

#204 Bar Hopping in Maine’s Little Towns: One Open Bar and a Whole Lot of Fun! | Sailing Sisu

From the Sea to the Mountains: Our Epic Journey to Fort Knox and the Penobscot Narrows Bridge, with a Surprising Twist! We discover another FORT KNOX, no gold but apparently a lot of GHOSTS . . . Petro edited this video in 33kts of wind with a craze sea state, so please excuse the voice over quality...
FORCED TO LEAVE Bonaire early! [Ep66 RED SEAS]
Sailing Red Seas

FORCED TO LEAVE Bonaire early! [Ep66 RED SEAS]

We go scuba diving in Bonaire and Brioni reaches her 100th dive! We find a drug boat shipwreck that is famous for sinking TWICE and then disappear under the waves again as we explore the salt pier. The famous Bonaire wind reversals arrive and the mooring field goes a bit crazy as all the boats swi...
SO THIS IS TRIMARAN SAILING
Gone with the Wynns

SO THIS IS TRIMARAN SAILING

This is the day things finally start coming together and we get this NEEL 47 sailing. ❤ 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, ...
Terrified and Heartbroken…WE COULDN’T HELP THEM 🥺 Sailing Vessel Delos Ep. 400
Sailing SV Delos

Terrified and Heartbroken…WE COULDN’T HELP THEM 🥺 Sailing Vessel Delos Ep. 400

Go to and help support the channel. They are now running a massive Valentines Day Sale, plus 10% off on any purchase with code Delos. Thanks to Established Titles for sponsoring this video! Established Titles is a fun gift, meant for a good laugh and not to be taken too seriously. Established Ti...
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 ...
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