Watch Sailing & Boating Adventures Around the World – Page 3 of 29

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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Sailing Off-Grid in One of the World’s Last Untouched Paradises | Sailing Sitka Ep 164
Sailing Sitka

Sailing Off-Grid in One of the World’s Last Untouched Paradises | Sailing Sitka Ep 164

In this episode, Jay and Kenna welcome aboard their friends from Canada and give them the full tropical, sailing experience by island hopping and cruising through the San Blas islands. We are sailing off-grid between sand spit islands in search for adventure, wind and good times. Check it out and su...
The MOST Beautiful ISLANDS We’ve Ever Sailed- EPIC Family REUNION Sailing FRENCH POLYNESIA (68)
Sailing Machete

The MOST Beautiful ISLANDS We’ve Ever Sailed- EPIC Family REUNION Sailing FRENCH POLYNESIA (68)

This week we are in vacation mode making our way through the Society Islands of French Polynesia. Daniel's parents are staying on board and we are truly living our best life. We island hop from Moorea all the way to Bora Bora before Daniel's parents have to head back home. After they lea...
San Blas at Last: A Sailors Dream Years in the Making | Sailing Sitka Ep 163
Sailing Sitka

San Blas at Last: A Sailors Dream Years in the Making | Sailing Sitka Ep 163

Jay and Kenna depart from Shelter Bay marina after a week straight of boat work and diagnosing problems. Finally, after stopping in Linton bay for one night, they sail to the desolate and world renowned San Blas islands. A dream come true. They've worked hard for years and the hustle has now tu...
TERROR in TAHITI – BOAT DRAGS through CROWDED ANCHORAGE – FAMILY SAILING AROUND THE WORLD (EP. 67)
Sailing Machete

TERROR in TAHITI – BOAT DRAGS through CROWDED ANCHORAGE – FAMILY SAILING AROUND THE WORLD (EP. 67)

We are in beautiful Tahiti prepping for Daniel's parents coming to visit. We move to the airport anchorage and visit Papeete. We find a thimble for Jessa's collection, boat parts, provisions and see the closing parade for the Olympics. We finally get the toilet back working just in time...
ROUGH Seas to TAHITI & our NASTIEST BOAT REPAIR Yet! Family Sailing Around the WORLD (66)
Sailing Machete

ROUGH Seas to TAHITI & our NASTIEST BOAT REPAIR Yet! Family Sailing Around the WORLD (66)

We've loved the remoteness and isolation of the Tuamotus - it's amazing being able to focus on our family and our time together. We leave Tahanea behind and have rough seas on our way to Fakarava. We tour a pearl farm and see the Topaka lighthouse. We sail to Tahiti but not without havi...
Raising our FAMILY on the OPEN OCEAN – Sailing Around the World -ADVENTURE in the TUAMOTUS (65)
Sailing Machete

Raising our FAMILY on the OPEN OCEAN – Sailing Around the World -ADVENTURE in the TUAMOTUS (65)

We've loved the remoteness and isolation of the Tuamotus but we are needing to get to civilization because we are running out of food! We have 4 kids to feed and we need to provision ASAP. We navigate some tricky cuts in and out of the atolls of the Tuamotus and find buried treasure in Tahane...
Trouble in the Tuamotus: The DARK SIDE of living on a Catamaran DIY REMOTE BOAT REPAIRS (64)
Sailing Machete

Trouble in the Tuamotus: The DARK SIDE of living on a Catamaran DIY REMOTE BOAT REPAIRS (64)

Daniel says problems come in threes and that is proving true this week. Daniel repairs or replaces everything from cabin fans to our dinghy carburetor to our windlass. We even lose our plug to our dinghy! We are thousands of miles from any major land mass so Daniel Brown has to improvise, adapt.....
Living The Dream: A Day in the Life – CATAMARAN LIFE in the Tuamotus – Sailing Family (Ep. 63)
Sailing Machete

Living The Dream: A Day in the Life – CATAMARAN LIFE in the Tuamotus – Sailing Family (Ep. 63)

This week we sail the 400nm from Fatu Hiva to Raroia - our first atoll in the Tuamotus. We go through our first entrance pass into the lagoon, which can be dangerous, and slowly make our way dodging bommies through the atoll. We fish, hunt crabs, and spend our time eating coconuts and hanging wit...
Sailing to Panama | Sailing Sitka Ep 155
Sailing Sitka

Sailing to Panama | Sailing Sitka Ep 155

In this video of sailing sitka, jay and Kenna sail to their first port in Panama from Golfito, Costa Rica. They anchor in front of a desolate little island consisting of nothing but tall standing palm trees and white sandy beaches. Thanks for watching and subscribe if you do!
From Ocean to Aotearoa: A Sailor’s Arrival in New Zealand | Episode 288
WE|Sail

From Ocean to Aotearoa: A Sailor’s Arrival in New Zealand | Episode 288

We Made It to New Zealand! After 7 days at sea, we finally make landfall in New Zealand, marking the end of a surprisingly smooth passage from Minerva Reef. The feeling of stepping ashore is pure magic, and our first mission? Find some delicious food and grab a few passage beers to toast to our suc...
Sailing to New Zealand : The Passage that Surprised Us All | Episode 287
WE|Sail

Sailing to New Zealand : The Passage that Surprised Us All | Episode 287

Our Unexpectedly Easy Sail to New Zealand! 🌏 We set sail for New Zealand expecting one of the toughest passages of our journey yet—wet, rough, and challenging conditions. At least that's what this leg has a reputation for. Instead, we got blue skies, calm seas, and a surprisingly smooth ride! ...
“10 Days ‘Stuck’ in the Middle of Nowhere | Episode 286
WE|Sail

“10 Days ‘Stuck’ in the Middle of Nowhere | Episode 286

This week on WE|Sail... We sailed into Minerva Reef, not expecting to spend 10 days here, but sometimes weather dictates the adventure! While waiting for a better weather window to continue our passage, we found ourselves "stuck" in what can only be described as a sailor's paradise....
THIS is why we sail offshore. | Sailing Sitka Ep 150
Sailing Sitka

THIS is why we sail offshore. | Sailing Sitka Ep 150

In this episode of sailing sitka, we sailed to Bahía Ballena here on the pacific side of Costa Rica. After some squally and rough seas, we were more than grateful to be anchored in such a postcard worthy anchorage. It really puts it into perspective exactly why sailors sail offshore... to arrive and...
Sailing to New Zealand Takes a Detour… Welcome to Minerva! | Episode 285
WE|Sail

Sailing to New Zealand Takes a Detour… Welcome to Minerva! | Episode 285

Welcome back to WE|Sail... Sailing to New Zealand didn’t go exactly as planned! After leaving Tonga, we made a pit stop at the remote and stunning Minerva Reef—but Mother Nature had other plans. Stuck in this atoll, we’re waiting for the perfect weather window to continue our journey south. Join ...
Passage Prepping: Sailing to New Zealand | Episode 284
WE|Sail

Passage Prepping: Sailing to New Zealand | Episode 284

Welcome back to WE|Sail, This weeks episode, we hit the ground running and get right back to boat work after a 6 week, 30,000 mile trip around the world. We are preparing for a big passage from Tonga to New Zealand. We have things to fix, things to ready and crew to welcome before we set sail on t...
A Trip Around the World with WE|Sail – Circumnavigation in 6 Weeks | Episode 283
WE|Sail

A Trip Around the World with WE|Sail – Circumnavigation in 6 Weeks | Episode 283

Welcome back to WE|Sail! This week, we say goodbye to our beloved floating home, VA, and embark on an incredible 6-week journey around the globe! Our circumnavigation by air! First stop: Greece, where we’ll spend 3 weeks hosting charters in one of the world’s most stunning sailing destinations. W...
From Earthquake to Euphoria: Ending Our Tonga Journey in Style | Episode 282
WE|Sail

From Earthquake to Euphoria: Ending Our Tonga Journey in Style | Episode 282

Welcome back to WE|Sail! This week, we’re sailing through the calm after the storm—literally. Following the recent earthquake and tsunami scare, life on the water slowly settles back to "normal" (as normal as it can be when your home floats!). We’re treated to some of the most breathtaki...
Sailing the Unexpected: Earthquakes, Tsunami Threats, in Tonga | Episode 281
WE|Sail

Sailing the Unexpected: Earthquakes, Tsunami Threats, in Tonga | Episode 281

Welcome back to WE|Sail! This week’s episode is packed with highs, lows, and a few unexpected twists. After saying goodbye to our friends and celebrating their surprise engagement, we continued our journey through the breathtaking islands of Tonga. While we loved having them aboard, the timing coul...
She Said YES!!! – A Surprise Proposal Sailing in Tonga | Episode 280
WE|Sail

She Said YES!!! – A Surprise Proposal Sailing in Tonga | Episode 280

Welcome back to WE|Sail, this weeks episode we kick off right where we left you hanging with the anticipations of a surprise proposal of our friends Miles and Lauren. The hunt for the perfect spot was over and now it was up to us to make sure Lauren didn't know what we were up to and for Miles ...
A Journey to YES – The Search for a Perfect Proposal Location by Sailboat | Episode 279
WE|Sail

A Journey to YES – The Search for a Perfect Proposal Location by Sailboat | Episode 279

Welcome back to WE|Sail, this week we have our friends finally aboard and there is a special surprise that is about to happen. We are on a mission to make this a very special moment for them both. Our friend Miles wants to propose to his girlfriend of 11 years and so we team together to help him...
Our Best Friends Come Sailing in Tonga | Episode 278
WE|Sail

Our Best Friends Come Sailing in Tonga | Episode 278

Welcome back to WE|Sail, on this week's episode WE do some serious sailing in order to pick up some friends who fly in to see us all the way from the USA!! On the way down we encounter hundreds of humpback whales and even have some close calls with a few of them...... But we make it safely to t...
Super Salty Sailing in Tonga | Episode 277
WE|Sail

Super Salty Sailing in Tonga | Episode 277

Welcome back to WE|Sail, on this week's episode we set sail south through the island groups of Tonga in hopes of being at the main airport in the southernmost island in time to pick up our friends who arrive in just a few short days! Follow along to see what kind of trouble we stir up along the...
Happiest Girl in the World – Swimming with Whales in Tonga  | EPISODE 276
WE|Sail

Happiest Girl in the World – Swimming with Whales in Tonga | EPISODE 276

Welcome back to WE|Sail, on this week's episode we arrive into the next island group of Vava'u after an amazing overnight sail from Niuataputopu, and we are immediately greeted by whales as we have also just arrived at the beginning of whale season. We are thrilled to be here at this tim...
AWESOME SAILING & A FREAKIN’ FISHIN’ FRENZY!  | EPISODE 275
WE|Sail

AWESOME SAILING & A FREAKIN’ FISHIN’ FRENZY! | EPISODE 275

Welcome back to WE|Sail, on this week's episode we get checked into Tonga after a pretty fantansitc two day sail. After checking in we get an unexpected tour of the island by the extremely friendly customs agent. We then set sail once again to catch a very short weather window south to the larg...
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