Watch Sailing & Boating Adventures Around the World – Page 2 of 6

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 25-48 of 137 results
These Problems Change EVERYTHING- Steel Boat Projects | Ch 5 E 3 | The Wayward Life
Wayward Life Sailing

These Problems Change EVERYTHING- Steel Boat Projects | Ch 5 E 3 | The Wayward Life

After finally getting our compressor to the boat, we are able to dig into some projects and we discover that things are worse than we had hoped.... Patreon: Website: Instagram: Facebook: Intro drone footage: Matt @ SV Wind Gypsy's Channel: Music in this video: Epidemic Sound
A Creative Solution for Fixing our Steel Boat! | Ch 5 E 2 | The Wayward Life
Wayward Life Sailing

A Creative Solution for Fixing our Steel Boat! | Ch 5 E 2 | The Wayward Life

Rebuilding parts of a steel boat sounds great until we started to wonder how on earth we were going to get our heavy equipment to the boat yard... but we can up with a creative solution for moving our compressor and welder back and forth! Patreon: Website: Instagram: Facebook: Intro drone foo...
Perfect BC Anchorage? Sailing to Surf Vancouver Island  S3 E57
Breaking Waves

Perfect BC Anchorage? Sailing to Surf Vancouver Island S3 E57

In this episode we wake up to a bear on our doorstep! We have a quick visit before continuing sailing north on the west coast of Vancouver Island. We find a dreamy anchorage with a surf wave near by and do some exploring. Thanks to our new Patrons for signing up! We are now at 68 (at time of writ...
Fixing our Steel Sailboat | Ch5E1 | The Wayward Life
Wayward Life Sailing

Fixing our Steel Sailboat | Ch5E1 | The Wayward Life

After six months of amazing cruising, we haul out and begin some big boat projects, starting with decommissioning the v-berth so we don't light her on fire with the metal work! Patreon: Website: Instagram: Facebook: Intro drone footage: Matt @ SV Wind Gypsy's Channel: Music in t...
Sailing and Surf Exploring with WOLVES in remote Canada! Ep 56 S3
Breaking Waves

Sailing and Surf Exploring with WOLVES in remote Canada! Ep 56 S3

In this video we go on a wild surf adventure in a remote part of NW Vancouver Island. We find more then just waves, and when it's time to leave - we run into some problems. Thanks to our new Patrons for signing up! We are now at 71 (at time of writing). Our goal is 100 Patrons so that Alie c...
Autumn Sailing in British Columbia, Canada | Chapter 4 Episode 49 | The Wayward Life
Wayward Life Sailing

Autumn Sailing in British Columbia, Canada | Chapter 4 Episode 49 | The Wayward Life

0:00 Intro 0:23 Leaving Nanaimo 4:23 Sailing Blue Jersey 11:39 Tod Inlet 15:34 Butchart Gardens 18:11 Heading Home For our last adventure before hauling out for a major refit, we sail south from Nanaimo to Cowichan Bay and then to Tod Inlet. We explore Butchart Gardens and visit with friends! Join...
Sailing From Princess Louisa Inlet to Nanaimo- Pacific Northwest Sailing | Ch4E47 | The Wayward Life
Wayward Life Sailing

Sailing From Princess Louisa Inlet to Nanaimo- Pacific Northwest Sailing | Ch4E47 | The Wayward Life

After an amazing few days in Princess Louisa Inlet, we head back to Nanaimo, but things don't go exactly as planned with engine problems and inflow winds slowing us down. Patreon: Website: Instagram: Facebook: SV Wind Gypsy's Channel: Music in this video: Epidemic Sound
Hiking to the Trapper’s Cabin in Princess Louisa Inlet, British Columbia | Ch4E46 | The Wayward Life
Wayward Life Sailing

Hiking to the Trapper’s Cabin in Princess Louisa Inlet, British Columbia | Ch4E46 | The Wayward Life

As our amazing time in Princess Louisa Inlet continues, we decide to hike to famous trapper's cabin trail and then further up the mountain into the beginning of the alpine- all from our sailboat! 0:00 intro 0:59 The hike! 6:59 the cabin! 10:30 the lookout! 14:24 a dinner for the books Patreo...
PRINCESS LOUISA INLET- A Pacific Northwest Pilgrimage | Chapter 4 Episode 45 | The Wayward Life
Wayward Life Sailing

PRINCESS LOUISA INLET- A Pacific Northwest Pilgrimage | Chapter 4 Episode 45 | The Wayward Life

If you live and cruise in the Pacific Northwest, you've probably heard of Princess Louisa Inlet. This place is somewhat of a pilgrimage and right of passage for cruisers in the PNW, and there is a good reason why! More info about the inlet: 0:00 intro 1:04 Ming's Loop 3:33 To Chatterb...
Sailing to Princess Louisa Inlet | Chapter 4 Episode 44 | The Wayward Life
Wayward Life Sailing

Sailing to Princess Louisa Inlet | Chapter 4 Episode 44 | The Wayward Life

We start our last adventure of 2021 sailing up Princess Louisa Inlet! Jervis Inlet blew us away with its amazing beauty on this incredibly sunny September day. Patreon: Website: Instagram: Facebook: SV Wind Gypsy's Channel: Music in this video: Epidemic Sound
Off the Dock, ADVENTURE AWAITS!   Sailing British Columbia – Ep53 S3
Breaking Waves

Off the Dock, ADVENTURE AWAITS! Sailing British Columbia – Ep53 S3

This week the Breaking Waves crew soaks up boat life in Tofino, and load up the boat with provisions for an extended sailing cruise to North Western Vancouver Island in the Pacific North West. This is the start of our most wild adventure to date, with heavy weather, big seas and extremely remote and...
Hiking A Mountain From Our Sailboat | Ch 4 E 43 | The Wayward Life
Wayward Life Sailing

Hiking A Mountain From Our Sailboat | Ch 4 E 43 | The Wayward Life

We leave Campbell River and start our journey to Princess Louisa with a few stops along the way! 0:00 intro 1:45 Savary Island 11:25 Cortes Bay 15:46 Pender Harbour Patreon: Website: Instagram: Facebook: SV Wind Gypsy's Channel: Music in this video: Epidemic Sound
Scary Sea Plane Crash!!
Breaking Waves

Scary Sea Plane Crash!!

We help some boats that drag anchor, Raymarine MFD install, beach days, and a life changing moment for Ben. when his sea plane crashes on take off in Tofino Harbour. A portion of our Patron donations is being sent to Rugged Coast Research Society. Thank you for keeping us going!! www.ruggedcoastr...
Johnstone Strait is NOT to be Messed With | Chapter 4 Episode 41 | The Wayward Life
Wayward Life Sailing

Johnstone Strait is NOT to be Messed With | Chapter 4 Episode 41 | The Wayward Life

After weeks of waiting, we start to head down Johnstone Strait, but weather reports don't tell us the truth in this gnarly bit of ocean. Patreon: Website: Instagram: Facebook: SV Wind Gypsy's Channel: Music in this video: Epidemic Sound
Boat Tour: STEEL Blue Water Sailboat with Bright Interior | Van De Stadt Norman 40
Wayward Life Sailing

Boat Tour: STEEL Blue Water Sailboat with Bright Interior | Van De Stadt Norman 40

Welcome to Unna, our 40 foot steel Van De Stadt Norman 40 tiny home on the water. She was built in a boat yard in Amsterdam in the late 1990s and has lived in Europe as well as Canada. We plan to take her into Northern latitudes and on icy adventures in the future! Patreon: Website: Instagram:...
Swimming with our Girl Friends and Sailing, Surfing, in Tofino British Columbia – Ep50S3
Breaking Waves

Swimming with our Girl Friends and Sailing, Surfing, in Tofino British Columbia – Ep50S3

Ben and Alie are finally in Tofino! They set out to find a slip to call home, take advantage of the nearby surf and have a close encounter on the boat with a rock. With Clayoquot sound as their backyard they start to explore all the inlets available to them and find a great swimming hole with some q...
HILARIOUS BIKINI FAIL & Champagne Sailing in a BC Heat Wave – Hesquiaht Harbour to Tofino Ep 49 S3
Breaking Waves

HILARIOUS BIKINI FAIL & Champagne Sailing in a BC Heat Wave – Hesquiaht Harbour to Tofino Ep 49 S3

Alie takes a water taxi from Tofino to meet Ben in Hesquiaht, where they enjoy the spectacular anchorage, beaches, lakes and old growth forest. After soaking up the sun we get a lovely sail back to Tofino - life is good in this video!! A portion of our Patreon donations is being sent to Rugged Coa...
Sailing Up a Narrow Fjord in the Pacific Northwest | Chapter 4 Episode 36 | The Wayward Life
Wayward Life Sailing

Sailing Up a Narrow Fjord in the Pacific Northwest | Chapter 4 Episode 36 | The Wayward Life

After leaving the magical Mackenzie Sound, we visit Nimmo Bay before sailing upwind to the beautiful Burly Bay and spending some time cleaning up our boat life.
A New Sailing Infidel Adventure – Pt I – Nanaimo to Campbell River via Gorge Harbour
Sailing Infidels

A New Sailing Infidel Adventure – Pt I – Nanaimo to Campbell River via Gorge Harbour

Finally finished our haul out at New Castle Marina in Nanaimo, we're in the water and heading north once again. Though, not back to Haida Gwaii this time. This time we're headed for uncharted waters (for us anyway). #WhalesBreaching #CoolCetaceans
Living off the Land in the Broughton Archipelago | Season 4 Episode 30 | The Wayward Life
Wayward Life Sailing

Living off the Land in the Broughton Archipelago | Season 4 Episode 30 | The Wayward Life

We leave Sunday Harbour for Napier Bay in the Broughton Archipelago where we are treated to numerous different locally caught foods! Print gallery: Patreon: Website: Instagram: Facebook: Wind Gypsy's Channel: Music in this video: Epidemic Sound
Sailing in Queen Charlotte Strait | Chapter 4 Episode 29 | The Wayward Life
Wayward Life Sailing

Sailing in Queen Charlotte Strait | Chapter 4 Episode 29 | The Wayward Life

After having a great time in Sointula, we head to Port McNeill to reprovision and then sail our way to Sunday Harbour to explore an amazing area of the Broughton Archipelago! Patreon: Website: Instagram: Facebook: Wind Gypsy's Channel: Music in this video: Epidemic Sound
EP 24 | I Rescued our Drone in 100′ of Water! | Diving & Sailing British Columbia
All About Spray Sailing

EP 24 | I Rescued our Drone in 100′ of Water! | Diving & Sailing British Columbia

A little bit of this and a little bit of that. Kayleen finds the drone so it can be returned for warranty while Footloose is in project mode. For Father's Day Kayleen's parents come sailing and they see a humpback and a close encounter with a sea lion. Kayleen and Tyler take a break from b...
The Dumbest Mistake We’ve Made (so far) | Chapter 4 Episode 26 | The Wayward Life
Wayward Life Sailing

The Dumbest Mistake We’ve Made (so far) | Chapter 4 Episode 26 | The Wayward Life

We leave the Cordero Islands on one of the most beautiful mornings we have ever seen, but things on the boat don't run as smoothly as the weather... 0:00 intro 1:20 perfect weather 5:37 crap... 8:31 our saviours! 11:22 from stress to safety Patreon: Website: Instagram: Facebook: Music in...
BOAT LIFE: Day Sail and fishing on our Catalina 30 // Sailing the Pacific Northwest // Ep. 48
Blue Moon Life

BOAT LIFE: Day Sail and fishing on our Catalina 30 // Sailing the Pacific Northwest // Ep. 48

We couldn’t have asked for a better day to take our Catalina 30 sailboat out for a sail! The winds were light but still enough to fill Blue Moon’s sails.
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