Watch Sailing & Boating Adventures Around the World

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 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
Haul-Out and A Solo Sail Through The Gulf Islands | Episode 4 | Sailing Sea Dream of Clyde
Sailing Sea Dream of Clyde

Haul-Out and A Solo Sail Through The Gulf Islands | Episode 4 | Sailing Sea Dream of Clyde

In this video, I discuss Sea Dream Of Clyde's trip to the boat yard, and share a few tips that worked really well for me. Once back in the water, I sail south back to Cowichan Bay from Nanaimo under some surprisingly pleasant winds and seas. The transit goes nice and quickly with that freshly p...
Rocky Seas and 20 Knots More Wind Than Forecast | Chapter 4 Episode 7 | The Wayward Life
Wayward Life Sailing

Rocky Seas and 20 Knots More Wind Than Forecast | Chapter 4 Episode 7 | The Wayward Life

Two days after installing our new battery bank we decided to start heading south to meet up with a friend on his boat. Wind forecasts had told us to expect 0-10 knots, but we quickly came across 15-20 and then 20-25- the biggest winds and biggest seas we had sailed in yet. Patreon: Website: ...
Life is Like Sailing – Inside Passage – Ep 14
Life is Like Sailing

Life is Like Sailing – Inside Passage – Ep 14

No Patreon, No Ads, Just content for you to enjoy. Music: Autumn Breeze - View Points
Dock Line Stuck Around The Prop- Ep04
Breaking Waves

Dock Line Stuck Around The Prop- Ep04

Last couple of days on the boat before we give it back. We run into one problem after another, Ben asks Alie if she could cross an ocean.
Its So Hot I Think Our Engine Is Melting – Ep03
Breaking Waves

Its So Hot I Think Our Engine Is Melting – Ep03

Ben and Alie Continue around the Gulf islands of British Columbia and encounter stern ties, propane leaks, and engine troubles. Walde Sailing:
Breaking Waves Teaser
Breaking Waves

Breaking Waves Teaser

A little snippit of our first adventure aboard! Location: British Columbia's gulf islands.
Moving aboard our sailboat and learning how to sail in Beautiful British Columbia | EP 04
Wandersailing

Moving aboard our sailboat and learning how to sail in Beautiful British Columbia | EP 04

On this episode, we explore our nautical backyard in Beautiful British Columbia as we continue to learn how to sail and soak in the new liveaboard lifestyle before we officially untie the lines and head south in just a few months! We explore Jedidiah Island, Savary Island, Desolation Sound, Pender...
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