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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BUYING A DIRT CHEAP SAILBOAT To Sail The World In – Living in a tiny sailboat home
Sailing Two Get Lost

BUYING A DIRT CHEAP SAILBOAT To Sail The World In – Living in a tiny sailboat home

Buying a dirt cheap sailboat to sail the world in was the first of many hurdles to overcome. In this episode we fly to Sicily to see a Kadey Krogen 38 sailboat called Hot Chocolate, a bluewater sailboat under 40 feet that will become our tiny sailboat home. This marks the beginning of a pretty lif...
The Intrepid | Pushing Northwest : Episode 07 : Half Moon Bay to San Francisco Bay
Sailing Triteia

The Intrepid | Pushing Northwest : Episode 07 : Half Moon Bay to San Francisco Bay

Episode 07 : Half Moon Bay to San Francisco Bay - with Sailor Commentary at the end of the episode. This video documents the recent sailing trip I crewed on onboard the sailing vessel The Intrepid. We motor-sailed from San Diego, California to the San Francisco Bay area. 10 days, 111 hours at sea ...
The Intrepid | Pushing Northwest : Episode 02 : Marina Del Rey to Ventura
Sailing Triteia

The Intrepid | Pushing Northwest : Episode 02 : Marina Del Rey to Ventura

Episode 02 : Marina Del Rey to Ventura - with Sailor Commentary at the end of the episode. This video documents the recent sailing trip I crewed on onboard the sailing vessel The Intrepid. We motor-sailed from San Diego, California to the San Francisco Bay area. 10 days, 111 hours at sea and 470 ...
The Intrepid | Pushing Northwest : Episode 01 : San Diego to Marina Del Rey
Sailing Triteia

The Intrepid | Pushing Northwest : Episode 01 : San Diego to Marina Del Rey

Episode 01 : San Diego to Marina Del Rey - with Sailor Commentary at the end of the episode. This video documents the recent sailing trip I crewed on onboard the sailing vessel The Intrepid. We motor-sailed from San Diego, California to the San Francisco Bay area. 10 days, 111 hours at sea and 47...
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