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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#95: Historic Havana: Sail There with Me!

Mojitos at La Bodeguita del Medio, walk historic Cathedral Square, tour Hemingway's house, Finca Viega, dance at the Floradita and see inside the Casa Particular we rented for $40 CUCs/night. We take you all through Havana in this video with some very exciting news at the end. I'm going ...

Mar 14, 2017
Language: EN
Play Time: 00:18:16

Gift #4: Sail with Us to the Miami Boat Show!

Very exciting video for you here guys. Our 4th Gift of Cruising will be a five-day offshore adventure sail from Pensacola to Miami with Phillip and I on s/v Libra to attend the Miami Boat Show, boat show tickets included. Super cool, right? We will depart February 10th and sail to the show. I wi...

Dec 02, 2016
Language: EN
Play Time: 00:04:39

Boat #11: 1969 Bill Tripp Custom 60′ Ketch

You can go offshore on this boat! Book at This stunning Bill Tripp custom-designed 60' ketch was built in 1969, originally designed for two people to handle fairly easily, it has since been re-designed, re-engineered, and completely re-fitted over the course of the last two years by Captain ...

Oct 14, 2016
Language: EN
Play Time: 00:43:19

Watch Sailing & Boating Adventures Around the World

#95: Historic Havana: Sail There with Me!

Gift #4: Sail with Us to the Miami Boat Show!

Boat #11: 1969 Bill Tripp Custom 60′ Ketch

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