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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Our longest sail yet! Puerto Rico to the DR in 8 days.
Sail Stillwater

Our longest sail yet! Puerto Rico to the DR in 8 days.

In this video we take you on an unforgettable 8-day sailing adventure from Fajardo, Puerto Rico to Punta Cana, Dominican Republic! This offshore passage took us across the challenging Mona Passage and through some of the most stunning and remote stops in the Caribbean. From the peaceful anchorages...
  • Apr 26, 2025
  • Language: EN
  • Play Time: 00:50:47
WE Sail to Puerto Rico | Episode 25
WE|Sail

WE Sail to Puerto Rico | Episode 25

Join the adventure of WE, as we welcome our family aboard in Puerto Rico. We sail the short 22 nautical miles from St. Thomas to Culebra and check in with immigration. From here we make our way to mainland and stock up and pick up the family for a 2 week adventure around the islands of Puerto Rico. ...
  • Jul 16, 2019
  • Language: EN
  • Play Time: 00:22:52
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