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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Ep. 60, Meeting Song Writer: Bill Gillenwater!!!
Barefoot Sailing Adventures

Ep. 60, Meeting Song Writer: Bill Gillenwater!!!

Part 12 of a series: Sailing Tampa Bay to Key West. We arrive at Tarpon Bay in Sarasota Bay to meet Bill Gillenwater, a famous singer/songwriter. We discuss the meaning behind the lyrics as Mikes parents arrive. We get a private performance filled with new music not yet released including a new s...
Ep. 59, Day Sail ⛵ Gulf of Mexico!!!!
Barefoot Sailing Adventures

Ep. 59, Day Sail ⛵ Gulf of Mexico!!!!

Part 11 of a series: Sailing Tampa Bay to Key West. After anchoring overnight in blustery conditions, Ashley and Mike sail into the Gulf of Mexico for the first time! Dolphin swim close to the boat as we sail south along the west coast of Florida. We make our way to Sarasota Bay and meet with Bil...
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