Watch Sailing & Boating Adventures Around the World tagged “Trailor sailor”

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.

Showing 1-5 of 5 results
ep 142, ❤️ Ashley Explores-Venice Beach ⛱️
Barefoot Sailing Adventures

ep 142, ❤️ Ashley Explores-Venice Beach ⛱️

Part 70 of a series: Sailing Tampa Bay to Key West. Ashley and Mike explore North Jetty Beach near Venice Florida. Dolphins and manatees are seen and after a delicious ice cream cone, we travel to the famous Nokomis Beach Drum Circle for sunset on our Odin...
Ep. 64, Sailing YouTubers Meet ⛵(Key Largo)
Barefoot Sailing Adventures

Ep. 64, Sailing YouTubers Meet ⛵(Key Largo)

Part 28 of a series: Sailing Miami to Key West. Minutes after arrival in Key Largo with our trailer sailer, a longtime subscriber, commenter and fellow YouTuber, Sailor Shawn recognized us! A discussion at Snooks Bayside on the boat transitions to Ashley...
Ep. 62, ⛵Trailer Sailer=BIG Adventures!!!
Barefoot Sailing Adventures

Ep. 62, ⛵Trailer Sailer=BIG Adventures!!!

Part 26 of a series: Sailing Miami to Key West. Dolphins play near our trailer sailer (Tampa Bay) as we power up and go home to the Carolinas to do lawn care. Next, Ashley and I trailer the boat to Key Largo to continue our sailing journey to Key West! G...
Ep. 27, Sailboat Launch and 1st SAIL!!! (Miami)
Barefoot Sailing Adventures

Ep. 27, Sailboat Launch and 1st SAIL!!! (Miami)

Part 4 of a series: Sailing Miami to Key West. We launch the Sail Boat at Haulover Beach Florida. After pulling away from the dock, we set the sails and head south. Ashley and I reflect on what a productive year 2018 was. After our shake down sail, we...
Ep. 25, Raise the Mast!!! ⛵
Barefoot Sailing Adventures

Ep. 25, Raise the Mast!!! ⛵

Part 2 of a series: Sailing Miami to Key West. We arrive in Miami and Ashley in a bikini begins to explain the process of raising the mast on our Odin 820 Sail boat. The deck stepped mast is raised using the mechanical advantage of a Gin Pole, and pulley...
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