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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We BROKE our STEERING in the Middle of Arctic Waters, Sailing Iceland – Ep 256
After a challenging offshore sail from Greenland to Iceland and our first knockdown at sea, we finally reach Iceland to recover and explore. From colorful streets and hot springs to epic waterfalls and fjords, we experience Iceland by land before setting sail again. But only a few miles out from Rey...
SELLING OUR BOAT & HEADING INTO THE FOG – Ep 240
Join us on this epic offshore passage as we set sail from Virginia and head north to the stunning shores of Martha's Vineyard. From offshore champagne sailing conditions to the thrill of flying our spinnaker and Code Zero, to encounters with dense fog as we approach New England, it's a fa...
YOU GOT 2 OPTIONS – Ep 195
Explore two unique ways to sail through uncharted islands in the Bahamas. Enjoy crystal-clear waters and hidden gems like Shroud Key and Little Hall's Pond key with Stefan Travis from Sailing Gypsy. Join us for an adventure you won't forget!