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 Survived 11 Days of Meltemi Winds in Milos, Greece… Then Sailed Into a Military Firing Zone 🇬🇷
Sailing Okaliptüs

We Survived 11 Days of Meltemi Winds in Milos, Greece… Then Sailed Into a Military Firing Zone 🇬🇷

Ep. 206 ~ After surviving 11 straight days of powerful Meltemi winds while anchored in beautiful Milos, Greece, we finally decide to leave the Cyclades and sail back across the Aegean to Monemvasia. What started as a peaceful Greek island sailing adventure quickly turned into stress-filled anchorin...
Her First Sail to a Hidden Beach Only Boats Can Reach
Dylan Magaster

Her First Sail to a Hidden Beach Only Boats Can Reach

Nikki had never been sailing before—but today, we set out on her first real voyage across the Aegean. We’re sailing from Skopelos to the remote, unreachable-by-road beach of Lalaria, one of the most famous and mysterious beaches in Greece. The cliffs are steep, the water is cyan, and for a moment, w...
Sailing our catamaran to Mykonos: Windmills, Little Venice & Greek Island Life
Sailing Okaliptüs

Sailing our catamaran to Mykonos: Windmills, Little Venice & Greek Island Life

Ep. 136 ~ Welcome aboard our sailing catamaran as we embark on an unforgettable journey to the enchanting Greek island of Mykonos! In this episode, we live our dream of sailing and living aboard a boat in the Mediterranean, sharing the adventure with our little blind dog Zoe. Mykonos, known for ...
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