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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Epic Caribbean Adventure: Sailing to St. Kitts & Monserrat+Underwear Tuna Fishing in Big Seas! Ep.33
Sailing Banana Pancakes

Epic Caribbean Adventure: Sailing to St. Kitts & Monserrat+Underwear Tuna Fishing in Big Seas! Ep.33

Join us on an unforgettable adventure as we explore the lush beauty of St. Kitts, where monkeys roam free and history comes alive at an old sugar mill. Renting a car, we journey across the island, soaking in its vibrant culture and scenery. Then, we set sail for the volcanic island of Montserrat, b...
EXPLORING THE ISLAND KINGDOM OF TONGA
Gone with the Wynns

EXPLORING THE ISLAND KINGDOM OF TONGA

We navigate hundreds of little islands, swim with humpback whales, meet some Spanish dancers and dine on a private island with a pack of gypsies. MORE DEETS & Camera Gear 📷: 🎶 AWESOME tunes for vids: - Ziv Moran, Giants and Pilgrims, Lance Conrad, & Hanjo Gabler SUPPORT OUR VIDS 🙏...
Feeling Overwhelmed Sailing to Tonga || Life On A Boat
Gone with the Wynns

Feeling Overwhelmed Sailing to Tonga || Life On A Boat

We're wrapping up our sailing season with a 250 Nautical Mile sail from Niue to Tonga. It's a perfect 42 hours at sea but the feeling of overwhelm is high. So much to do & so little time. JOIN OUR SAILING CREW ⛵ MORE DEETS on the BLOG post: OUR TOP CAMERA GEAR 📷 🎥 🎶 AWESOME...
SCARIEST CAVE Of My Life! || Sailing The Remote Island of Niue
Gone with the Wynns

SCARIEST CAVE Of My Life! || Sailing The Remote Island of Niue

One Crazy Hike, epic caves and some damn good SCUBA. Niue is the most amazing island we've ever sailed to. This is life on a sailboat on a remote island. JOIN OUR SAILING CREW ⛵ MORE DEETS on the BLOG post: OUR TOP CAMERA GEAR 📷 🎥 🎶 AWESOME tunes for vids: - Artists: Giants an...
The MOST INCREDIBLE REMOTE ISLAND You’ve Never Heard Of
Gone with the Wynns

The MOST INCREDIBLE REMOTE ISLAND You’ve Never Heard Of

We've sailed to an unknown island paradise with good food, clear water, and insane hikes. Niue is the most amazing destination we never knew existed. Behind the Scenes: Without your support, these vids wouldn't be possible…THANK YOU from the bottom of our salty hearts. 😍 🎶 AWESOME t...
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