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.

Showing 1-4 of 4 results
I Finally Sailed to Maui — Where It All Began
Sailing With Phoenix | Oliver

I Finally Sailed to Maui — Where It All Began

We set sail from Hilo to Maui with light winds 90% of the way, finally catching a chill downwind run. I reflect a little bit on why I love sailing so much and how the hard work does eventually pay off. After arriving in Lāhainā we battle surf breaks to get the dinghy ashore and then hike a wild loca...
A Sporty 350 Mile Sail from Kona to Hilo 🌊
Sailing With Phoenix | Oliver

A Sporty 350 Mile Sail from Kona to Hilo 🌊

We battle big waves, broken gear, and beating to windward while sailing from Kona to Hilo on Hawaii's Big Island. This one was a doozy for sure. I also chat a bit about buying the new boat. More details on this very soon. And as always thank you for watching! ⛵ Join the Crew + Follow Along: 🌐...
We Broke Down in the Middle of Nowhere on Hawaii’s Big Island
Sailing With Phoenix | Oliver

We Broke Down in the Middle of Nowhere on Hawaii’s Big Island

Nothing ever goes to plan, but that's half the fun. What began as a laid-back drive to the volcano quickly turned into an off-road adventure through lava fields, green sand, and a broken-down Jeep miles from anywhere. ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where’s P...
Sailing for Kailua-Kona on the Big Island of Hawaii and Farewell to Kimberly Wood
Sailing Triteia

Sailing for Kailua-Kona on the Big Island of Hawaii and Farewell to Kimberly Wood

Episode #255 : Season 8 : The Hawaiian Adventures Hello Friends, On this episode we haul up at Makalawena Beach with the help of some awesome Needle fish (AKA LONG TOMS) and head for Kailua Bay. Kimberly Wood was the skipper for the day and handled all of the driving and navigation and we arrived...
WeBoating
Logo
Shopping cart