Watch Sailing & Boating Adventures Around the World – Page 2 of 2

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 25-31 of 31 results
Sailing 40 Hours Back to Oahu From Kauai ⛵
Sailing With Phoenix | Oliver

Sailing 40 Hours Back to Oahu From Kauai ⛵

All good things must come to and end... After two weeks on Kauai, it’s time to sail back to Oahu. Join Phoenix, Rhoads, and me on a 40-hour passage across the Kaʻieʻie Waho Channel. ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where’s Phoenix Now? 👕 Official Merch 📸 Instag...
A SENSATIONAL Trailerable Pocket Cruiser: The Com-Pac 17 Sun Cat for $9,500! [[SOLD 9/16/25]]
BoatFools Sailing

A SENSATIONAL Trailerable Pocket Cruiser: The Com-Pac 17 Sun Cat for $9,500! [[SOLD 9/16/25]]

#boatfoolssailing #sailingboat #pocketcruiser #trailersailer [[SOLD 09/16/2025]] A SENSATIONAL Trailerable Pocket Cruiser: A Com-Pac 17 Sun Cat for $9,500! TOC: 00:00 What did we just find?!? 00:24 Intro to the Comp-Pac 17 Sun Cat - And "Kenadian" 01:02 Walk around the boat and a look a...
My First Time Scuba Diving 🤿
Sailing With Phoenix | Oliver

My First Time Scuba Diving 🤿

I finally went scuba diving for the first time off the coast of Kauai, Hawaii! Big thanks to Sam and Jamie for guiding me on this dive! Be sure to check them out and follow their adventures here: 👉 Jamie Underwater Photography: 👉 Sam Beane Diver: ⚓ If you enjoy this journey, don’t forget to like...
Sailing From O’ahu to Kauai
Sailing With Phoenix | Oliver

Sailing From O’ahu to Kauai

We set sail from Oahu to Kauai expecting a 25-hour downwind passage… but halfway across, the unexpected happened: a tsunami warning was issued for all of Hawaii following an 8.7 earthquake in Russia. With Kauai in sight, we suddenly had to turn back out to sea as the Coast Guard ordered all vessels...
Installing Windlass Foot Switches — Sort Of
Sailing With Phoenix | Oliver

Installing Windlass Foot Switches — Sort Of

Today’s episode is all about cursed boat projects. I’m back in Waikiki and tackling a foot switch install for my broken windlass remote. Along the way, I get hot, frustrated, sentimental, and somehow wired things backwards, but hey, it still works (sort of). This is real-life boat work: messy, slow...
Everyone Talks About This Sandbar…
Sailing With Phoenix | Oliver

Everyone Talks About This Sandbar…

We’re anchored in Kāneʻohe Bay, Oʻahu, and after a rough start—including running aground on a reef (watch that episode here: finally make it to the iconic sandbar, where turquoise water, sea turtles, coral, and even a possible puffer fish await. Later, we hike up Chinaman’s Hat (Mokoliʻi) and wrap ...
I Ran Aground Sailing to Kāneʻohe Bay Sandbar – Hard Lessons Learned
Sailing With Phoenix | Oliver

I Ran Aground Sailing to Kāneʻohe Bay Sandbar – Hard Lessons Learned

Hello hello! Sailing adventures resume as my brother joins me in Hawai’i. We set sail from Waikiki Yacht Club into 30+ knot headwinds, bound for the stunning sandbar in Kāne‘ohe Bay, Oʻahu. What should have been a scenic day sail quickly turned stressful: wind advisories, towing mistakes, and hitti...
WeBoating
Logo
Shopping cart