Pirate Sailing School

Go Rogue, Live Like a Legend

Ahoy, you cubicle castaways!

Ready to ghost the grind and claim the sea? Pirate Sailing School isn’t just sailing lessons—it’s your crash course in becoming a modern pirate, a Gulf-running rebel with salt on your skin and zero F’s to give. No wooden legs or parrots required (but we’re cool if you rock ‘em).

Actual pirate training.

What’s the Game?

This ain’t your average boat class. It’s 5 days of liveaboard rebellion aboard Jaloha (or your own boat), where you’ll own the helm, ride the breeze, and unlock the pirate life—2025 edition. Here’s the rundown:

  • Sailing, Renegade Style: Master navigation, sails, weather, and the lingo. We have our own language out here.

  • Dock Like Captain Sparrow: Learn to dock and leave a dock single-handed. No shouting. No stress. All swagger. It can be done. I’ll show you how.

  • Plunder the Sun’s Power!: Steal the sun’s fire to fuel your rogue life—solar loot keeps your grog cold and your tunes loud. Every pirate is a different beast, and if a mermaid aboard, that’s a whole new game—more rum, more watts. We’ll plot your power needs to keep your crew happy.

  • Today’s Treasure: Score epic views, a killer Spotify mix, and maybe a viral video.

  • Pirate Vibe Check: Trade “yes, boss” for a salty smirk. Swap the deep dive into spreadsheets for a plunge into paradise—waves crashing, no deadlines. Ditch the business lunch for a sandwich in one hand, the helm of your own rig in the other—freedom’s your only boss now.

  • Disclaimer: “I’m certified to teach fancy ASA and US Sailing courses—structured stuff for rich folks with shiny yachts. But this pirate gig…It’s not that. Ye don’t need a pricey boat to join the rogue ranks; a beat-up beauty’ll do just fine. This is for the salty, not the swanky.”

Your Captain

I’m your skipper—an ex-techie who ditched servers for the sea. I’ve sailed Florida’s coasts, the Bahamas, and beyond, turning greenhorns into sailors without a backward glance. No roots, no rules—just waves and a wicked grin. I’ll teach you to steer a boat and a life that flips the bird to the mainland.

The Loot

  • Five days of wind, water, and wild—live aboard, learn hard, live loose.

  • A “Pirate Cred” download (frame it, flex it, or trade it for clout).

  • Join the modern pirate ranks: dropouts, dreamers, and free spirits welcome.

The Lowdown

  • Kicking off from St. Pete, FL—or wherever the trade winds drag us.

  • BYOB (rum, seltzer, your call); we’ve got the salt and the soul.

  • Cost? A rogue’s ransom—hit me up at capnjhines@gmail.com before you’re stuck in traffic again.

Ready to Bail on Boring?

Sign up and swap your screen saver for the real deal. This isn’t just sailing—it’s a fast track to living loud, where the sea’s your playlist and the horizon’s your only gig. Reach me at capnjhines@gmail.com or send up a smoke signal. Let’s make you a menace with a mainsail.

“Ditch the shore, your legend starts here!”