Meet Cpt. CLRogerson

Hi, I’m Captain C.L.Rogerson. After decades leading in the healthcare industry, I made the biggest course correction of my life: I stepped away from the boardroom, climbed aboard my boat, and started designing a lifestyle on my terms, one anchored in freedom, travel, and meaningful connection.

Now I help others do the same.

The Journey So Far

The good life isn’t later. It’s now.

I’ve been planning to retire at 50 for most of my life. Call it a family tradition, my father did it, so did his father. But while they followed a well-worn path, I always knew I’d take the scenic route.

I built businesses. Raised a family. Lived the “successful” life. Then, at 29, a brain aneurysm tapped me on the shoulder and whispered something I’ve never forgotten: this doesn’t last forever.

So I made a promise to myself — no more deferring the good stuff.

I got licensed as a captain. Started chasing sunsets instead of schedules. Traded boardrooms for boat decks. And somewhere along the way, I stopped just planning for the next chapter… and started living it.

These days, I travel wide and often. I’ve taken friends and family around the world, or at least a damn good slice of it. I live with my hand on the helm and my calendar wide open. And I help others do the same: people ready to trade obligation for adventure, burnout for beauty, and bucket lists for actual experiences.

Whether it’s a cinematic cruise through the Med, a barefoot charter in the Grenadines, or a trip that finally makes you feel at peace, I’m here to help chart the course.

And if you need a little push? I raised my kids on this:

“One day or day one, you decide”

Life doesn’t wait. Let’s get you living it.

What I Believe

I believe travel isn’t an escape, it’s a catalyst, the best way to gain perspective on our world and ourselves.
I believe it’s never too late to rewrite your story, add another chapter or perhaps write a sequel!
And I believe the best stories happen when you stop waiting for someday and say yes to today.

The Captain’s Approach

I’m not here to just sell you a vacation. I’m here to help you realign your life’s compass.

This isn’t about ticking boxes or escaping the grind for a week. It’s about designing a life that feels like yours again — one voyage, one wild idea, one well-earned “why not” at a time.

Whether you need a seasoned hand to craft the perfect charter, a trusted guide through the Mediterranean’s hidden corners, or just someone to say “Yes — it’s your turn”… I’m in your corner.

Let’s chart a course that makes you want to wake up in the morning — because the good life isn’t something you book. It’s something you choose.

Quick Facts

  1. 🧭 30+ years of sailing and global travel experience

  2. ⚓ USCG-licensed captain with real sea miles

  3. 🌍 Travel consultant with access to exclusive bookings and perks

  4. 💬 Known for straight talk, good stories, and solid coffee

  5. 🎯 Goal: Introduce thousands of people to travel-centered lives

The good life doesn’t schedule itself. Let’s chart your next move.