Advisor - Stephen Cole

Stephen Cole

He/Him
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  • Based in icon

    Based in Clearwater, Florida

  • Based in icon

    English

Ask me about

Family Travel
Off-the-Beaten-Path Travel
City Travel
Key West

My Story

History seeker. Army veteran. Your insider to the Florida coast. After years of navigating the globe and mastering the hidden corners of Key West, I founded Rhumb Harbor to turn standard vacations into deep cultural immersions. I don’t just book trips. I use a historian’s eye and a captain’s precision to craft itineraries that reveal the soul of a destination.

Whether you’re looking to dive the wrecks of the Gulf or walk the storied streets of London, I bridge the gap between “tourist” and “traveler.” Let’s plot a course for your next great story.

Travel Style

I lean toward the “sophisticated explorer” vibe—trips that balance rugged adventure with refined comfort. Think of it as a mix of a morning scuba dive on a remote wreck followed by a sunset dinner at a local spot with a century of history. I prioritize authenticity over tourist traps, favoring itineraries that leave room for the “happy accidents” of travel while ensuring the logistics are executed with military precision. If you want a trip that feels like an intentional discovery rather than a checklist, we’re going to get along great.

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Travel photos

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