Advisor - Sean Glennon

Sean Glennon

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    Based in Illinois, United States

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Family Travel
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My Story

After working 20 years in Corporate America, trying to squeeze in trips whenever I could, I finally decided to leave the comforts (and confines!) of office life and start my own travel agency, Rewire Travel. I specialize in tailored travel design, enhancing the experience of the traveler by aligning their vibe to the destination. Personally, I’ve been to 45 states in the US and 45 countries around the world, and counting! What’s unique is that I’ve traveled in a multitude of ways. Whether as a solo backpacker in Asia, going on a couples trip to Paris and Morocco, or renting an RV and driving the family through the American West, I've traveled to a wide variety of places in a wide variety of ways. So I'm not tied to the destination. I'm motivated to give you the best experience possible, however it is you want to get there.

Travel Style

I'd describe my style as experiential, authentic, and flexible. I start with why. Why are you going? Why are you taking the time, spending the money, picking this place? Then we make sure there's balance. Between the classic sites and the lesser-known discoveries. Busy cities and serene nature escapes. This isn't a business trip. It's an adventure. And finally, I make it flexible. You aren't beholden to the itinerary. Some mornings you wake up tired after a long day and late night. So let's flex the plan. Match the day with your energy level and interests. See what can be swapped or changed or moved. Because at the end of the day, this trip isn't something to accomplish. It's something to experience and remember.

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Reviews (1)

L

Lisa M.

travel to Memphis

4 months ago

Sean delivers a truly exceptional experience rooted in a genuine passion for travel and a deep understanding of what makes each trip meaningful. What stands out most is the personalized, flexible approach; there’s no “one-size-fits-all” itinerary here. Every recommendation feels thoughtfully curated, tailored to your interests, pace, and travel style.

Our puppy really appreciated being a priority in the planning.

Travel photos

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