Asheville — The Good, The Bad, and The Pizza

Kristin Jaffe
11 min readDec 29, 2019

5 months ago, I presented a crazy idea to my partner, Shai. What if we left DC, our home for the past many years, and traveled around the country, visiting all of the National Parks, cities, and quirky little towns that we had always wanted to see.

I had been working remotely for the past 6+ months as a human rights specialist and travel advisor, and he had recently decided to take some time off from the PhD program he had been working on for the past 3 years to decide if he really wanted to pursue a career in economics. When I realized that we would both be untethered from a physical location, I got really excited about the possibilities. Should we go live somewhere we had always wanted to try? Go on a long road trip and camp our way across the country? Visit our friends and family that we don’t get to see as much as we would like? We spent weeks toying with lots of different ideas but eventually, unable to narrow it down to just one, we decided to do a combination of everything!

Me and Shai on the road!

Over the next weeks and months, we hammered out the plan that would become our road trip life. We mapped out the places in the US that we have always wanted to visit or return to, and sketched out an outline of the path that we would take to visit all of them, and many more spots, over the next year, and in July we moved out of the first apartment we shared

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Kristin Jaffe

Luxury travel advisor for custom international travel. Founder of The Adventure Expert, specializing in adventure, food, and drink-focused trips.