I must’ve been in the seventh or eighth grade when a friend and I decided that, one day, we’d ride our bikes from our home in southern Vermont to New York City. The boundaries of our personal maps had recently expanded with the parental approval of unsupervised bike riding, but not nearly as far as they would upon earning a driver’s license. Adventure was still attainable.
Our dauntless ambition was more the product of ideas drawn from The Lord of the Rings and a combined library of video games swirling in our teenage brains than any notion of long-distance cycling. And yet, when the idea resurfaced a decade and a half later — and with more than a few maps traced with previous journeys by foot and vehicle — I still had no notion of what it really might mean to pedal a bike for more than 200 miles.
This time, the proposition showed itself with a recently acquired bike. The bike in question is an aluminum machine made for cruising and commuting, but I couldn’t help but wonder if I could take it from my new home in New York to my old home in Vermont. I did so audibly, and a friend — it seems these schemes germinate best when rooted in more than one imagination — assured me that whether the bike was fit for the task or not, we should attempt it. More than a year later, we made good on an unknown sum of conversations and set it in stone (we made a Google Calendar event).
When the characteristically brisk November morning finally came, the pair of us, plus a third who was eager to join, met beneath the statue of General William Tecumseh Sherman at the gates of Central Park. We had each taken various measures to prepare. They had spent a summer and fall riding 50-plus miles with some regularity. During that same time, I logged roughly two thirds as many miles as I was about to travel in the next 36 hours.


