If you’ve ever wondered how easy it would be to backpack out of 39 different American cities, I’ve done all the research for you.

It’s time to start dreaming up new trips for 2020!

Visit some of the most historic cities in America, explore the picturesque nature of the new England Coast, and get cozy in marine-themed towns along the way.

Three embarrassing, funny, and hopefully enlightening stories about those times when we didn’t succeed in backpacking and had a horrible time.