Where I'm from cities like Boston are the norm. When I was in a grid city for the first time, I immediately got lost on the roads because everything just looks the same.

On the other hand, Americans seem to have a more intuitive sense of the cardinal directions than Europeans do from my experience. Which makes sense if you're used to roads aligned with them.

As someone who drives through Boston often: it's the worst-planned city I've ever seen. I am fairly convinced that the underground tunnel system is actually creating an eldritch sigil of chaos (a la Good Omens), and it is not uncommon to encounter a seven-way intersection, where two of those ways are train lines, but aren't marked, so at night, you can accidentally find yourself on train tracks. It's like if someone bargained with the Fey to make a city.

I am familiar with Boston, and the 2 times I have driven in nyc it was SIGNIFICANTLY easier to navigate than Boston lol. NYC was at least partially thought out, Boston is what you get when your road planner is a 3 year old toddler who threw a hand full of spaghetti on a map and said theres your streets LOL. Possibly the most annoying city I have had the misfortune of navigating lol.