It must have popped up as a Word of the Day at Merriam-Webster at some point, so here is a context clues on the adjective itinerant.
This is, I think, probably a word educated people should know and be able to use. For high school students, it will connect well with the noun itinerary, which probably turns up in a variety of places like material about the Lewis and Clark expedition or a popular music group’s tour of the United States or, indeed, the world. Before automated digital mapping, I’ll hazard a guess that itinerary turned up in common usage more than it does now. Has itinerant suffered the same fate (if indeed itinerary has)? That’s an interesting question that could yield interesting answers to an interested student.
If you find typos in this document, I would appreciate a notification. And, as always, if you find this material useful in your practice, I would be grateful to hear what you think of it. I seek your peer review.