A “Friday evening matinee?” To quote the Gershwins, it ain’t necessarily so. But that’s how modern artificial intelligence suggested I hit Broadway.
When I was asked to see what A.I. gets right and wrong about visiting New York City, I was deeply curious and felt well qualified for the assignment — I’ve been a resident of Manhattan since 1989, a frequent city tour guide for friends and family, and a journalist who has written about technology (including chatbots) since the 1990s.
I sampled several A.I.-planner sites with the same vacation request: Create an itinerary for a trip for two people to New York City from April 17 to 20 that suggests an affordable hotel (less than $250 a night) in the middle of the city, several…

























