If you'd like to go poking around a cool old town in a competitive sort of way, Watson Adventures is offering their Hidden Hoboken Scavenger Hunt, which promises "native son Frank Sinatra’s homes and places he sang; the location of Elysian Fields, where the first baseball game was played; locations from the movie On the Waterfront; cobblestone streets and a literal yellow-brick road."
$$: Tickets are about $20 and a typical hunt lasts a few hours
Nerd Alert: It sure sounds cheesy, but we can vouch for the company's "Princeton Prowl" hunt as pretty challenging and architecture-focused. We did not win, but still had fun and discovered beautiful parts of (and interesting things about) the university campus. Good for a small group; otherwise be prepared to be teamed up with some randoms.