Looking at the charter options, this could be an interesting american cabaret and folk music festival venue concept. Two or three nights via train, accoustic sets by performers, maybe configure couple of performance cars into the train then split performances over different cars at different times, so you can catch them in one of the cars and it spreads the audience over the train. Night stops in places with motels or camping to handle sleeping arrangements.

Just found some routes through the rockies, from moab to denver: https://www.rockymountaineer.com/routes_destinations , but a southwest one would be amazing.

Economics are running a cruise, but over land on a train, with some camping and motel options to scale it. Hmm...