These days its diesel trucks and diesel trains, and I drove trucks for years BC (before college). City of New Orleans is a classic road song, here's some others that come to mind:
Janis Joplin- Me and Bobby McGee
Gordon LightFoot- me and Bobby McGee
Peter Paul and Mary- Early Morning Rain
High mach number aircraft (>0.5M) can't make practical use of steam technology because the poor thrust-to-weight ratio as mentioned earlier. It's not just that steam is bad, any reciprocating engine has a poor T/W ratio compared to turbines. If you wanted to make a modern transport category reciprocating airplane to use steam power, you could make a Lockheed Connie sort of thing but it will be limited to about M=0.45. Turbines have excellent T/W ratios even though they waste a lot of energy.