Doc Watson, a now deceased blue grass singer, did a number of railroad songs.
South Bound, Freight Train Boogie, Streamline Cannonball, Ridin the Midnight Train. You can find those on youtube.
If you wanted someone to perform live, the local community college is a good source. He also did a version of Down in the Valley to Pray, a good ending tune
There is a local funeral home that just had ran an ad for motorcyclists with the casket in a sidecar. You could charter a car on a tourist train, if your friend is in to that. All that is a bit over the top for me.