I bought an N64 with 4 controllers and 5 games for $5.00 about 10 years ago…the same setup is like $200 minimum now.
Sounds like you got an absolutely incredible deal; I don’t think $5 was a normal price point for that kind of hardware even 10 years ago. I sold my N64 with 2 controllers and maybe 4 game cartridges for ~$100 around 17 years ago and the guy I sold it to didn’t even haggle.
In my experience, you don’t even need the dedicated Jellyfin client. Just opening it up in a web browser works out of the box, so that’s potentially one less thing to download/install/manage for the clients.
That said, I’ve never tried to access Jellyfin from an iPad/iPhone/Mac so it might not be as seamless as my experiences on Android/Linux based devices. But I imagine they’d be fine; just test it out before you hit the road.