I travelled internationally with CD players, separate headphone amps (4 sized D cells), silver interconnects… separate DACs, headphones, earphones… of many generations… etc.
Finally I figured out two things: airplanes and most places you go are really noisy and audiophile doesn’t work in that environment. I finally moved to a set of Bose Comfort 85 (?)… with noise cancellation… I wear the headphones almost all the time with noise cancellation and music from my iPhone lots of the time. Life is so much better. I traveled more than 250,000 miles per year.
When home I listen in quiet environments… you can see my systems under my UserID… then you worry about high end sound.