Your taste in audio seems to be very similar to mine. Hopefully, you will find my insights helpful.
What I have that's travel worthy:
Soundmagic E10BT - Bluetooth IEM's, 12hr battery, cut off at the freq. ends but midrange is magic & has that PRAT factor. My go-to when traveling light.
Blue Ever Blue 1200EX - IEM's, took forever to break in (60+hr), Very good bass & overall detail but a little hot on top. V-shaped response. These are probably my least favorite but slap a Bluewave GET on to them & it smooths out that hot treble turning them into magic! (The GET does the same for the 58X as well!)
Sennheiser HD 25 - On ear, original model. Wonderful midrange & soundstage but cut off at both frequency extremes with no a lot of bass detail. Bullet-proof! Power hungry.
Sennheiser HD1 - On ear with a very similar sound sig to the HD 25's but with better extension on both frequency ends. (On loan to niece)
JBL E55BT Quincy Edition - Bluetooth, Over ear. Decent passive noise reduction. A good solid pair of fun, every day headphones that do nothing terribly wrong. They are warm sounding with a tube-like quality. They do lack a bit in the area of detail retrieval though. Very efficient w/ high volume.
Sennheiser PXC 550 - Bluetooth, Over ear, Active NC. My favorite with excellent sound & high PRAT factor. Not a throw-around pair of headphones. They do fold & travel well in case though. Software app is pretty good.
B&O H7 - Bluetooth, Over ear (barely). Wonderful sounding headphones with a few minor quirks. Detail in the upper range is excellent but the midrange can sound a little recessed on some material. They're the best looking & best built of the bunch. Definitely not for throwing around! Noise isolation is lacking as is the software app.
I am seriously considering the German Maestro 8.35D as a good, bullet-proof, throw-around pair of travel headphones.