As much as I would be tempted to pick the more esoteric options, especially SR-009s, I would probably choose the HD800, as I would expect them to last the longest. But if I could trade the Sennheiser HD800 for say 3 pairs of sealed HD650s then I would do that, and it would ensure the collective lifespan of my headphones exceeds my own lifespan.
I would choose an iem as that way I could wander the island with music in my ears. My choice would be my Etymotic ER4S. I love my LCD's and the Stax 009 is simply sublime but for practicality it would be the Ety's!
Realistically, since I haven't heard anything on this list, I would pick K 702s just because I already know I can listen to those for hours and hours. You poor guys who are voting for the most exotic thing don't even know if you'll like it. 50+ years on an island with headphones you don't like...
As much as the PRO2900s on my head are protesting, and as much as I know my RS-1 will disown me, I would have to say the entire Koss ESP/950 system (with the entire fanny pack!). They just...work. And when they finally broke from exposure to sand and surf and years of going Robinson Crusoe, and Koss sent out a helicopter and special forces team to collect them and take them back to Wisconsin for repairs (as part of their commitment to the customer), I could hitch a ride out with them.
Most unfortunately, I haven't tried any of the ones on the list. I'd take my Beyerdynamic DT250-250 since they're comfortable and basically all rounders with decent enough sound.
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