Read reviews for the Amphibix armband & headphones by H2O Audio as submitted by your fellow paddlers.
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I recently got an H2O Audio: Amphibx waterproof armband with a set of their waterproof Surge in-ear Headphones... What a great set-up for paddling, surfing, swimming or whatever I can imagine doing in the water where music makes it more fun! These are waterproof to 12ft. and the sound quality is really great! I highly recommend checking out what H2O Audio has to offer whatever MP3 player you have. Their quality level seems much higher than anything else I've seen.