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1.
Just about the shittiest accesory for the iPod to this day. What it does is play what's playing on the iPod through an FM radio. It only has a range of 15 feet and sucks ass in mid-large sized cities because it interferes with other radio signals.
Matt: Is the iTrip any good?
Me: No, it's a piece of shit.
by sterlingheights July 10, 2005
 
2.
An itrip is when you listen to music on your computer through headphones while watching the itunes visualizer when you're high. Preferably in a dark room or area, so the screen is all you see.
Dude my eyes hurt from itripping all last night
by RaveXii November 09, 2010
 
3.
Arguably the best and most effective accessory for the iPod to date. Allows the consumer to play his/her music through any FM radio(including your car radio).
"The radio doesn't play anything good anymore? Got your iTrip?"
by Soko April 28, 2005