An Air Conditioned Gypsy is one of five members of a Manchester, New Hampshire rock band. Established in 1989, the band consisted of four musicians and a drummer. The band rocked shows at local venues all throughout New England and frequently leaving a curse on multiple clubs in Boston, Massachusetts that caused those establishments to shutter shortly after performing there. The band reached its pinnacle during their Summer Tour 94. It was all down hill after that.
"Hey, Who's that cool guy over there playing at Hal's summer party?" "Oh he's an Air Conditioned Gypsy." "Cool..."
by Real_Shades November 13, 2018
Air conditioned gypsy is a phrase used in the song Going Mobile by The Who. This refers to someone living a gypsy or vagabond lifestyle but in comfort, similar to the idea of "glamping" or glamor camping; people who camp in RV's rather than tents.
I'm an air conditioned gypsy.
by Aris Rider November 24, 2021