Whenever you pull off something totally excellent. Also, a way to describe something that is cool and good simultaneously.
Positive
-Friend: I finally landed that trick I've been practicing!
-Me: Woah dude! That's totally calabogie!

Negative
-Friend: I just pushed that lady for stepping on my shoes.
-Me: That is definitely not very calabogie of you, dude.
by xKaija December 14, 2021
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A place where you can ski/snowboard drunk. And people will love you for it. It has the best race track, restaurants, and women. It's the place to be.
Guy 1: DUUUDE, I just knocked boots with a chick from Calabogie

Guy 2: Oh Damn!! I'm jealous.
by SCOOOP January 12, 2011
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Calabogie is a sick ass place to live, where the teens come out a night and the old go inside, where you drive with no license, Where theres no curfew and you walk the streets all night.
"what you doing tonight?"

"going touring in calabogie"
by 13calabogie December 21, 2008
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