A trip to p-town, a fire island weekend, a pilgimage to southern decadence, a white party package, an olivia cruise. A vacation that is targeted to or holds special appeal for the gay community.

Monica: John looks like shit.
Matt: What do you expect? He just got back from his gaycation.
Sandi: You know what that means. Four days of sex, drugs and no last names.

gaycation by Matthew Lake October 3, 2006

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Gaycation

When you tired of your woman and you take your bro on vacation to somewhere exotic and rent the honeymoon suite

I’m tired of my main bae, so Chris and I went on a gaycation to New Zealand! Those thot’s stayed home.

Gaycation by linstrocity November 6, 2017

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Gaycation

The few week period after breaking up with your girlfriend dedicated to bro-time. Usually involves getting absolutely inebriated with your guy friends and pouring out all of your emotions about your ex-girlfriend/the break up. Probable tears are involved

Bro #1: Dude Janine just broke up with me, you wanna hang out tonight?
Bro #2: Yeah let's get fucked up. You can go on a gaycation with us
Bro #1: That sounds great man- I need to talk about my feelings, plus I miss you guys.
Bro #2: Fag.

Gaycation by SheHateMe63 February 1, 2010

gaycation

(noun) \ga-ka-shun\ An all-man vacation. Often disguised as "bonding." But really, it's just plain gay.

"Mike, John, and Lawrence are going to Portland for their annual vacation."

"You mean GAYcation..."

gaycation by jcr July 29, 2012

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gaycation

a period of time when a heterosexual person gets tired of sex with opposite sex and prefers to have it homosexually

Shane: "Why did you go home with that random girl last night?"
Kate: "After that nasty break up with Jimmy, I needed to go on a gaycation."

gaycation by jimmbabwe September 19, 2009

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