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Enjoy Your Stay achievement in GTA 5
Get a Haircut
Get a Tattoo
Buy clothes
Play Golf
Play Tennis
Play Darts
Complete at least one challange in the Shooting Range
Have an Arm Wrestle
Hold up a store
Buy a private dance at the Strip Club
Lastly, make sure you do not quit out of any of the activities before completion as i have read that it doesn't count towards the achievement. You don't have to win at the games as I lost my game of golf.
Hope this guide is helpful, please leave a comment if you have any questions or if you have any troubles. :)