This achievement is earned by playing through the Toy Hub.
Once you have unlocked each of the five terrains and completed the initial quests that each sidekick tasks you with, a door will be unlocked. Each door consists of a variety of mini-games for you to play. To unlock this achievement you need to simply load up each mini-game and quit out as you are not required to complete every available mini-game to earn this achievement.
Feel free to leave a comment if there is anything that I can do to make this solution better.