In order to be able to obtain this achievement, you must first land in jail. This can be done by landing on the "Go To Jail" spot on the board, by rolling doubles three times in a row, or by picking up certain Chance cards. Once in jail, you are given three turns to roll doubles in order to get out of jail. To unlock this achievement, do just this. After your third turn, you will be forced to pay money to get out. There is no trick here to use. You will most likely get this without much effort while going for the other achievements. Any time you are sent to jail, always choose to take the three attempts in order to roll your way out. Do not pay the money or use a get out of jail card.