Preheat oven to 350°F.
Set your cookie sheet in the fridge to chill.
Cut caramel apple cups in half, set aside.
Cream butter and 1 1/2 cups sugar.
Add eggs and vanilla.
Combine flour, cream of tartar, baking soda and salt in a separate bowl.
Blend dry ingredients into butter mixture.
Roll dough into 1.5" balls.
Flatten and add halved caramel apple chocolate cups.
Fold over cups and roll dough into ball again.
Chill dough for 10 minutes in the fridge on chilled cookie sheet.
While dough is chilling, mix remaining sugar with 3 tsp. cinnamon in a small bowl.
Gently rolling balls of dough in the sugar mixture.
Place on chilled ungreased cookie sheet and bake 10 minutes.
Remove from pan immediately but CAREFULLY as middle will be very soft from caramel cup.
Let cool and enjoy while warm.