Combine softened cream cheese, vanilla extract, powdered sugar, whipped cream and milk in a bowl. Blend on medium speed until smooth. If you find it is too thick, add in a little more milk.
Grab 4 glass jars or small bowls, and pour graham cracker crumbs into the bottoms, pressing down to form a crust.
Divide your cream cheese mixture into three different bowls. Add 4-5 drops of blue and 4-5 drops of red each to two of the bowls, then mix until you have desired shades of red and blue.
Drop into your jars by spoonfuls or piping bags, one at a time, to layer red, white, and blue.
Top with raspberries and blueberries, and chill for 1 hour to set.