Remove apple stems. Insert sticks into apples. Place on a baking sheet. Refrigerate until ready to use.
In a large heavy saucepan, combine the brown sugar, butter, milk, corn syrup, maple syrup, and molasses. Stir with a spoon over low heat until sugar dissolves. Bring to a boil, stirring constantly, until a candy thermometer reads 248 degrees F. Remove from the heat and stir in vanilla. Dip apples, one at a time, into caramel, and then into a cold water bath for 1-2 seconds to set caramel. Melt the candy melts in individual bowls, transfer to squeeze bottles. Drizzle over caramel apples one at a time.