In a food processor, combine cookie crumbs with butter and sugar. Divide equally between 6: 4oz cups, roughly 2 small cookie scoops each. Press down into an even layer.

In a medium bowl, prepare whipped cream. Beat together heavy cream and powdered sugar until stiff peaks form. Chill until ready to use.

In a large bowl or stand mixer, beat together softened cream cheese with vanilla and sugar. Add in mashed banana, mixing until smooth. Fold in frozen whipped topping, continuing to mix until no streaks remain and mixture is smooth. Spoon or pipe into prepared dishes. Top off with prepared whipped cream, drizzle with caramel sauce and garnish with a mini vanilla cookie.

Enjoy immediately or chill until ready to serve.