In a blender or food processor, combine cream, milk, cream cheese, pumpkin pie spice, sugar, pumpkin and vanilla. Mix until sugar dissolves and all ingredients are combined, about 2 minutes. Transfer ingredients to ice cream maker and follow manufacturer instructions for ice cream. Add pecans 10 minutes into making the ice cream.
To serve, scoop ice cream into martini glass, garnish with Ginger Snap cookie and drizzle 1 tbsp. caramel ice cream topping. Serve immediately.