Scrape the cream filling out of the 4 classic Oreo cookies.
Add the scraped classic Oreos and the full package of Golden Oreos to a food processor. Crush until the mixture looks like sand.
In a large bowl, beat the cream cheese, butter, and powdered sugar with a hand mixer until smooth and creamy.
In a separate bowl, whisk the instant pudding mix with the milk until it starts to thicken. Add this to the cream cheese mixture and mix until fully combined.
Fold in the whipped topping until fully incorporated.
For individual cups: layer cookie crumbs and pudding into each cup, using about 1/4 cup of pudding between layers, and repeat until you run out, ending with a layer of crumbs on top.
For a crowd: layer the crumbs and pudding into a sand bucket the same way, alternating sand, pudding, sand, pudding, and finishing with sand on top.
Add toppings such as drink umbrellas, Teddy Grahams, or gummy starfish.
Cover and refrigerate until ready to serve, or serve immediately.