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Chocolate Covered Pineapple Dessert

Pineapples are delicious year round, but there is something about a fresh, delicious pineapple in the summer time! If you love pineapples, check out my air fryer pineapple or my pineapple dip, which is similar to this recipe!

chocolate covered pineapple dessert

Chocolate covered pineapples really don’t get the enthusiasm that chocolate covered  strawberries receive, but this is a winning combination! Rich, velvety chocolate and the vibrant sweetness of pineapple creates a dessert that is both refreshing and decadent. Add in some cream cheese, powdered sugar, whipped topping, and delicious oreos, this Chocolate Covered Pineapple Dessert is mind-blowingly amazing!

Don’t miss my Chocolate Covered Strawberry Dessert!

chocolate covered pineapple dessert

Chocolate covered pineapple dessert that brings together all of these flavors perfectly. The cream cheese gives it a cheesecake flavor, but it is no bake, so it is soft and creamy. Your mouth will not believe all of these flavors!

This dessert would be so delicious after Air Fryer Honey Garlic Chicken!

chocolate covered pineapple dessert

This recipe calls for both canned crushed pineapple and fresh, but you can use both interchangeably. The canned variety never has the tanginess and color that a fresh pineapple does, but do not let that stop you from making this dessert!

I used gluten free Oreos for the crust and if you have never tried a gluten free Oreo, know that they taste so similar…it is hard to tell the difference.  And in this crust, it does not disappoint!

Let me know in the comments if you make this delicious Chocolate Covered Pineapple Dessert!

Chocolate Covered Pineapple Dessert

Chocolate Covered Pineapple Dessert

Yield: 9 servings
Prep Time: 30 minutes
Additional Time: 3 hours
Total Time: 3 hours 30 minutes

Chocolate Covered Pineapple Dessert is a cool, creamy, delicous no bake dessert that's perfect for summer bbqs and parties!


  • Bottom OREO Layer
  • 16 OREOS, crushed finely
  • 3 TBSP melted butter
  • Middle Layer
  • 1 cup canned crushed pineapple, drained well
  • 8 oz cream cheese, softened
  • 1 cup powdered sugar
  • 1/2 cup whipped cream (add more if needed)
  • Top Layer
  • 1 container of whipped topping - Cool Whip or TruWhip
  • chocolate melting wafers for dipping pineapples
  • 12-15 pieces of fresh pineapple
  • one oreo for garnishing


    1. Prepare the bottom layer by spreading 16 crushed OREOS in the bottom of a 9x9 glass dish or cake pan.
    2. Pour melted butter and mix well.
    3. Press mixture down well to form the crust.
    4. Next, drain the moisture out of the crushed pineapples very well.
    5. Use a mixer to beat cream cheese and powdered sugar.
    6. Add in pineapple and whipped topping and mix well.
    7. Spread carefully on top of OREO crust.
      Chill dessert in refrigerator for at least 2 hours.
    8. When second layer is firm, top with whipped topping and refrigerate for at least an hour.
    9. When ready to serve, top with chocolate covered pineappes and grate an oreo over the top.
    10. Serve with a metal server, making sure to cut all the layers to the bottom and serve.
    11. Enjoy!
Nutrition Information:
Yield: 9 Serving Size: 1
Amount Per Serving: Calories: 467Total Fat: 19gSaturated Fat: 10gTrans Fat: 0gUnsaturated Fat: 8gCholesterol: 38mgSodium: 216mgCarbohydrates: 75gFiber: 5gSugar: 56gProtein: 5g

The writer is not a doctor or nutritionist and this nutritional information is just a guideline. Please consult your doctor or nutritionist for more accurate information.

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Family lifestyle blogger from
Tyler, TX
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