Pineapple Upside-Down Cheesecake

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Try this pineapple upside-down cheesecake recipe for a fruity, creamy, oh-so-delicious dessert!

Submitted by Christopher
Updated on May 18, 2023
closeup of a cheesecake with a graham cracker crumb topping and pineapple rings with maraschino cherries
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Prep Time:
25 mins
Cook Time:
55 mins
Additional Time:
3 hrs 30 mins
Total Time:
4 hrs 50 mins
Servings:
8
Yield:
1 9-inch cheesecake
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Ingredients

Original recipe (1X) yields 8 servings

  • 5 tablespoons butter, melted, divided

  • 2 tablespoons brown sugar

  • 7 to 8 canned pineapple slices, drained

  • 7 maraschino cherries, drained and stemmed

  • 1 cup graham cracker crumbs

  • 3 tablespoons white sugar

  • 3 (8 ounce) packages cream cheese, softened

  • ¾ cup white sugar

  • ¾ cup sour cream

  • 2 teaspoons vanilla extract

  • 3 eggs

Directions

  1. Preheat the oven to 325 degrees F (165 degrees C).

  2. Mix 2 tablespoons butter and brown sugar together in a 9-inch round cake pan until blended; spread mixture to evenly cover the bottom of the pan. Top with pineapple slices, then place one cherry into the center of each slice.

  3. Mix graham cracker crumbs, 3 tablespoons white sugar, and remaining 3 tablespoons melted butter together in a small bowl until well combined. Press mixture over pineapple slices.

  4. Beat cream cheese and 3/4 cup white sugar in a bowl until blended. Add sour cream and vanilla; mix well. Add eggs, one at a time, mixing on low speed after each addition until blended. Pour batter into the cake pan.

  5. Bake in the preheated oven until the center is almost set, 55 minutes to 1 hour. Remove from the oven.

  6. Run a knife around the inside edge of the pan to loosen. Allow to cool completely, about 30 minutes. Invert onto a serving plate and refrigerate for at least 3 hours before serving.

Nutrition Facts (per serving)

599 Calories
44g Fat
45g Carbs
9g Protein
Nutrition Facts
Servings Per Recipe 8
Calories 599
% Daily Value *
Total Fat 44g 56%
Saturated Fat 25g 123%
Cholesterol 187mg 62%
Sodium 351mg 15%
Total Carbohydrate 45g 16%
Dietary Fiber 1g 3%
Total Sugars 37g
Protein 9g 18%
Vitamin C 3mg 3%
Calcium 133mg 10%
Iron 1mg 5%
Potassium 235mg 5%

* Percent Daily Values are based on a 2,000 calorie diet. Your daily values may be higher or lower depending on your calorie needs.

** Nutrient information is not available for all ingredients. Amount is based on available nutrient data.

(-) Information is not currently available for this nutrient. If you are following a medically restrictive diet, please consult your doctor or registered dietitian before preparing this recipe for personal consumption.