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Pineapple Upside-Down Cheesecake Cake

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Pineapple Upside-Down Cheesecake Cake combines caramelized brown sugar pineapple with moist vanilla cake and a creamy cheesecake layer for a stunning, crowd-pleasing dessert. This impressive yet approachable treat is perfect for celebrations or special gatherings.

Ingredients

1 can (20 oz) sliced pineapple in juice, drained

1/4 cup brown sugar

1/4 cup unsalted butter, melted

1 1/2 cups all-purpose flour

1 cup granulated sugar

1/2 cup unsalted butter, softened

2 large eggs

1 cup milk

2 tsp baking powder

1 tsp vanilla extract

8 oz cream cheese, softened

1/2 cup powdered sugar

1 cup whipped cream

Instructions

  1. Preheat the oven to 350°F (175°C).
  2. In a small bowl, mix the melted butter and brown sugar. Pour evenly into a 9-inch round cake pan and spread to coat the bottom. Arrange the drained pineapple slices over the mixture.
  3. In a large mixing bowl, cream together the softened butter and granulated sugar until light and fluffy. Add the eggs one at a time, mixing well after each addition. Stir in the milk and vanilla extract.
  4. Gradually add the flour and baking powder to the wet ingredients, mixing just until combined. Do not overmix.
  5. In a separate bowl, beat the softened cream cheese with powdered sugar until smooth. Gently fold in the whipped cream until light and fully incorporated.
  6. Pour the cake batter evenly over the pineapple layer. Spoon the cheesecake mixture over the batter and carefully spread it evenly.
  7. Bake for about 50 minutes, or until a toothpick inserted into the center comes out clean.
  8. Allow the cake to cool in the pan for 10–15 minutes. Run a knife around the edges, then carefully invert onto a serving plate so the pineapple layer is on top. Cool completely before slicing.

Notes

  • Add shredded coconut to the batter or sprinkle on top for a tropical variation.
  • Place maraschino cherries in the center of each pineapple ring for a classic presentation.
  • Substitute part of the milk with coconut milk for richer flavor.
  • Store in an airtight container in the refrigerator for up to 4 days.
  • Freeze wrapped slices for up to 2 months and thaw overnight in the refrigerator.

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