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Prepare the Pineapple Layer:
Preheat the oven to 350°F (175°C). Grease a 9-inch springform pan and line the bottom with parchment paper.
Pour the melted butter into the pan and sprinkle the brown sugar evenly over it. Arrange the pineapple slices in a single layer on top of the sugar, placing cherries in the centers of the slices.
Make the Cheesecake Layer:
In a large bowl, beat the cream cheese and sugar until smooth. Add the eggs, one at a time, mixing after each addition. Stir in the vanilla, sour cream, and heavy cream until well combined.
Pour the cheesecake batter over the pineapple layer and smooth the top with a spatula. Bake for 45–50 minutes, or until the center is set. Let cool completely.
Prepare the Cake Layer:
In a medium bowl, cream together the butter and sugar until light and fluffy. Beat in the eggs, one at a time, followed by the vanilla extract.
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