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Preheat your oven to 350°F (175°C).

Melt the 1/2 cup of butter and pour it evenly into the bottom of a round baking pan.

Sprinkle the 1 cup of brown sugar evenly over the melted butter in the pan.

Arrange the drained pineapple slices over the brown sugar mixture in the pan, ensuring they cover the bottom as much as possible.

Place maraschino cherries in the center of each pineapple ring. Fill in any gaps around the edges of the pan with additional cherries as desired for a vibrant topping.

In a separate large bowl, combine the yellow cake mix, eggs, oil, and milk.

Mix the cake batter ingredients until smooth, scraping down the sides of the bowl as needed. Be careful not to overmix.

Carefully pour the prepared cake batter over the pineapple and cherry layer in the baking pan, spreading it gently to cover the fruit evenly.

Bake the cake in the preheated oven at 350°F for 35-40 minutes, or until a wooden skewer inserted into the center comes out clean.

Once baked, remove the cake from the oven and let it cool in the pan for 10 minutes. This allows the caramelized topping to set slightly.

After 10 minutes, carefully invert the cake onto a serving plate. Place the plate over the pan, then quickly and confidently flip the pan over. Lift the pan slowly to reveal the pineapple and cherry topping.

Serve warm or at room temperature. Enjoy your classic Pineapple Upside Down Cake!


Preheat your oven to 350°F (175°C).

Melt the 1/2 cup of butter and pour it evenly into the bottom of a round baking pan.

Sprinkle the 1 cup of brown sugar evenly over the melted butter in the pan.

Arrange the drained pineapple slices over the brown sugar mixture in the pan, ensuring they cover the bottom as much as possible.

Place maraschino cherries in the center of each pineapple ring. Fill in any gaps around the edges of the pan with additional cherries as desired for a vibrant topping.

In a separate large bowl, combine the yellow cake mix, eggs, oil, and milk.

Mix the cake batter ingredients until smooth, scraping down the sides of the bowl as needed. Be careful not to overmix.

Carefully pour the prepared cake batter over the pineapple and cherry layer in the baking pan, spreading it gently to cover the fruit evenly.

Bake the cake in the preheated oven at 350°F for 35-40 minutes, or until a wooden skewer inserted into the center comes out clean.

Once baked, remove the cake from the oven and let it cool in the pan for 10 minutes. This allows the caramelized topping to set slightly.

After 10 minutes, carefully invert the cake onto a serving plate. Place the plate over the pan, then quickly and confidently flip the pan over. Lift the pan slowly to reveal the pineapple and cherry topping.

Serve warm or at room temperature. Enjoy your classic Pineapple Upside Down Cake!
