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Pineapple Upside-Down Cake

A slice of moist Pineapple Upside-Down Cake topped with caramelized pineapple rings and bright red cherries.

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A classic retro cake with caramelized pineapple rings and cherries on a moist yellow cake, perfect for a comforting, tropical treat.

Ingredients

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  • 1/2 cup (1 stick) unsalted butter
  • 1 cup packed light brown sugar
  • 1 (15-ounce) can pineapple rings in juice, drained (reserve juice)
  • 1 maraschino cherry for each pineapple ring
  • 1 1/2 cups all-purpose flour
  • 1 1/2 teaspoons baking powder
  • 1/4 teaspoon salt
  • 1/2 cup (1 stick) unsalted butter, softened
  • 1 cup granulated sugar
  • 2 large eggs
  • 1 teaspoon vanilla extract
  • 1/2 cup milk
  • 1/4 cup reserved pineapple juice

Instructions

  1. Preheat your oven to 350°F (175°C). Grease and flour a 9-inch round cake pan.
  2. In a small saucepan, melt 1/2 cup butter over medium heat. Stir in the brown sugar until smooth. Pour this mixture evenly into the bottom of the prepared cake pan.
  3. Arrange the drained pineapple rings on top of the brown sugar mixture. Place a maraschino cherry in the center of each pineapple ring.
  4. In a medium bowl, whisk together the flour, baking powder, and salt.
  5. In a large bowl, cream together the softened 1/2 cup butter and granulated sugar until light and fluffy.
  6. Beat in the eggs one at a time, then stir in the vanilla extract.
  7. In a small bowl, whisk together the milk and reserved pineapple juice.
  8. Alternately add the dry ingredients and the wet ingredients to the butter mixture, beginning and ending with the dry ingredients. Mix until just combined. Do not overmix.
  9. Carefully pour the cake batter over the pineapple and cherry layer in the cake pan, spreading it evenly.
  10. Bake for 35-45 minutes, or until a wooden skewer inserted into the center of the cake comes out clean.
  11. Let the cake cool in the pan on a wire rack for 10 minutes.
  12. To invert the cake, place a serving plate over the cake pan and carefully flip them both over. Lift off the cake pan. If any pineapple or cherries stick to the pan, gently place them back onto the cake.

Notes

  • For a richer flavor, use canned pineapple packed in heavy syrup.
  • Ensure your cake pan is well-greased to prevent sticking when inverting.
  • You can use fresh pineapple rings, but you may need to adjust baking time.

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