This Pineapple Upside Down Cake is a classic dessert that never goes out of style. The combination of sweet caramelized pineapple slices and moist vanilla cake is simply irresistible. It’s perfect for any occasion, whether you’re hosting a dinner party or just craving a sweet treat.

Preparation time: 20 minutes | Cooking Time: 40 minutes | Total Time: 1 hour | Serves: 8


  • 1/2 cup unsalted butter
  • 1 cup packed brown sugar
  • 1 can (20 oz) pineapple slices
  • Maraschino cherries
  • 1 1/2 cups all-purpose flour
  • 1 1/2 teaspoons baking powder
  • 1/2 teaspoon salt
  • 1/2 cup unsalted butter, softened
  • 3/4 cup granulated sugar
  • 2 large eggs
  • 1 teaspoon vanilla extract
  • 1/2 cup milk


  1. Preheat the oven to 350°F (175°C) and grease a 9-inch round cake pan.
  2. Melt the butter in a saucepan over low heat, then add the brown sugar and stir until melted and bubbling.
  3. Pour the butter and sugar mixture into the prepared cake pan, then arrange the pineapple slices in a single layer on top.
  4. Place a maraschino cherry in the center of each pineapple slice.
  5. In a mixing bowl, whisk together the flour, baking powder, and salt.
  6. In a separate bowl, cream the softened butter and sugar until light and fluffy.
  7. Beat in the eggs one at a time, then stir in the vanilla extract.
  8. Gradually mix in the flour mixture and milk, alternating between the two until well combined.
  9. Pour the batter over the pineapple slices in the cake pan and spread evenly.
  10. Bake for 40-45 minutes, or until a toothpick inserted into the center comes out clean.
  11. Allow the cake to cool in the pan for 10 minutes, then invert onto a serving plate to release the pineapple upside down cake.
  12. Serve warm and enjoy!

Nutrition Information:

Calories: 350 || Carbohydrates: 45g || Protein: 3g || Fat: 18g || Saturated Fat: 11g || Cholesterol: 85mg || Sodium: 200mg || Fiber: 1g || Sugar: 30g

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