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Pineapple Upside Down Cake

This Golden, sticky-sweet, and wonderfully retro Pineapple Upside Down Cake is the perfect treat for any occasion!
Course Dessert
Cuisine American
Prep Time 15 minutes
Cook Time 45 minutes
Total Time 1 hour
Servings 8 slices
Calories 320kcal
Cost $6 – $8

Ingredients

For the topping

  • ¼ cup unsalted butter melted
  • ½ cup packed light brown sugar
  • 6 –7 pineapple rings canned or fresh
  • Maraschino cherries about 6–7, optional but classic

For the cake batter

  • ½ cup unsalted butter softened
  • ¾ cup granulated sugar
  • 2 large eggs
  • 1 tsp vanilla extract
  • 1 ½ cups all-purpose flour
  • 1 ½ tsp baking powder
  • ¼ tsp salt
  • ½ cup whole milk
  • ¼ cup reserved pineapple juice from the can

Instructions

  • Pour the melted butter into your cake pan and swirl to coat the bottom. Sprinkle the brown sugar evenly over the butter. Arrange pineapple rings over the sugar layer. Place a maraschino cherry in the center of each ring. Set aside.
  • In a bowl, cream the softened butter and sugar together until light and fluffy. Beat in the eggs one at a time, then stir in the vanilla. In another bowl, whisk together flour, baking powder, and salt.
  • Gradually add the dry ingredients to the wet mixture, alternating with the milk and pineapple juice. Mix until smooth and just combined.
  • Pour the batter gently over the pineapple layer in the pan, spreading evenly with a spatula. Bake in a preheated oven at 350°F (175°C) for 40–45 minutes, or until a toothpick inserted in the center comes out clean.
  • Let the cake cool for 10 minutes in the pan. Run a knife around the edges to loosen. Carefully invert onto a serving plate. Let cool slightly before slicing.

Notes

  • Use room-temperature ingredients for a smoother batter and even baking.
  • Don’t overmix the batter to keep the cake light and fluffy.
  • Let it cool slightly before flipping to avoid breaking the cake but not too long that the topping sticks.
  • Place a tray underneath your cake pan while baking to catch any syrup that might bubble over.