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Classic Pineapple Upside Down Cake

Classic Pineapple Upside Down Cake

The ultimate comfort food, this Classic Pineapple Upside Down Cake boasts a sweet caramelized topping with juicy pineapple. Easy to make and deliciously moist, it’s perfect for any occasion. Make it tonight for a taste of nostalgia!
Prep Time 20 minutes
Cook Time 50 minutes
Total Time 1 hour 10 minutes
Servings: 8 servings
Course: Desserts
Cuisine: American
Calories: 350

Ingredients
  

  • 6 tablespoons Unsalted Butter melted
  • cup Light Brown Sugar
  • 8 pieces Pineapple Rings canned, or fresh
  • to taste pieces Maraschino Cherries
  • cups All-Purpose Flour sifted
  • teaspoons Baking Powder
  • ¼ teaspoon Kosher Salt
  • ¾ cup Unsalted Butter 1½ sticks, softened
  • 1 cup Sugar
  • 2 large Eggs
  • ¼ cup Pineapple Juice
  • 1 tablespoon Vanilla Extract
  • ½ cup Whole Milk

Equipment

  • 9-inch cake pan with 2-inch side
  • cast-iron skillet

Method
 

  1. Pour the melted butter into a cake pan or skillet.
  2. Sprinkle the brown sugar over the melted butter and then top with the pineapple rings, placing maraschino cherries in the centers of the rings and in the open spaces.
  3. Preheat the oven to 350°F.
  4. In a medium bowl, whisk together the flour, baking powder, and salt. Set aside.
  5. Using a stand mixer, or a hand mixer with a large bowl, cream the sugar with the unsalted butter, mixing on medium until slightly fluffy and pale in color, about 3 to 4 minutes. Scrape down the sides of the bowl a couple of times.
  6. Whisk in the eggs, pineapple juice, and vanilla extract.
  7. With the mixer running, add half of the flour mixture, once incorporated, add half of the milk. Once incorporated, repeat with remaining flour and then milk. Mix until fully combined; the batter will be somewhat thick.
  8. Use a spatula to help pour the batter into the prepared pan and gently spread over the pineapples and cherries.
  9. Bake for 45 minutes, or until a toothpick comes out clean when stuck into the center of the cake.
  10. Let rest for 10 minutes, and then invert the cake onto a cake stand or serving plate.
  11. Slice and serve warm or at room temperature. Great with ice cream or whipped cream.

Notes

  • If using fresh pineapple: You'll need to purchase extra pineapple juice. Most canned pineapple slices are filled with 100% pineapple juice.
  • Cast-iron skillet: A cast-iron skillet is traditional, but a 9-inch cake pan with 2-inch sides works just as well.
  • Thick batter: The batter is fairly thick and will require a spatula to help spread evenly over the pineapples and cherries.
  • Maraschino cherries: Can be found in the canned fruit section of your grocery store.
  • Toothpick check: If no batter sticks to the toothpick when removed, it’s ready. If there is wet batter, bake for another 5 to 10 minutes.
  • Serving: The cake is best served warm; it can also be reheated briefly in the microwave.