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Homemade The Best Pineapple Upside Down Cake photo

The Best Pineapple Upside Down Cake

This Pineapple Upside Down Cake is a nostalgic delight! Bursting with caramelized pineapple and cherries, it's a showstopper for any occasion.
Prep Time15 minutes
Cook Time40 minutes
Total Time55 minutes
Course: Dessert
Cuisine: American
Keyword: cake, Classic, Pineapple, Upside Down
Servings: 8 servings

Ingredients

For the Cake:

  • ½ cup Unsalted butter for greasing and flavor
  • ¾ cup Light brown sugar packed
  • 1 can (20 ounces) Pineapple slices the star of the show!
  • 12 Maraschino cherries for garnishing
  • 1 cup All-purpose flour for the cake base
  • ½ cup Granulated sugar to sweeten the batter
  • 2 teaspoons Baking powder for leavening
  • 1 pinch Salt optional, to enhance flavor
  • 1 Large egg for binding the ingredients
  • ½ cup Buttermilk or substitute with powdered buttermilk (2 tablespoons with ½ cup water)
  • ½ cup Sour cream for moisture (plain Greek yogurt can be used as a substitute)
  • 3 tablespoons Canola or vegetable oil for added moisture
  • 2 teaspoons Vanilla extract for depth of flavor

Instructions

Instructions

  • Step 1: Prepare the Pan - Start by preheating your oven to 350°F (175°C). Grease your 9-inch round cake pan with 2 tablespoons of unsalted butter, making sure to cover the bottom and sides well. Sprinkle the packed light brown sugar evenly over the buttered surface.
  • Step 2: Arrange the Pineapple and Cherries - Place the pineapple slices in a single layer over the brown sugar. Try to fit them snugly. Place a maraschino cherry in the center of each pineapple slice and any additional cherries in the gaps for a beautiful presentation.
  • Step 3: Mix the Wet Ingredients - In a large mixing bowl, combine the remaining ½ cup of unsalted butter (melted), granulated sugar, and the egg. Whisk until well blended. Add the buttermilk, sour cream, canola oil, and vanilla extract. Mix until smooth.
  • Step 4: Combine the Dry Ingredients - In a separate bowl, whisk together the all-purpose flour, baking powder, and salt. Gradually add this dry mixture to the wet ingredients, stirring gently until just combined. Be careful not to overmix; a few lumps are okay.
  • Step 5: Pour the Batter - Carefully pour the batter over the arranged pineapple and cherries in the cake pan, spreading it evenly with a spatula.
  • Step 6: Bake the Cake - Bake in the preheated oven for 35-40 minutes, or until a toothpick inserted into the center comes out clean. Keep an eye on it to ensure it doesn’t overbake.
  • Step 7: Cool and Flip - Once baked, remove the cake from the oven and let it cool in the pan for about 10 minutes. Carefully run a knife around the edges to loosen it, then place a plate over the pan and flip it upside down to release the cake. Gently lift the pan to reveal the beautiful pineapple topping.
  • Step 8: Serve and Enjoy - Allow the cake to cool completely before slicing. Serve it plain or with a dollop of whipped cream for an extra indulgent treat!

Equipment

  • 9-inch round cake pan
  • Mixing Bowls
  • Measuring cups and spoons
  • Whisk
  • Spatula
  • Cooling Rack

Notes

  • Ensure your butter is at room temperature for easier mixing with the sugar and egg.
  • Use fresh pineapple for an even more vibrant flavor if desired.
  • Let the cake cool before flipping to avoid any topping mishaps.
  • For a more intense pineapple flavor, use pineapple juice in place of buttermilk.