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Pineapple Upside-Down Cake

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Pineapple upside-down cake is a retro-style dessert featuring caramelized pineapple rings and cherries over a moist, buttery vanilla cake. Flipped after baking, it reveals a golden, glossy fruit topping that’s both beautiful and delicious.

Ingredients

  1. 1/4 cup unsalted butter (melted)
  2. 1/2 cup brown sugar
  3. 68 pineapple rings (canned or fresh)
  4. 68 maraschino cherries
  5. 1 1/2 cups all-purpose flour
  6. 2 tsp baking powder
  7. 1/4 tsp salt
  8. 1/2 cup unsalted butter (softened)
  9. 3/4 cup granulated sugar
  10. 2 large eggs
  11. 1 tsp vanilla extract
  12. 1/2 cup whole milk or buttermilk
  13. 1/4 cup pineapple juice (from can or fresh)

Instructions

Preheat oven to 350°F (175°C). Grease a 9-inch round cake pan or cast-iron skillet.

  1. Pour melted butter into the pan and sprinkle evenly with brown sugar. Arrange pineapple rings over the sugar and place a cherry in the center of each ring.
  2. In a medium bowl, whisk together flour, baking powder, and salt.
  3. In a large bowl, cream softened butter and granulated sugar until light and fluffy. Add eggs one at a time, beating well after each, then mix in vanilla extract.
  4. Alternate adding the dry ingredients and the milk/pineapple juice mixture into the wet ingredients, beginning and ending with dry. Mix until just combined.
  5. Pour the batter over the pineapple topping and smooth the top.
  6. Bake for 40–45 minutes or until a toothpick inserted in the center comes out clean.
  7. Let the cake cool in the pan for 10–15 minutes. Run a knife around the edges, then carefully invert onto a serving plate.
  8. Cool slightly before slicing and serving.

Notes

  1. Pat pineapple dry to prevent excess moisture in the cake.
  2. Use fresh pineapple for a brighter flavor, but slice thinly.
  3. For extra richness, replace part of the milk with sour cream or Greek yogurt.
  4. Make ahead and store covered; it tastes even better the next day.

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