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Pineapple Upside Down Cake Recipe | Easy Homemade Classic Dessert

A classic pineapple upside down cake with a buttery brown sugar caramel, juicy pineapple, and maraschino cherries, topped by a tender vanilla crumb. Simple ingredients and a forgiving method make it an easy, impressive dessert.
Prep Time 20 minutes
Cook Time 45 minutes
Total Time 1 hour 15 minutes
Servings 8 slices

Ingredients
  

Ingredients

  • 1/4 cup (60 g) unsalted butter, melted
  • 2/3 cup (135 g) packed light brown sugar
  • 8–9 pineapple rings (canned in juice, drained well; reserve 1/2 cup juice)
  • 10–12 maraschino cherries, drained and patted dry
  • 1 and 1/2 cups (195 g) all-purpose flour
  • 1 teaspoon baking powder
  • 1/2 teaspoon baking soda
  • 1/2 teaspoon fine salt
  • 1/2 cup (115 g) unsalted butter, softened
  • 3/4 cup (150 g) granulated sugar
  • 2 large eggs, room temperature
  • 1 teaspoon vanilla extract
  • 1/3 cup (80 g) sour cream, room temperature
  • 1/2 cup (120 ml) pineapple juice (from the can), room temperature
  • 2 tablespoons whole milk, room temperature

Instructions
 

Instructions

  • Heat oven to 350°F (175°C) and grease a 9-inch round cake pan at least 2 inches tall or a 9-inch cast-iron skillet.
  • Pour the melted butter into the pan and sprinkle the brown sugar evenly over the bottom.
  • Arrange the pineapple rings over the sugar in a single layer and place cherries in the centers and gaps, patting fruit dry first.
  • Whisk together the flour, baking powder, baking soda, and salt in a bowl.
  • In a large bowl, beat the softened butter and granulated sugar until light and fluffy, about 2 minutes.
  • Beat in the eggs one at a time, then mix in the vanilla and sour cream until smooth.
  • On low speed, add the dry ingredients in two additions, alternating with the pineapple juice and milk, mixing just until combined.
  • Gently spread the batter evenly over the fruit layer and smooth the top without shifting the rings.
  • Bake for 38–45 minutes until the center springs back and a tester comes out clean or with a few moist crumbs, tenting with foil if browning too quickly.
  • Cool in the pan for 10–15 minutes, run a thin knife around the edges, invert a serving plate over the pan, and flip to unmold, then lift the pan to reveal the top.

Notes

Dry the pineapple and cherries thoroughly to prevent a soggy topping. Use room-temperature dairy and eggs for even mixing. Do not overmix the batter; stop when no dry streaks remain. Invert the cake within 10–15 minutes so the caramel doesn’t stick. Store covered at room temperature for 1 day or refrigerate for 3–4 days; freeze slices up to 2 months. Reheat at 300°F (150°C) for 8–10 minutes. Variations: add cinnamon and nutmeg, swap some flour for shredded coconut, use fresh pineapple, or add 1–2 tablespoons dark rum to the juice. A 9-inch cast-iron skillet also works well.