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Mini Pineapple Upside Down Cakes

Mini pineapple upside down cakes topped with glazed pineapple rings and bright red maraschino cherries on a white plate.

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Mini pineapple upside down cakes are adorable, individual-sized desserts bursting with tropical flavor. Made with boxed yellow cake mix, brown sugar glaze, pineapple slices, and cherries, they’re quick, moist, and perfect for parties, potlucks, or any festive occasion.

Ingredients

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  • ⅓ cup butter
  • ¾ cup brown sugar, light or dark
  • 12 pineapple slices in 100% juice, drained, juice reserved
  • 12 maraschino cherries, blotted dry and stems removed
  • 1 (13.25 oz) box yellow cake mix
  • 1 cup reserved pineapple juice
  • ⅓ cup vegetable oil
  • 3 large eggs
  • Nonstick cooking spray (for pan)

Instructions

  1. Preheat oven to 350°F. Generously coat 12 jumbo muffin pan wells with nonstick spray.
  2. Melt butter in a saucepan over low heat. Stir in brown sugar until dissolved. Divide evenly among muffin cups (about 1 tbsp each).
  3. Place one pineapple slice in each muffin cup, pressing lightly into the brown sugar glaze. Place one cherry in the center of each pineapple ring.
  4. In a large bowl, combine yellow cake mix, 1 cup reserved pineapple juice, oil, and eggs. Mix on medium speed for 2 minutes until smooth.
  5. Evenly divide the batter among the muffin cups, covering the pineapple slices.
  6. Bake for 24–26 minutes or until a toothpick inserted comes out clean.
  7. Let cakes cool in the pan for exactly 10 minutes. Then run a knife around the edges to loosen.
  8. Place a wire rack over the pan, flip to invert cakes onto the rack. Lift off the pan.
  9. Cool for 15–20 minutes before serving. Serve warm or at room temperature.

Notes

  • Use jumbo nonstick muffin pans to fit full pineapple rings.
  • Do not let cakes cool in the pan for more than 10 minutes to prevent sticking.
  • Tap the back of muffin cups if cakes don’t release easily.
  • Scoop out any leftover glaze and place it back on the cakes.
  • Trim the bottom of domed cakes to help them sit flat.
  • Wrap and freeze for up to 3 months; thaw before serving.
  • Best enjoyed warm with whipped cream or vanilla ice cream.

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