Pineapple Upside-Down Cake

Recipe by PJ Hamel
144 Reviews 4.6 out of 5 stars

This classic cake, with its moist, flavorful topping of pineapple rings and cherries (nuts optional), has been an American favorite for at least 90 years. It became popular after an early 20th-century Dole engineer invented a machine that could slice that company's signature product, pineapple, into perfect rings; the first recipe appeared in print in 1923. Our version stays true to the nostalgic original while elevating it with warm cinnamon and ginger in the caramel-like topping and a tender vanilla-scented cake that's sturdy enough to support the fruit yet soft enough to practically melt in your mouth. 

Prep
12 mins
Bake
30 to 35 mins
Total
42 mins
Yield
one 9" cake
Pineapple Upside Down Cake seen from above with caremelized pineapple rings filled with maraschino cherries - select to zoom
Pineapple Upside Down Cake seen from above with caremelized pineapple rings filled with maraschino cherries - select to zoom
A slice of Pineapple Upside Down Cake on a plate with a bite on a fork seen from above. - select to zoom
Pineapple Upside Down Cake seen from above with caremelized pineapple rings filled with maraschino cherries - select to zoom
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Instructions

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  1. Preheat the oven to 375°F. Lightly grease a 9" round cake pan.

  2. To make the topping: Melt the butter, and mix with the brown sugar, cinnamon, and ginger. Spoon the mixture into the prepared pan.

  3. Space the pineapple rings atop the brown sugar mixture. Place a cherry in the center of each ring. If you're using nuts, scatter them in any empty spaces.

  4. To make the cake: Beat the butter and sugar until fairly smooth.

  5. Beat in the egg, then the salt, baking powder, vanilla, and coconut flavor.

  6. Add the flour alternately with the milk, mixing at medium speed and beginning and ending with the flour. Once the last of the flour is added, mix briefly, just until smooth.

  7. Spoon the thick batter into the prepared pan, spreading it to the edges of the pan. It may not cover the pineapple entirely; that's OK.

  8. Bake the cake for 30 to 35 minutes, until a toothpick or thin knife inserted into the center comes out clean.

  9. Remove the cake from the oven, wait 3 minutes, then turn the pan over onto a serving plate. Wait 30 seconds, then lift the pan off. If anything sticks in the pan, just lift it out and place it back on the cake.

  10. Serve warm or at room temperature.

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