Pineapple Upside-Down Cake

19 Ratings
Recipe courtesy ofTrisha Yearwood

Total: 1 hr 15 min Cook: 35 min

Yield: 6 servings

Level: Easy



  • 3 tablespoons butter
  • 1/2 cup light brown sugar, packed 
  • 9 slices canned pineapple in juice, drained 
  • 5 maraschino cherries 
  • 1 1/2 cups sifted all-purpose flour 
  • 2 teaspoons baking powder 
  • 1/4 teaspoon salt 
  • 1/3 cup solid vegetable shortening 
  • 2/3 cup granulated sugar 
  • 1 large egg 
  • 3/4 teaspoon vanilla extract 
  • 2/3 cup milk 


  • Preheat the oven to 350 degrees F.

  • Place the butter in an 8-by-8-by-2-inch square baking pan and set it over low heat to melt. When melted, sprinkle the brown sugar over the butter. Arrange the pineapple rings in a single layer on top of the sugar, making 3 rows. Cut the maraschino cherries in half, and place one half, cut-side up, in the center of each pineapple ring. Set the pan aside.

  • Sift the flour, baking powder and salt, then sift once more. Set aside. Using an electric mixer, mix together the shortening, granulated sugar, egg and vanilla. Blend in the flour mixture alternately with the milk, beginning and ending with flour. Stir only enough after each addition to combine.

  • Pour the batter carefully into the pineapple-lined baking pan and bake for 40 minutes. Test for doneness by inserting a toothpick in the center or pressing the cake lightly with a fingertip; if the impression springs back, the cake is done. Run a knife around the edges of the pan and place a serving dish on top. Invert the cake onto the serving dish. Leave the pan inverted over the cake for several moments to allow the syrup to soak into the cake.

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19 Ratings

Great recipe! I opened the can of pineapple slices, drained the juice out, and filled the can with Bacardi rum and soaked them overnight! WooHoo, what a great touch to a great recipe! BTW, I also added coconut flavoring along with the vanilla. See All Reviews Post Review

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