• ½ cup butter
  • 1 cup packed brown sugar
  • 1 (14 ounce) can pineapple slices, drained and juice reserved
  • 15maraschino cherries, or more to taste
  • 1 (14 ounce) can crushed pineapple, drained and juice reserved, divided
  • 1 (15.25 ounce) package cherry chip cake mix
  • 1 cup juice from canned pineapple
  • 3eggs, lightly beaten
  • ½ cup melted butter
  • 1 ½ fluid ounces rum
  • Directions

  • Step 1

    Preheat the oven to 350 degrees F (175 degrees C).


  • Step 2

    Put 1/2 cup butter into a 9×13-inch cake pan and heat in the preheated oven until melted. Remove from oven and brush sides of pan with some of the melted butter.

  • Step 3

    Evenly sprinkle brown sugar over the melted butter in the pan. Place pineapple rings on top of the sugar-butter layer. Place maraschino cherries in the middle of the pineapple rings and decorate in between as desired. Reserve 1/2 cup crushed pineapple and fill the gaps with remaining crushed pineapple to completely cover the pan. Drain the reserved crushed pineapple very well.

  • Step 4

    Combine cake mix, 1 cup pineapple juice, eggs, and 1/2 cup melted butter in a large bowl; beat using an electric mixer on low speed until moistened. Increase speed to medium and beat for 2 minutes. Mix in rum and the reserved 1/2 cup crushed pineapple. Stir to thoroughly combine. Pour batter into the prepared pan and smooth out with a spatula.

  • Step 5

    Bake in the preheated oven until a toothpick inserted in the middle comes out clean, making sure not to push all the way through the bottom of the cake, 30 to 35 minutes.

  • Step 6

    Remove cake from the oven and immediately run a knife around the edge of the pan to thoroughly loosen it from the sides. Let cool in pan for a few minutes. Place serving platter upside-down over the pan while cake is still warm and, holding both together, flip over and leave pan on for a couple minutes. Slowly and carefully lift cake pan from cake.

  • Cook's Note:

    If you get less than 1 cup of pineapple juice from the can, make up the difference with water.

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