Pineapple Upside Down Cake

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  • Cook time icon 20 minutes Prep | 30 minutes Cooking
  • Servings icon 6-8 Servings
Sweet Homemade Pineapple Upside Down Cake


  • ¼ cup butter
  • ½ cup light brown sugar, firmly packed
  • ¼ tsp. ground cinnamon
  • ⅛ tsp. ground ginger
  • 1 (20 oz.) can pineapple rings in juice, drained
  • Maraschino cherries


  • ¾ cup sugar
  • ¼ cup Duke’s Mayonnaise
  • 1 egg
  • ¼ tsp. salt
  • 1¾ tsp. baking powder
  • 1 tsp. vanilla extract
  • 1⅓ cups all-purpose flour
  • ½ cup milk


1. Melt the butter and mix with the brown sugar, cinnamon and ginger.

2. Spoon into the prepared pan, spreading to cover the bottom.

3. Space the pineapple rings on top of the brown sugar mixture. Place a cherry in the center of each ring.

1. Preheat oven to 375°F. Grease a 9” round cake pan.

2. Beat the sugar, mayonnaise and egg in a large bowl until blended.

3. Add salt, baking powder and vanilla, mix well.

4. Add the flour alternating with the milk, mix on medium speed until smooth

5. Spread the batter into the prepared pan.

6. Bake the cake for 25-30 minutes, or until a toothpick inserted into the center comes out clean.

7. Remove the cake from the oven, let rest 5 minutes.

8. Loosen the edges of the cake with a knife then turn the pan over onto a serving plate. Wait 3 minutes, and then lift the pan off.

9. Serve warm or at room temperature.

Recipe Story

Pineapples As a Staple of Southern Hospitality

Since colonial times, the pineapple has been an enduring symbol of welcome and hospitality. During the 1700s, the striking fruits were wildly popular, but incredibly expensive to secure. Both actual pineapples and motifs depicting the quirky, exotic fruit adorned homes, taverns, and inns to assure visitors that their hosts spared no expense in accommodating them. Given the pineapple’s longstanding history as a symbol of hospitality, it’s only fitting that the quintessential pineapple dessert – pineapple upside down cake – lives up to the tradition, imparting hospitality and comfort to any guest lucky enough to receive a slice of the spongy, sweet cake.

Why Use Duke’s Mayonnaise In a Pineapple Upside Down Cake Recipe?

Anyone with a sweet tooth knows that a boxed cake mix can never compete with a springy, sticky-sweet, homemade pineapple upside down cake. You may be wondering how the same Duke’s Mayonnaise you spread on sandwiches and spoon into potato salad makes a delicious pineapple upside down cake. When you think about it, it makes perfect sense – Duke’s is an emulsion consisting primarily of oil and egg yolks, so it serves as a substitute for oil and eggs in baked goods recipes. It gives baked goods like this pineapple upside down cake the signature sponginess that makes it such a heavenly dessert. Duke’s ensures that the soft, tender layer of yellow cake is porous enough to soak up the cake’s syrupy butter and brown sugar glaze and the sticky-sweet juices from the pineapple and Maraschino cherries.

Other Ways to Use Duke’s Mayonnaise In Baked Goods

Top your homemade pineapple upside down cake with a dollop of cool whipped cream for the ultimate nod to the pineapple’s symbolic roots in hospitality. For additional ways to make use of seasonal fruits, check out Duke’s Peaches ‘n Cream Upside Down Cake, Blueberry Lemon Coffee Cake, and Raspberry Coconut Bars. Our most popular cake recipe is Duke’s Chocolate Mayonnaise Cake – trust us, once you try this recipe, you’ll want to use Duke’s in every cake you make.


Try using pears, peaches or plums for a delicious twist on this classic dessert.

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