Pineapple Upside-Down Cake
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Pineapple Upside-down Cake

2014 July 14
by Leah Bergman

Call me nostalgic but I love a good Pineapple Upside-Down Cake! Second to ice cream cake, Pineapple Upside-Down Cake is the quintessential summer cake in my opinion. A moist yellow cake topped with gooey baked pineapple slices in a butter & sugar syrup and dotted with maraschino cherries, what’s not to love?

Pineapple Upside Down Cake
It has been years since I last made a Pineapple Upside-Down Cake because Jason doesn’t care for it and I fear what will happen if I am left alone with a whole cake to myself. (Bad, bad things will happen I can tell you that much)

Pineapple Upside Down Cake

This last weekend I finally broke down, bought a can of pineapples and set to making this classic cake. The smell of pineapples, butter and brown sugar baking away is enough to drive anyone mad with hunger. It just might be the most delicious smelling cake that ever baked to golden brown goodness in my oven. 

Pineapple Upside Down Cake


Forty plus minutes later it was time for the unveiling. As I inverted the cake onto a plate, marveling at the translucent jewels of pineapple and cherry, I wondered why I had waited so long!

 Pineapple Upside Down Cake

I sliced myself a wedge, topped it with creamy vanilla ice cream and dug right in while the cake was still warm. It was just as dreamy, gooey and sweet as I had remembered if not better. I then carefully wrapped up the remaining cake and drove it right over to give to Jason’s Grandparents. After-all, cake is best enjoyed when you have someone to share it with.

Pineapple Upside Down Cake

photos by Leah Bergman

Pineapple Upside-down Cake
Serves 8
Classic, moist and easy pineapple upside-down cake!
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Prep Time
15 min
Cook Time
40 min
Total Time
55 min
Prep Time
15 min
Cook Time
40 min
Total Time
55 min
  1. 1/2 cup unsalted butter
  2. 3/4 cup light brown sugar, packed
  3. 20-ounce can pineapple slices
  4. maraschino cherries
  5. 1 cup all-purpose flour
  6. 3/4 cup granulated sugar
  7. 2 teaspoons baking powder
  8. 1/4 tsp salt
  9. 1 large egg
  10. 1/2 cup buttermilk
  11. 1/3 cup sour cream
  12. 3 tablespoons canola or vegetable oil
  13. 2 teaspoons vanilla extract
  1. Preheat oven to 350F.
  2. In a pan melt butter over low heat.
  3. Pour the butter into a 9-inch round cake pan. Use a paper towel to spread butter up the sides of the pan as well.
  4. Evenly sprinkle the brown sugar over the butter.
  5. Add 1 whole pineapple slice to the center of the pan.
  6. Halve the remaining slices vertically. Arrange the slices in a fan-like shape around the cake.
  7. If you have left over slices use them around the sides of the cake pan.
  8. Place 1 cherry in the center of the whole pineapple slice in the middle of the pan and additional cherries around; set pan aside.
  9. In a large bowl, whisk together flour, granulated sugar, baking powder, salt; set aside.
  10. In a separate small bowl, whisk together the next 5 wet ingredients (through vanilla).
  11. Add the wet mixture to the dry, folding with a spatula until just combined. Small lumps will be present, don't overmix.
  12. Pour batter out into prepared pan, being careful to not disturb the pineapple slices on the sides or bottom. Note: if you pan is on the smaller side, fill pan only about 3/4-full to prevent overflow.
  13. Bake for about 40-50 minutes, or until center is set and bounces back to the touch. A toothpick inserted into the center should come out clean or with a few moist crumbs, but no batter.
  14. Immediately run knife around the sides of cake and place pan on a wire rack for 10 minutes to cool slightly.
  15. Place a heat proof plate or platter over the cake pan. Using oven mits, as the pan will still be hot, quickly invert the cake onto the plate. If any pineapples or cherries come loose from the cake, don't worry, just replace them!
  16. Allow to cool at least 30 minutes before slicing and serving. A la mode, optional!
Adapted from Avery Cooks
Adapted from Avery Cooks
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Leah Bergman

Editor at Freutcake
Designer, blogger, cocktail shaker. Classic with a bit of sparkle. Founder & Editor of Freutcake.

Latest posts by Leah Bergman (see all)

8 Responses Post a comment
  1. July 14, 2014

    Yum! Can I ask, where are your plates from? They’re gorgeous!

  2. July 14, 2014

    I’m just so glad I’ve found your blog!! Your photos are phenomenal! Thanks for the great recipe 🙂 xo

  3. July 14, 2014

    I’ve never heard of this cake until now 😉 Pinning it. I need to buys some pineapples now.

  4. huntfortheverybest permalink
    July 15, 2014

    it looks gorgeous!

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