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Pineapple upside down cake is a classic dessert that is so soft and moist, filled with the perfect amount of pineapple flavor!

Pineapple upside-down cake is perfect all year long, but is an especially good summertime dessert along with our cupcake version!

Pineapple upside down cake served on white plate.

We Love This Fruity Dessert!

My mom has been making pineapple upside down cake for years. It’s a family favorite and a dessert recipe that my dad LOVES!

She has a go-to recipe for this delicious cake (from scratch), and we adapted it by adding almond extract since it’s our favorite “secret” ingredient. 😉

Why we love it:

  • The flavor. What I love most about this treat is that it is so moist and delicious.
  • Easy. With a quick prep, it’s a showstopper that is quite simple!
  • For friends. This is an incredible summer treat perfect for barbecues, parties, and holiday get-togethers.
Batter for cake in a mint bowl.

Ingredients

  • unsalted butter 
  • light brown sugar
  • pineapple rings in juice
  • maraschino cherries
  • all-purpose flour
  • baking powder
  • salt
  • granulated sugar
  • eggs
  • milk
  • almond extract
Pineapple rings, sauce, and cherries in the bottom of a baking dish.

how to make pineapple upside down cake

  1. PREP. Preheat the oven to 350°F. Grease a 9-x-13-inch baking dish.
  2. SAUCE. Melt ½ cup butter in a medium pot over medium heat. Set remaining ½ cup butter aside to soften.
    • Stir 1 cup brown sugar into melted butter in the pot and bring to a boil, stirring frequently. Continue boiling for 1 minute, then pour into the prepared pan.
    • Drain pineapple rings, reserving ½ cup of the juice, and place rings into the bottom of the pan. Place a cherry in the middle of each ring. Set aside.
  3. CAKE. Prepare cake batter. Carefully spread batter over pineapple slices.
  4. BAKE. Bake for 35–40 minutes, or until the middle is cooked through and a toothpick inserted in the center comes out clean. Let cool for at least 30 minutes.
  5. FLIP AND SERVE!

DIFFERENT PANS

  • Bundt pan. Bake at 350°F for 35-40 minutes or until done.
  • 9” rounds. Bake at 375°F for 30-35 minutes or until done.
Batter filled in a pan ready for baking.

Cake Flipping 101

Allow the classic pineapple upside-down cake to cool enough that the structure will hold up, but don’t wait too long otherwise the caramelized juices from the pineapple will harden making it difficult for it to release from the bottom of the pan (between 10-30 minutes).

  • Use a sharp paring knife or a rubber spatula and slide it around the inner perimeter of the pan.
  • Place the serving platter over the top of the pan. Be sure the platter is larger than the cake.
  • Place one hand on top of the platter and one hand on the bottom of the pan, then flip.
  • Allow it to sit for another few minutes with the pan covering it.
  • Carefully remove the pan.
Cooked pineapple upside down cake.

Recipe Tips

  • Variations.
    • Add halved pineapple slices to the sides.
    • Sprinkle chopped walnuts or pecans in the bottom.
    • Serve this cake warm or cold with a scoop of Vanilla Ice Cream.
  • Sinking cake. There are a couple of factors to avoid:
    • Opening the oven door too soon or too often can cause the oven temperature to drop which can cause the sake to sink.
    • Using expired or too much baking powder. Either it won’t rise enough or it will rise too much, then fall. 
    • Not properly drying the pineapples can yield too much liquid which may cause the cake to become oversaturated and then sink. 
  • Soggy cake. The biggest culprit of a soggy cake is excess juice from the pineapples. Drain excess liquid into a bowl (don’t discard it since some of it is needed in the recipe).
    • Leave the pieces of pineapple in a colander to finish draining. Blot the remaining juice with a paper towel then place in the pan.

Storing Info

  • Make ahead of time. Store this best pineapple upside down cake at room temperature for 1-2 days, in the fridge for a few days, or even freeze it for a couple of months.
  • STORE the cake covered with plastic or in an airtight container at room temperature for up to 2 days, or in the fridge for about 3 days.
  • FREEZE. Allow the cake to cool and place it in the freezer for 1-2 hours; long enough to allow the outside of the cake to freeze. Wrap the cake with plastic wrap then again with foil. Label and freeze for 2-3 months.
    • Allow to thaw if applicable. Reheat it in the microwave, or loosely wrap it in foil and place it in the oven. Heat at 350°F until warm.
Caramelized pineapple upside down cake served in a baking dish.

For More Cakes with Fruit:

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4.94 from 96 votes

Pineapple Upside Down Cake Recipe

By: Lil’ Luna
Pineapple upside down cake is a classic dessert that is so soft and moist, filled with the perfect amount of pineapple flavor!
Servings: 12
Prep: 10 minutes
Cook: 35 minutes
Total: 45 minutes

Ingredients 

  • 1 cup unsalted butter divided
  • cups packed light brown sugar divided
  • 1 (20-ounce) can pineapple rings in juice
  • 10 maraschino cherries
  • 2 cups all-purpose flour
  • 2 teaspoons baking powder
  • 1 teaspoon salt
  • ½ cup granulated sugar
  • 2 eggs
  • ½ cup milk
  • 1 teaspoon almond extract
Save This Recipe!
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Instructions 

  • Preheat the oven to 350°F. Grease a 9-x-13-inch baking dish.
  • Melt ½ cup butter in a medium pot over medium heat. Set remaining ½ cup butter aside to soften.
  • Stir 1 cup brown sugar into butter in the pot and bring to a boil, stirring frequently. Continue boiling for 1 minute, then pour into the prepared pan.
  • Drain pineapple rings, reserving ½ cup of the juice, and place rings into the bottom of the pan. Place a cherry in the middle of each ring. Set aside.
  • In a medium bowl, whisk together flour, baking powder and salt. Set aside.
  • In another medium bowl, beat softened ½ cup butter, granulated sugar and remaining ½ cup brown sugar with a hand mixer until well combined. Add eggs and blend well.
  • Add flour mixture to wet mixture and beat until well combined.
  • While still mixing, add milk, ½ cup reserved pineapple juice and almond extract.
  • Carefully spread batter over pineapple slices.
  • Bake for 35–40 minutes, or until the middle is cooked through and a toothpick inserted in the center comes out clean. Let cool for at least 30 minutes.
  • Slide a sharp paring knife or a rubber spatula around the inner perimeter of the pan. Invert a serving platter larger than the cake over the top of the pan. Place one hand on the platter and one hand on the bottom of the pan, then flip. Allow the cake to sit for another few minutes with the pan still covering it, then carefully remove the pan and enjoy!

Video

Notes

Make ahead of time. This cake can be made ahead of time and stored, covered, at room temperature for 1–2 days or in the refrigerator for up to 3 days.

Nutrition

Serving: 1slice, Calories: 373kcal, Carbohydrates: 54g, Protein: 4g, Fat: 17g, Saturated Fat: 10g, Polyunsaturated Fat: 1g, Monounsaturated Fat: 4g, Trans Fat: 1g, Cholesterol: 69mg, Sodium: 219mg, Potassium: 158mg, Fiber: 1g, Sugar: 37g, Vitamin A: 531IU, Vitamin C: 0.01mg, Calcium: 78mg, Iron: 1mg

Nutrition information is automatically calculated, so should only be used as an approximation.

Additional Info

Course: Dessert
Cuisine: American
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About Kristyn

My name is Kristyn and I’m the mom of SIX stinkin’ cute kids and the wife to my smokin’ hot hubby, Lo. My mom’s maiden name is Luna, and I’m one of the many crafty “Lil’ Lunas” in the fam. On this site I like to share all things creative - from recipes to home decor to gifts and home decor ideas. Welcome!

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Recipe Rating




58 Comments

  1. Shannon says:

    5 stars
    This cake is absolutely delish. I made in a 8X10 pan and it turned out lovely. Thanks for such a great recipe

    1. Lil'Luna Team says:

      You’re welcome! I’m so glad it was a success! Thanks for giving the recipe a try.

  2. Jeanne says:

    2 stars
    Came out dry. Recipe calls for 9×13” pan but it seems a 8×8” would work betterJeanne

  3. Gertrude World says:

    What type of flour?

    1. Lil'Luna Team says:

      All purpose flour works great!

  4. DeAnna Chandler says:

    5 stars
    Excellent recipe

    1. Lil'Luna Team says:

      Thank you!! So glad to hear you enjoyed it!

  5. Debra Paciello says:

    2 stars
    Cake was dry and actually a bit flavorless. There are so many pop-ups that I couldn’t even make this cake without constantly closing ads! Kinda disappointed

    1. Lil'Luna Team says:

      Thanks for your feedback and for giving the recipe a try!

  6. Jane says:

    If I cut the recipe in half, will it work in a cake pan?

    1. Kristyn Merkley says:

      It should work just fine 🙂

      1. Jane says:

        thanks! for some reason, your answer didn’t show until I posted the second comment.

  7. Jerry White says:

    Am going to try this … hope all goes well….. thanks for the recipe

    1. Kristyn Merkley says:

      So glad you are! I hope you like it! Good luck!

  8. Donna Felder says:

    Are you sure the salt measurement is right in the 2020 version of the cake part of this recipe? One whole teaspoon is a lot of salt for 2 cups of flour. My grandson told me he COULDN’T eat it because of the salt. It tasted way too salty For me, too. I was so disappointed because my grandchildren had never had pineapple upside down cake before. It is a shame because the cake looks so good, but cant be eatEn. I can’t give a rating because of that.

  9. Liz says:

    5 stars
    Delicious!!! Great recipe! You could use either extract depending on your preference. I used almond and it came out great tasting.

    1. Kristyn Merkley says:

      Glad you liked it! Thank you for sharing that!!

  10. Amy says:

    5 stars
    This was my first-eVer attempt to make pineapple Upside-down cake, and it was A hit at our social DISTANCING celebrAtion FOr our mom’s 90th biRthdaY. It turned out beautifully APPETIZING. Your clEar directions Made for a fun prep. I made homemade whipping cream to top off the Perfectly moist servings. OuR mom requested this kind if cake, so Thank you for helping make Her birthday special.

    1. Kristyn Merkley says:

      That’s so nice of you to say! Thank you so much for letting me know 🙂 Hope she had a great day!