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    Home » Hunger

    Pineapple Upside Down Cake For a Crowd

    By Lauren on April 20, 2018, Updated July 28, 2021 51 Comments

    Jump to Recipe Print Recipe

    Pineapple Upside Down Cake for a Crowd is the perfect cake for that upcoming family gathering. Soft, moist yellow cake with caramelized sweet brown sugar topping and sweet citrus bite of sliced pineapple and cherries. No fuss, no frosting, all flavor. Just mix it up and bake it.

    Pineapple Upside Down Cake for a Crowd

    Food holidays are funny, right? Like, some of them are soooo exciting. An excuse to eat more tacos and margaritas?!?! I'll take any excuse for Carne Asada and Watermelon Basil Margs. YES PLEASE. Then some of them are super random, like National Raspberry Popover Day - not just popovers, raspberry popovers. Well, we're putting that all aside and celebrating food days because today is National Pineapple Upside Down Cake and we're celebrating in a big way.

    By big, I mean a big ass cake. This pineapple upside down cake lives up to it's name 'for a crowd.'  A double batch of yellow sheet cake will fill up our 12x18 in baking pan giving us 20 to 30 slices of tropical cake goodness. Why the difference in serving yield? Well, if you want to keep your pineapples intact you'll get 20 pieces of cake, but they're pretty sizable portions so if you're ok with cutting your pineapple slices, this cake will yield more servings.

    Pineapple Upside Down Cake for a Crowd

    Pineapple Upside Down Cake for a Crowd

    Is there a food from your youth that just makes you feel like you're home? Pineapple Upside Down Cake is that for me. My dad's favorite cake, it's the automatic go to for his birthday and every Easter. He gives up sweets for lent every. year. It warms every part of my heart to see the look on his face when this pineapple upside down cake walks in the door.

    Sigh...doesn't it feel so good to bake for other people? No really, scientists say there are scientific reasons. You should get your dose of feeling good and make this Pineapple Upside Down Cake for a Crowd, then invite over your crowd to help eat it. They will feel good, you'll feel good, everyone's bellies will feel good and isn't that something the world could use a little more of?

    Pineapple Upside Down Cake for a Crowd

    The other really great thing about Pineapple Upside Down Cake for a Crowd? It is ridiculously low maintenance. No frosting required, just bake it all in the pan. Just don't forget to let it cool fully before flipping the cake over to serve. Do you know what it looks like to have butter and brown sugar running all over your countertop and cabinets? YOU DON'T WANT TO, TRUST ME. I think the floor is finally loosing it's last layer of sticky.

    If preparing in advance, you can definitely refrigerate it overnight just make sure you take it out a few hours before serving so you won't have an issue unmolding the cake. That's it!

    What's your favorite sweet treat to make for big gatherings? Did you make this recipe? Tell me about it in the comments!

    Pineapple Upside Down Cake for a Crowd

    overhead view of a slice of pineapple upside down cake on a plate with a fork

    Pineapple Upside Down Cake For a Crowd

    Soft, light vanilla yellow cake soaked with caramelized brown sugar, butter, pineapple slices and cherries.
    4.84 from 12 votes
    Print Pin SaveSaved! Rate
    Course: Dessert
    Cuisine: American
    Keyword: easy half sheet cakes, large cakes for a crowd, luau party cakes, pineapple upside down cake
    Prep Time: 20 minutes mins
    Cook Time: 45 minutes mins
    Total Time: 1 hour hr 5 minutes mins
    Servings: 20 to 30 servings
    Calories: 664kcal
    Author: Lauren
    Prevent your screen from going dark

    Ingredients

    For the Cake

    • 4 ½ cups all-purpose flour (570g)
    • 2 teaspoons baking soda
    • 1 teaspoon salt
    • 2 cups unsalted butter, softened to room temperature (453g )
    • 3 ½ cups granulated sugar (700g )
    • 4 large eggs
    • 4 teaspoons pure vanilla extract
    • 1 cup sour cream (240g )
    • 2 cups whole milk (480ml )

    Brown Sugar Fruit Topping

    • 2 sticks unsalted butter (226g )
    • 2 cups brown sugar (400g )
    • 2 cans sliced pineapple (drained)
    • 1 jar marachino cherries (without stems)

    Instructions

    • Preheat oven to 350°F.
    • Prepare the pan: melt 2 sticks of unsalted butter and pour into a 12 x 18 x 3 pan.  Spread evenly over the pan.  Sprinkle the brown sugar evenly over the butter.  Evenly distribute the sliced pineapple (5 rows of 4) in the pan with a cherry in the middle of each ring.  Set aside.
    • Prepare the cake: In a medium bowl, whisk together all purpose flour, baking soda, and salt, set aside.
    • In a standing mixer fitted with the paddle attachment or in a large bowl with a hand mixer, beat the butter on medium high speed until pale and fluffy.  Scrape down the bowl if needed and add the sugar.  Beat on medium high until incorporated, about 1 minute.
    • With the mixer on low and eggs one at a time.  Add vanilla and sour cream.  Scrape down the bowl if needed and increase speed to medium, mix for 1 minute.
    • Working in two batches with the mixer on low, add ½ the flour mixture followed by half the milk.  Mix until incorporated and repeat with remaining ingredients.  Scrape down bowl if needed, increase speed to medium and mix until ingredients are smooth and incorporated (about 1 minute.)
    • Pour over prepared pan, spread evenly with spatula - some of the butter may pool up around the sides, if this happens spread more cake batter in that area but don't worry too much the edged of the cake should be buttery and gooey.  Bake on the middle rack in the preheated oven for 45 minutes.  The 'top' of the cake will brown slightly during baking and edges may crisp just a touch from the butter and brown sugar, but it is all part of the deliciousness!
    • Let cool 20 to 30 minutes before serving.  To serve, turn cake over onto a large cutting board or serving platter.  If the cake is turned over before the butter and brown sugar cool and thicken, it will leak all over the countertop.

    Nutrition

    Calories: 664kcal | Carbohydrates: 92g | Protein: 6g | Fat: 32g | Saturated Fat: 20g | Trans Fat: 1g | Cholesterol: 114mg | Sodium: 269mg | Potassium: 201mg | Fiber: 2g | Sugar: 69g | Vitamin A: 1039IU | Vitamin C: 5mg | Calcium: 89mg | Iron: 2mg
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    Comments

    1. Dusty says

      March 17, 2023 at 5:36 pm

      5 stars
      Perfect recipe. I’ve made two for an employee appreciation day. The pan size is harder to control so the corners weren’t great when I flipped it, but that’s my technique. I’ll be better on my second round. Still, the only thing I did differently was melt the butter and sugar (for the top) together in a small sauce pan.

      Reply
    2. EmilyC says

      October 05, 2022 at 10:08 pm

      I made this for one of my husband’s employees for their retirement. First time ever making a pineapple upside down cake! I’m wondering if the batter is supposed to be a thicker consistency? Almost like a banana bread type consistency?

      Reply
      • Lauren says

        October 13, 2022 at 11:52 pm

        Yes! This cake batter is on the thicker side.

        Reply
    3. Rosemary says

      August 24, 2022 at 4:33 pm

      3 stars
      I want to make this cake recipe. It sounds amazing. Could I make it round in a 12 inch by 3 inch pan?

      Reply
      • Lauren says

        August 28, 2022 at 5:46 pm

        Hi Rosemary - I don't think that pan size will be big enough for this much batter. I would recommend cutting the recipe in half for a pan that size.

        Reply
    4. Mary says

      August 10, 2022 at 12:43 pm

      If I make this Recipe One And A Half Times Can I Use My 12x18 By 3 Inch Deep Pan? What would be the cook Time For One And A Half Times The Recipe?

      Reply
      • Lauren says

        August 11, 2022 at 11:18 am

        Hi Mary - If you're making more than the recipe calls for as is, you'll definitely need another pan. For 1.5x the recipe I believe (1) 12x18x3 pan + (1) 13x9 pan should work just fine. If doubling it you'll either need (2) 12x18x3 pans or just make two separate cakes and reuse the pan.

        Reply
        • Mary says

          August 12, 2022 at 12:44 pm

          Thank you Soooo....Much!!!

          Reply
    5. Mary Richardson says

      February 28, 2022 at 9:44 am

      Can ou substitute cake flour for the flour? I just bought a box of cake flour and I'm wanting to use it up.

      Reply
      • Lauren says

        February 28, 2022 at 12:16 pm

        Cake flour isn't quite the same as all purpose protein-wise so it's not an even swap and it might affect the overall texture. I *think* you should be fine but I'd add an extra 1-2 tablespoons of cake flour for every cup the recipe calls for. Hope that helps!

        Reply
    6. kaaren Fisher says

      August 08, 2021 at 9:02 am

      I have a 12x18x1.5 jelly roll pan. Will this work or not?

      Reply
      • Lauren says

        August 10, 2021 at 9:49 pm

        Unfortunately no. The pan needs to be 3 inches deep or use two pans. The batter will rise as it bakes and fill the whole pan.

        Reply
    7. PHYLLIS A DIGGINS says

      July 28, 2021 at 10:32 am

      I’m preparing to make this recipe today. Wanted to avoid disaster, so I measured my pan. It’s 12x18x2! It looks like it should work, but before I wind up cleaning the oven, do you think it will work? I have a crowd of hungry people looking forward to this cake. Many thanks!

      Reply
      • Lauren says

        July 28, 2021 at 10:35 am

        Hi Phyllis! The pan really does need to be 3 inches deep as the batter will rise and bake completely to the top. I'd recommend either splitting the cake between 2 13x9 pans or reserve 1/4 of the batter and making an addition 8 or 9 inch round with it. I don't want you to have to clean up an oven! That's the worst!

        Reply
      • PHYLLIS A DIGGINS says

        July 28, 2021 at 2:26 pm

        @Lauren, Thanks for your prompt reply. I hate messy ovens!

        Reply
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