• Skip to primary navigation
  • Skip to main content
  • Skip to primary sidebar
Moms Need To Know ™
  • Recipes Index
  • Gardening
  • Frugal Living
  • Subscribe
    • Twitter
menu icon
go to homepage
  • Recipes Index
  • Gardening
  • Frugal Living
  • Subscribe
    • Facebook
    • Pinterest
    • Twitter
  • subscribe
    search icon
    Homepage link
    • Recipes Index
    • Gardening
    • Frugal Living
    • Subscribe
    • Facebook
    • Pinterest
    • Twitter
  • ×
    Home » Recipes » Cupcakes

    Pineapple Upside Down Cupcakes

    by Mindi Cherry

    FacebookPinEmail
    Jump to Recipe Print Recipe

    These pineapple upside down cake cupcakes will take you back to your childhood! I don't know why these aren't served as much these days - but they SHOULD!

    These pineapple upside down cake cupcakes will take you back to your childhood! I don't know why these aren't served as much these days - but they SHOULD!

    Pineapple Upside Down Cake really used to be more of a "thing". I don't know why people don't make it as often as they used to, but it seemed to be a staple when I was younger. It was the cake that we all used to convince ourselves was "healthy" - after all - it doesn't have any icing and it actually has fruit in it!

    I generally like making cupcakes more than making a cake (it's portion controlled; if I am having a party, it is easier to serve - no need to worry about having a cake knife, etc) and cupcakes are just more fun to eat, in my never to be humble opinion (have you TRIED my Oreo Stuffed Cupcakes with Cookies and Cream Frosting yet?) . They just take me right back to my childhood!

    I use a box mix for these. I know that many people prefer to make it from scratch, but they really do bake and rise beautifully. You can always buy an organic non-GMO Yellow Cake Mix if it makes you feel better!

    Anyway - to make these Pineapple Upside Down Cupcakes, you will need:

    Pineapple Upside Down Cupcakes ingredients

    • 1 box Yellow Cake Mix
    • 20 oz can Pineapple Rings or Chunks, cut in to pieces
    • ½ cup vegetable oil
    • 3 eggs
    • ⅓ cup butter, melted
    • ⅔ cup brown sugar
    • 24 maraschino cherries

    Pineapple Upside Down Cupcakes process

    Combine the cake mix, oil, eggs and pineapple juice in a bowl and beat with an electric mixer or whisk until well-blended

    Pineapple Upside Down Cupcakes process1

    In a separate bowl, combine the melted butter and brown sugar. Spoon 2 teaspoonfuls of this mixture in to the bottom of a cupcake pan that has been sprayed with non-stick spray.

    Pineapple Upside Down Cupcakes process2

    Arrange pineapple chunks in a circle on top of the brown sugar mixture, with a cherry in the center. Fill cupcake tins ⅔ full with the batter.

    Bake, cool and enjoy!

    Scroll down for the complete directions!

    Pineapple Upside Down Cupcakes sq

    These pineapple upside down cake cupcakes will take you back to your childhood! I don't know why these aren't served as much these days - but they SHOULD!

    Pineapple Upside Down Cupcakes

    These pineapple upside down cake cupcakes will take you back to your childhood! I don't know why these aren't served as much these days - but they SHOULD!
    Print Pin
    Prep Time: 10 minutes minutes
    Cook Time: 25 minutes minutes
    Total Time: 35 minutes minutes
    Servings: 24
    Author: Mindi

    Ingredients 

    • 1 box Yellow Cake Mix
    • 20 oz can Pineapple Rings or Chunks cut in to pieces
    • ½ cup vegetable oil
    • 3 eggs
    • ⅓ cup butter melted
    • ⅔ cup brown sugar
    • 24 maraschino cherries

    Instructions

    • Preheat oven to 350 F; Spray a muffin/cupcake tin with nonstick spray
    • Combine the cake mix, oil, eggs and pineapple juice in a bowl and beat with an electric mixer or whisk until well-blended
    • In a separate bowl, combine the melted butter and brown sugar. Spoon 2 teaspoonfuls of this mixture in to the bottom of each cavity of the cupcake pan
    • Arrange pineapple chunks in a circle on top of the brown sugar mixture, with a cherry in the center
    • Fill each cupcake cavity about ⅔ of the way with the cake batter
    • Bake for 20 – 25 minutes or until an inserted toothpick comes out clean
    • Allow to cool in the pan for 5 minutes
    • Run a butter knife around the edges of each cup, then invert the cupcakes on to a cooling rack

    Pineapple Upside Down Cupcakes

    Pineapple Upside Down Cupcakes

    More All Baked Goods

    • Chocolate pistachio squares close up image
      No Bake Chocolate Pistachio Bars
    • vegan muffins with chocolate chips on a white marble background
      Vegan Chocolate Chip Muffins - Moist and Delicious
    • image of homemade soft pretzels with mustard for dipping
      Easy Homemade Soft Pretzels Recipe
    • keto bagels recipe with cheddar cheese
      Easy Keto Bagels Recipe

    As an Amazon Associate I earn from qualifying purchases disclosure policy.

    Reader Interactions

    Comments

    1. Dolores

      April 21, 2015 at 12:47 am

      Just had to have my cousin send me this link, to try these Pineapple upside down cup cakes!!!!

    2. Ashley

      April 24, 2015 at 9:17 pm

      Hi there! Visiting from Best of the Weekend. My favorite part of Pineapple Upside Cake is always the pineapple/sugar part and I feel like this increases the ratio of pineapple to cake! Perfect! I am definitely going to try this! Pinned!

    3. handmade by amalia

      April 06, 2016 at 1:00 am

      My kind of treat - pretty and yummy.
      Amalia
      xo

    4. Julie @ Running in a Skirt

      April 06, 2016 at 8:53 am

      I'm such a fan of pineapple! This looks amazing!

    5. Megan

      April 10, 2016 at 1:07 pm

      These look delicious!! I think these cupcakes would be a great statement piece for a party too! Thanks for sharing at Merry Monday!

    6. Carol

      March 06, 2017 at 8:34 pm

      I always loved pineapple upside down cake when I was a kid. Haven't had it in years. You've got my mouth wateirng for it.

    Primary Sidebar

    Hi! I'm Mindi! As a busy mom. I just want to put healthy and flavorful meals on the table quickly without having to rely on processed foods, while still creating a happy home around me.

    More about me →

    All Time Favorites

    • Hawaiian Ham and Cheese Sliders
    • Most people don't think that you need a dip for Doritos - until they try this one! So good you will never eat Doritos without it again!
      Best Dip For Doritos Recipe
    • Companion Planting | What NOT To Plant Together
    • Oreo Truffles Recipe | Oreo Cake Ball Recipe!
    • Slow Cooker Beef Stew Recipes
    • Slow Cooker BBQ Pork Recipes | Dr. Pepper Pulled Pork

    Footer

    ↑ back to top

    About

    • Privacy Policy
    • Terms & Conditions

    Newsletter

    • Sign Up! for emails and updates

    Contact

    • Contact

    As an Amazon Associate I earn from qualifying purchases.

    Copyright © 2024 Moms Need To Know