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Home » Recipe

Gluten Free Pineapple Upside Down Cupcake Recipe

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I tend to eat gluten-free because I have an intolerance to Gluten.  This holiday, I made this gluten-free pineapple upside-down cupcakes for my brother's in-laws.  Over the years, I have been known for making pineapple upside-down cake often because it is a dessert everyone loves. It's so easy to make, but all the gluten did a number on my stomach. So, this is how I made a gluten-free cupcake recipe. Try them and share!

Jump to:
  • Ingredients
  • Equipment needed for this recipe
  • Instructions
  • Tips
  • Reveal
  • Gluten Free Pineapple Upside Down Cupcake Recipe Card

Ingredients

One box Gluten Free yellow box cake mix (or use the Gluten Free yellow recipe that would make one cake)  This is the one I used: Betty Crocker Gluten Free Yellow Cake Mix, 15-ounce Boxes (Pack of 6) (This link gives you 6 of them.)

One jar of Maraschino Cherries

2 cans of the Pineapple Chunks (affiliate) (7 per extra large muffin tin) or slices - If you use the pineapple slices (affiliate) from the can, cut out a part of the pineapple slice to fit it in the cupcake tin. That works well, too.

⅓ cup Unsalted Butter

⅔ cup packed Brown Sugar (affiliate)

2 large non-stick extra large jumbo muffin tin (affiliate)

ingredients to make the pineapple upside cupcakes

Equipment needed for this recipe

You will need a few things for this recipe: an extra large jumbo muffin tin (affiliate) and a saucepan to melt the butter and brown sugar (affiliate). I don't recommend using silicone muffin pan. They will be too weak to hold the batter and pineapples. Below are some I found on Amazon (affiliate) (affiliate).

Image of Extra Large Jumbo Muffin Pan Nonstick 6 cup

Extra Large Jumbo Muffin Pan Nonstick 6 cup

Buy Now →
Image of Extra Large Jumbo Muffin Pan Wilton Non-Stick 6 Cup (2)

Extra Large Jumbo Muffin Pan Wilton Non-Stick 6 Cup (2)

Buy Now →

(affiliate)

Please note these are affiliate links through Amazon (affiliate), and at no additional cost to you, I will earn affiliate fees if you decide to make a purchase.

Instructions

Preheat oven to 350 degrees. Then, I sprayed each cupcake pan hole with a nonstick spray. Make sure that it is completely oiled. I was sure to go up the sides so the cake doesn't stick. 

spray the cupcake pan

I then melted the butter and mixed in the brown sugar (affiliate) in a saucepan. Don't burn the butter.  

melt butter and brown sugar in a sauce pan

Pour the brown sugar (affiliate) mixture into each muffin area evenly.  Then, I added 7 pineapple pieces (about 7 pieces for this extra large muffin tin) and 1 full-size cherry and pressed it into the brown sugar (affiliate). 

Note: If you do use the pineapple slices (affiliate) from the can, cut out a part of the pineapple slice to fit it in the cupcake tin. That works well, too.

place the pineapple and 1 hole cherry in each larger muffin tin

Here is a close-up of what I did. 

close up of the pineapple and butter brown sugar mix

This image shows the cooked pineapple upside-down cupcakes.

after baked cupcake

Bake for 20-25 minutes or until the cake batter is not sticking to the toothpick. This is how it looks. 

Let cool for 10 minutes, then use a knife to separate the outer edge of the cupcake from the pan.  

Then, use a cooling rack, place the top over the muffin, and turn it over. The cupcakes should fall right out after they are cool.

Let cool completely, or eat warm; your choice.  

Tips

Be sure to spray the entire muffin opening, even up the sides, to ensure it releases when it is finished cooling.

Reveal

Here is the finished product. Doesn't it look delicious? They look so cute, too. The large muffin tin would not work. You must use the extra large size.

gluten free pineapple upside-cupcake just out of the oven

 If you want to print the recipe, here it is.

Print
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Gluten Free Pineapple Upside Down Cupcake Recipe

Gluten Free Pineapple Upside Down Cupcake Recipe Card


5 Stars 4 Stars 3 Stars 2 Stars 1 Star

3 from 29 reviews

  • Author: Sabrina M Quairoli
  • Total Time: 35 minutes
  • Yield: 12
Print Recipe
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Description

Gluten Free Pineapple Upside Down easy recipe using butter and box cake mix.


Ingredients

  • 1 box Gluten Free yellow box cake mix
  • 1 jar of Maraschino Cherries
  • 2 cans of the Pineapple Chunks (affiliate) or slices with a part of it cut out to fit in to the cupcake tin
  • ⅓ cup of Unsalted Butter
  • ⅔ cup packed Brown Sugar (affiliate)
  • 2 large non-stick Muffin pans


Instructions

  1. Preheat oven to 350 degrees.
  2. First, I sprayed each cupcake pan hole with a nonstick spray. I was sure to go up the sides, so the cake doesn't stick.
  3. I then melted the butter and mixed in the brown sugar in a saucepan. Don't burn the butter.
  4. Pour the brown sugar mixture into each muffin area evenly.  Then, I added 7 pineapples pieces (about 7 pieces for this extra large muffin tin) and 1 full-size cherry and pressed it into the brown sugar.
  5. Follow instructions on the box and make the batter. With a large spoon, add the batter to the top of the pineapples and cherries. Slowly add the batter so the pineapples or cherry do not move inside.
  6. Bake for 20-25 minutes or until the cake batter is not sticking to the toothpick.
  7. Let cool for 10 minutes, take a knife, and separate the outer edge of the cupcake from the pan.
  8. Then use a cooling rack and place the top over the muffin and turn it over. The cupcakes should fall right out.
  9. Let cool completely or eat warm, your choice
  • Prep Time: 10 minutes
  • Cook Time: 20 minutes
  • Category: dessert
  • Method: baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 cupcake
  • Calories: 320.54 kcal
  • Sugar: 17.54 g
  • Sodium: 312.81 mg
  • Fat: 8.63 g
  • Saturated Fat: 4.05 g
  • Trans Fat: 0.21 g
  • Carbohydrates: 58.85 g
  • Fiber: 1.31 g
  • Protein: 2.82 g
  • Cholesterol: 17.26 mg

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Here is an image with all the tasks in it.  Feel free to share. 

Pineapple upside down cupcake steps
Gluten Free Pineapple Upside Down Cupcake Recipe
Gluten Free Pineapple Upside Down Cupcake Recipe
(Visited 10,800 times, 22 visits today)
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About Sabrina Quairoli

I love sharing my passion for organizing life and home. I hope you get inspired when visiting my home organizing tips, quick weeknight recipes, party planning ideas, and DIY organizing projects. Visit the About Me page to read my story.

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  1. Cindy says

    July 14, 2018 at 9:11 am

    I make these also however I use the pineapple juice instead of the water when making the cupcake batter. Gives the batter a little extra flavor and everyone loves them.

    Reply
  2. Janet Barclay says

    April 10, 2018 at 12:36 pm

    Very pretty! I've never seen it as cupcakes before - so much more practical than a big cake!

    Reply
  3. Vivian says

    June 12, 2017 at 12:14 pm

    They look like flowers. So creative!

    Reply
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