Back to Pineapple Upside-Down Cupcakes

Print Options


Card Sizes

Pineapple Upside-Down Cupcakes Recipe

Pineapple Upside-Down Cupcakes Recipe

I have baked cupcakes for years since I served as a room mother for my three children. These easy-to-make, jumbo treats make an attractive dessert for special occasions or everyday. —Barbara Hahn, Park Hills, Missouri
TOTAL TIME: Prep: 30 min. Bake: 30 min. + cooling YIELD:12 servings


  • 6 tablespoons butter, cubed
  • 1 cup packed light brown sugar
  • 2 tablespoons light corn syrup
  • 1 small pineapple, peeled, cored and cut into 1/2-inch slices
  • 12 maraschino cherries, well drained
  • 3 eggs
  • 2 cups sugar
  • 1 cup canola oil
  • 1 cup (8 ounces) sour cream
  • 2 teaspoons vanilla extract
  • 2-1/2 cups all-purpose flour
  • 1/2 teaspoon baking powder
  • 1/2 teaspoon baking soda
  • 1/2 teaspoon salt
  • Whipped topping, optional


  • 1. Line the bottom of 12 greased jumbo muffin cups with waxed paper; grease the paper and set aside.
  • 2. In a small saucepan, melt butter over low heat; stir in brown sugar and corn syrup. Cook and stir over medium heat until sugar is dissolved. Remove from the heat. Spoon 1 tablespoonful into each muffin cup; top each with a pineapple slice and a cherry.
  • 3. In a large bowl, beat eggs and sugar until thickened and lemon-colored. Beat in the oil, sour cream and vanilla until smooth. Combine the flour, baking powder, baking soda and salt. Add to egg mixture and mix well.
  • 4. Fill muffin cups two-thirds full. Bake at 350° for 28-32 minutes or until a toothpick inserted near the center comes out clean. Cool for 5 minutes before inverting onto wire racks to cool completely. Garnish with whipped topping if desired. Yield: 1 dozen jumbo cupcakes.

Nutritional Facts

1 each: 602 calories, 29g fat (9g saturated fat), 82mg cholesterol, 264mg sodium, 82g carbohydrate (61g sugars, 1g fiber), 5g protein.

Reviews for Pineapple Upside-Down Cupcakes

Sort By :

Average Rating
Patricia User ID: 9230987 270344
Reviewed Aug. 4, 2017

"I love this recipe! Turned out perfectly. I was out of cherries and didn't want to make a run to the store so I used craisins to sprinkle in with the pineapple...perfect and a great flavor with the pineapple! The cake part was light and just moist enough..."

chefgirl_tammy User ID: 8128080 235205
Reviewed Oct. 18, 2015

"These turned out disgusting! I thought 1 cup of oil couldn't be right but did it any way! they didn't raise at all and tasted so horrible I threw them away! what a waste of 2 hours!"

Grammy Debbie User ID: 30612 224290
Reviewed Apr. 6, 2015

"I made these for our Easter brunch and they are delicious! Easier to make than I first thought, too. I made mine in the jumbo muffin pans and called them pineapple upside down muffins. I had enough topping and batter for 13 jumbo muffins which was a nice surprise--a baker's dozen of these is a good thing indeed!"

Taylo User ID: 8226587 222980
Reviewed Mar. 17, 2015

"Very easy for individual servings"

Jenisl User ID: 6929561 222078
Reviewed Mar. 5, 2015

"These are delicious!"

lor726 User ID: 6883529 221493
Reviewed Feb. 27, 2015

"I do make these all the time with the yellow cake mix. I just replace the water it calls for with the pineapple juice from the can. Remember these are JUMBO cupcakes so the nutritional facts will be higher. I always use regular cupcake pans. If you use the pineapple rings you may have to cut them to fit the reg size pans. I have also used pineapple tidbits and crushed pineapple. All work just fine."

Monicashupe User ID: 8178454 220968
Reviewed Feb. 20, 2015

"Love this !!!!!"

sstetzel User ID: 158954 220788
Reviewed Feb. 18, 2015

"NanyCarol you sure can, I use canned in this recipe and it's wonderful."

NanyCarol User ID: 7999191 220705
Reviewed Feb. 17, 2015

"Can you use canned pineapple instead of fresh? I'm diabetic, but I would certainly try 1/2 of one! You don't have to eat the whole recipe!!!"

kanha1995 User ID: 8067272 220703
Reviewed Feb. 17, 2015

"Wonderful cupcakes. Proud to serve to guests. For those people complaining about the sugar and fat, remember these are for dessert not a meal. Just eat one."

Ban123 User ID: 6337281 220637
Reviewed Feb. 16, 2015

"You can also use a yellow cake mix instead, that would cut down on some calories!!"

[email protected] User ID: 8236157 220625
Reviewed Feb. 16, 2015

"These are easy and delicious. Best sellers at our bakery"

Rebeccajayne1 User ID: 8254211 220622
Reviewed Feb. 16, 2015

"These look great, and taste great. The only thing wrong is they are loaded with too many calories for me, since I have got diabetes. Sharon Vaughn"

mhbrtzk User ID: 830621 220621
Reviewed Feb. 16, 2015

"One look at the nutritional facts and I put this recipe aside. Why does everything that looks good be so unhealthy?"

punky4640 User ID: 7481303 220616
Reviewed Feb. 16, 2015

"Started to make these but then realized that with three cups of suger these can't be good or healthy for anyone no matter how they taste. Can someone redue this recipe to be healthy. It looks good but sugar and fat contentt way to high."

babs110 User ID: 8244066 219608
Reviewed Feb. 3, 2015

"It looks very very good but omg the calories and carbs they are too high. I can change that if anybody wants and it will still taste as good. Also the sugar with the corn syrup. this is definitely not for diabetics. But I know my husband would love it and he does not need to worry about any of it."

[email protected] User ID: 961910 219579
Reviewed Feb. 3, 2015


onthucsan User ID: 7682734 150239
Reviewed Feb. 21, 2014

"pretty good"

vsa1 User ID: 6813048 166812
Reviewed Nov. 30, 2012

"Good to"

JADunn User ID: 3183986 77414
Reviewed Nov. 29, 2012

"Sooo good! cake is tender but not overly sweet. They come out looking beautiful and moist."

boadie User ID: 1358567 151976
Reviewed Aug. 3, 2012

"Entered in County bake-Off and received reserve champion. cake is very moist and delicious. easy and very attractive."

corinaolin User ID: 2609988 151972
Reviewed Oct. 26, 2011

"pam spray works very good then use a toothpick to peel the cupcake liner off when its stilll hot if the pineapples come off just put them back on cause they r sticky while they r hot , oh and i always chop some pecans on the cakes people like that..."

jibscrub User ID: 3594985 104026
Reviewed Oct. 17, 2011

"Great recipe, worked out great for our Luau party."

pritcham User ID: 5934482 169914
Reviewed Apr. 15, 2011

"This cupcake was a big hit with the family and it was simple to make."

bookwormette User ID: 4365823 95673
Reviewed Sep. 28, 2009

"Use shortenings for when you grease muffin cups, loaf pans or whatever. It works wonders! :)"

dynasbee2 User ID: 1244388 77412
Reviewed Apr. 30, 2009

"These cupcakes were very good although didn't have jumbo muffin tins so used the small ones. I had a hard time getting the muffin cups off of the cake any suggestions would be great."

Loading Image