Pineapple Upside Down Cake is a classic dessert that is made and then flipped over to show the gorgeous pineapple, cherries, caramel and more.
I had never made one before but I now know why this cake was so hugely popular back in the 50’s and 60’s. It was around for much longer than that but those decades seem to be when everyone was making it.
Recipe Ingredients
Topping
- 3 Tbsp. butter
- 2/3 cup brown sugar
- 6 canned pineapple rings
- 6 maraschino cherries
- 5 pecan halves
Cake
- 1/3 cup shortening
- 1/2 cup sugar
- 1 egg
- 1 tsp. vanilla
- 1 1/4 cups cake flour
- 1 1/2 tsp. baking powder
- 1/2 tsp. salt
- 1/2 cup pineapple juice
How to Make Pineapple Upside Down Cake
Preheat oven to 350F. Drain the pineapple reserving 1/2 cup of the juice.
To make the topping melt the butter and pour it into a 9 1/2″ cake pan (you may want to spray this first with cooking spray, I didn’t and my cake came out fine). Sprinkle in brown sugar and stir to combine. Arrange the pineapple slices, putting a cherry into the middle of each ring and a pecan half at the edge between each slice. Set aside.
For the cake cream the shortening and sugar. Add the egg and vanilla and beat well until smooth and creamy. Whisk the dry ingredients together. Add the flour mixture alternatively with the pineapple juice and beat well after each addition scraping down the sides. Spread over the pineapple.
Bake for 40-45 min. until golden and a cake tester comes out clean. Let cool 5 min. Run a knife around the edge of the cake and invert onto a cake platter. Serve warm with whipped cream or ice cream if desired or let cool completely.
Dole started canning pineapple rings just after the turn of the century and pineapple replaced apples and cherries that had been popular until then. It has a huge flavor and is so delicious. My little cake was gobbled right down.
With its ooey gooey caramel topping and the wonderful taste of pineapple, cherries, and a little pecan, you can’t get anything better and it was so easy to make. I will be making this one again for sure!!
Pineapple Upside Down Cake Recipe
Pineapple Upside Down Cake
Ingredients
Topping
- 3 Tbsp. butter
- 2/3 cup brown sugar
- 6 canned pineapple rings
- 6 maraschino cherries
- 5 pecan halves
Cake
- 1/3 cup shortening
- 1/2 cup sugar
- 1 egg
- 1 tsp. vanilla
- 1 1/4 cups cake flour
- 1 1/2 tsp. baking powder
- 1/2 tsp. salt
- 1/2 cup pineapple juice
Instructions
- Preheat oven to 350F. Drain the pineapple reserving 1/2 cup of the juice.
- To make the topping melt the butter and pour it into a 9 1/2" cake pan (you may want to spray this first with cooking spray, I didn’t and my cake came out fine). Sprinkle in brown sugar and stir to combine. Arrange the pineapple slices, putting a cherry into the middle of each ring and a pecan half at the edge between each slice. Set aside.
- For the cake cream the shortening and sugar. Add the egg and vanilla and beat well until smooth and creamy. Whisk the dry ingredients together. Add the flour mixture alternatively with the pineapple juice and beat well after each addition scraping down the sides. Spread over the pineapple.
- Bake for 40-45 min. until golden and a cake tester comes out clean. Let cool 5 min. Run a knife around the edge of the cake and invert onto a cake platter. Serve warm with whipped cream or ice cream if desired or let cool completely.
Comments & Reviews
Amanda @ MarocMama says
Can you believe I’ve never tried this? Must have led a sheltered life!
Noshing with the Nolands says
If you like pineapple it is a must!!
Nancy @ gottagetbaked says
This looks fabulous, Tara! Pineapple upside down cake definitely comes to mind immediately when I think about retro foods. It’s still in style, in my opinion. You can’t go wrong with sugary, caramelized pineapple and a good vanilla cake.
Noshing with the Nolands says
Thanks so much Nancy!!
Susan says
So pretty and the topping looks amazing! Just want to dig into that.
Noshing with the Nolands says
Thanks Susan, have a great day!!
Brianne @ Cupcakes & Kale Chips says
Such a classic and gorgeous, too!
Noshing with the Nolands says
Thanks so much for coming over Brianne!!
Family Foodie says
I am totally craving Pineapple Upside Down Cake now! Absolutely gorgeous!
Noshing with the Nolands says
Thanks so much Isabel!!
Laura Hunter | Small Wallet Big Appetite says
Not only does this cake taste so good but it is so pretty and it doesn’t take a lot of work to get it that way. My husband isn’t convinced by it but one day I am determined to win him over because I love it.
Noshing with the Nolands says
Thanks Laura, it is a great cake!! Good luck with the hubby!!
Donna says
I love pineapple upside down cake. This one looks marvelous!
Noshing with the Nolands says
Thanks so much Donna!
Tammi @ Momma's Meals says
This looks awesome!! I love me some pecan’s too!!
Noshing with the Nolands says
Next time I would try to incorporate more. You can do a mixed topping with the cherries and the nuts and then put crushed pineapple on top. I would like to try that too!
Helene Dsouza I Masala Herb says
How pretty! I haven’t had pineapple upside down cake in ages. The first time I had it was in a friends house. It’s so not European, so it took me some time to discover this wonderful cake.
Noshing with the Nolands says
Thanks so much for coming over Helene!!
Jennie @themessybakerblog says
I’m officially drooling. This looks so good!
Noshing with the Nolands says
Thanks for coming over Jennie!
Conni Smith says
Pineapple Upside Down cake is my all time, absolute favorite! I used to have my mom make these for my birthday when I was a kid 🙂
Noshing with the Nolands says
That must bring back good memories for you!!
Juliana Loh (@bilbaobab) says
i only got to know this cake recently and it’s great!! i also love the name of it! thanks for sharing, will get my hands on this and be brave!
Noshing with the Nolands says
Thanks so much Juliana!