Mini Pineapple Upside Down Cakes

Pineapple upside cake recipeOne of my grandmother’s favorite desserts is pineapple upside down cake. There are a few foods that remind me of my grandmother: pop overs, chocolate-covered cherries, decaf coffee and pineapple upside cake. If you can’t tell from that list of favorite foods, my grandma is awesome. She’s got classic tastes.

Pineapple upside mini cakes!This is the perfect cake for spring. Or for anyone with spring fever. And I LOVE the mini size. It’s a good reminder that a small portion is plenty. Or one and half. Or one and then just another cherry. I’m a sucker for the cherries.

Delicious and cute pineapple upside down mini cakesMini Pineapple Upside Down Cakes, makes one dozen. Adapted from here.

For the topping:
1 can pineapple rings (or you can use fresh pineapple)
1 teaspoon whiskey
6 maraschino cherries
1/4 cup butter
1/2 cup brown sugar

For the batter:
1 1/2 cups flour
2 teaspoons baking powder
1/4 teaspoon salt
1/4 teaspoon cinnamon
1/2 cup softened butter
1 cup sugar
2 eggs
1 tablespoon whiskey
1/2 teaspoon vanilla extract
1/2 cup pineapple juice

How to make pineapple upside down cakeIn a small pot over medium heat, stir together 1/4 cup butter, 1/2 cup brown sugar and a teaspoon of whiskey. Once the mixture starts to bubble, let it cook another minute or two. It should thicken a little.

Remove from heat and spoon into a buttered cupcake pan. Now, lay in the pineapple slices and cherry halves. I found that my pineapple slices were a bit too big for standard size baking cups.

To remedy this, I sliced out a bit of the pineapple, shown in the photo above.

Pinapple upside down cake batterFor the batter, first whisk together the flour, baking powder, salt and cinnamon. Now, cream together the softened butter and sugar. Stir in the eggs, whiskey and vanilla extract.

Now, add in half the flour mixture and stir. Then pour in the reserved 1/2 cup pineapple juice, stir. Then, the remaining flour mixture. Spoon mixture over the prepared pineapple filled pans.

Don’t overfill the cups, but they will be slightly more full than standard cupcake recipes. One heaping spoonful per cup should do it.

Pineapple upside down cupcakesBake at 350°F for 25-28 minutes until golden brown and a tooth pick inserted in the center comes out clean. Allow to cool for a few minutes.

While they cooled, I laid a cutting board over the cakes to help create a flatter bottom for them to sit on. Invert the pan over a cutting board or large plate to turn the mini cakes upside down (which for these is right side up). If any pineapple pieces fall off, put them back in place.

The perfect cake for spring-pineapple upside down cakeThese are absolutely delicious served right out of the oven, but they can also sit in the refrigerator overnight in an air tight container. Somehow the pineapple top helps to keep them moist if you want to make them the night before an event.

Easy pineapple upside down cake recipeThe best pineapple upside down cakeSee? I’m a sucker for the cherries. 🙂 Enjoy these! xo. Emma

5 from 3 votes
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Mini Pineapple Upside Down Cakes

Ingredients

For the topping:

  • 1 can pineapple rings or you can use fresh pineapple
  • 1 teaspoon whiskey
  • 6 maraschino cherries
  • ¼ cup butter
  • ½ cup brown sugar

For the batter:

  • 1 ½ cups flour
  • 2 teaspoons baking powder
  • ¼ teaspoon salt
  • ¼ teaspoon cinnamon
  • ½ cup butter softened
  • 1 cup sugar
  • 2 eggs
  • 1 tablespoon whiskey
  • ½ teaspoon vanilla extract
  • ½ cup pineapple juice

Instructions

  1. In a small pot over medium heat, stir together 1/4 cup butter, 1/2 cup brown sugar and a teaspoon of whiskey. Once the mixture starts to bubble, let it cook another minute or two. It should thicken a little.

    Remove from heat and spoon into a buttered cupcake pan. Now, lay in the pineapple slices and cherry halves. I found that my pineapple slices were a bit too big for standard size baking cups.

    To remedy this, I sliced out a bit of the pineapple, shown in the photo above.

  2. For the batter, first whisk together the flour, baking powder, salt and cinnamon. Now, cream together the softened butter and sugar. Stir in the eggs, whiskey and vanilla extract. Now, add in half the flour mixture and stir.

    Then, pour in the reserved 1/2 cup pineapple juice, stir. Then, add the remaining flour mixture. Spoon the mixture over the prepared pineapple filled pans.

    Don't overfill the cups, but they will be slightly more full than standard cupcake recipes. One heaping spoonful per cup should do it.

  3. Bake at 350°F for 25-28 minutes until golden brown and a tooth pick inserted in the center comes out clean. Allow to cool for a few minutes. While they cooled, I laid a cutting board over the cakes to help create a flatter bottom for them to sit on.

    Invert the pan over a cutting board or large plate to turn the mini cakes upside down (which for these is right side up). If any pineapple pieces fall off, put them back in place.

P.S. Craving cake? Try: rocky road cupcakes, chocolate buttermilk cake, peanut butter and honey cupcakes or see some of our all time favorites in cupcake mixology.

  • 5 stars
    Thank you for this wonderful recipe dear , i definitely prepare this at home.

  • 5 stars
    Thank you so much for sharing the recipe. My sister and I had a great time and the cake was just delectable!

  • 5 stars
    Baked this cake for my birthday and it was an absolute hit! So moist and tasty. Thank you for doing what you do

  • I made these tonight super easy and very tasty,my only thing I would change is add more brown sugar butter to the pineapple my favorite part,it could use more of that!Thanks for sharing!

  • These look delightful and oh so yummy! I’m thinking of making these tomorrow

  • Delicious! I’ll be entering these sweeties in an office bake off tomorrow! Only downside to them was while baking the topping sauce boiled up and over. I see on your pan it did as well, but mine smoked the whole house up. :/ perhaps less topping next time. Thank you for these cute little cakes!! Great for Summer!

  • I made these and they were really easy and so super delicious! Thanks!

  • I made these for a potluck last night but I made a few simple changes. Instead of the pineapple juice I used coconut milk and switched the whiskey for rum and voila: pina colada cupcakes! They were a huge hit.

  • I made these for a potluck last night but I made a few simple changes. Instead of the pineapple juice I used coconut milk and switched the whiskey for rum and voila: pina colada cupcakes! They were a huge hit.

  • I’m giving this one a go for a potluck this evening. I forgot to buy cherries (whoops!), so I’m trying it with a slice of banana in its place.

    Thanks for the recipe! Great post!

  • Thank you for the recipe. My granddaughter and I had a great time and the cakes were delicious!

  • My mum and I just made these a few days ago! They’re so delicious!

  • What a great idea! The look delish!

    xo
    LesliMarie

    www.linenandtulle.com

  • Amazing!!! My grandma used to make pineapple upside down cake and it was my FAV, but I haven’t had it since she passed away a few years ago. Would love to bring it back 🙂 Thanks for the recipe!

    xoxo
    Melyssa
    http://thenectarcollective.com/

  • Those look so good!! I’ll have to try to make the tiny pineapple upside down cakes. Great post!!

    -The Fashionista Tourist

  • Reminds me of Hawaii.. these mini cakes look fantastic! Must have. 🙂

  • I made a whole pineapple upside down cake last year for a Mad Men themed party.

    www.eastcoastwestcoaststyle.com

  • LOVE the idea of adding whisky! This is mine + my dad’s fave dessery but our family recipe definitely doesn’t have whisky in it… yet!

  • I made these for Easter and they were such a hit!!!! This recipe is totally going down on my to bake for every holiday. thanks! xoxo

  • I just made these, with some adaptations to make the cake batter vegan friendly and using amaretto as I don’t like whiskey. I can honestly say they are the best pineapple upside down cakes ever! The addition of the caramel underneath is genius! And so easy to make. Definitely going to be my go-to party cakes from now on! Thanks for sharing!

  • You read my mind! I’ve been craving this lately, but mini cakes look like the way to go!

  • Emma these look absolutely delicious. You’ve gotten a person who isn’t a big fan of pineapple and has never had pineapple upside down cake convinced to bake one for her friends who are coming over to dinner tomorrow. Can you please tell me what I can substitute the whiskey with? Some of my guests are Muslims and won’t take food with alcohol in it.

  • I love pineapple upside down cake & that you created it into mini ones is awesome! 🙂 ps: I love reading your blog.

  • I made these and they are DELISH!!! only thing, I definitely had a lot of batter left, so maybe next time would cut MORE (like a quarter) of the pineapple out so it will push down in the pan more, making more room for the cake batter.

    my cakes are STILL DELICIOUS!!! just would not go so light on the batter next time. sooo goood!! thank you! (my coworkers are getting REAL LUCKY tomorrow w/ these!! 🙂

  • These look adorable and delicious! Might try them out some time. 🙂

    http://www.trishasales.net

  • This looks yummy!
    Hope you’re having a great weekend!

    xo,
    Jenny from Yeah, It’s Pretty Awesome

  • My mouth was watering reading this post. It also brought back memories of my great-grandmother. She would make this when I was a kid and every afternoon we would have cake and cafe au lait. Yep nothing like having kids hopped up on Sugar and Caffine. 😉

  • These look so cute!! will definitely have to try these at some point over summer xx

  • mmm… I want to tryy to do them!! :DD I like a lot those ingredients so I’m sure I’d like it!! Congrats for this posts!! I like a lot the description you write and the photos you take because it’s easier to make for me. 😀

    http://martabarcelonastyle.blogspot.com.es

    (an easy way to combine a vest!)

  • These look amazing. My mom used to make this cake when I was a little girl. I might have to try these soon to bring back memories.

  • I have just made these for afternoon tea with the girls. They not only came out looking exactly like your photos but they were also amazingly DELICIOUS! Thanks Emma for a foolproof recipe. x

  • These look delightful and oh so yummy! I’m thinking of making these tomorrow 🙂

    Lulu xx

    https://www.luluslittlewonderland.blogspot.com

  • Oh my gosh, they look so good!! @0@
    I may have to try these soon, after the Easter food phase has passed… and I’ve worked it off, haha! ^^

  • Wowwww those look incredible. Great work! It’s so special that your Gram passed her recipes along to you! I’m a sucker for cherries too… and Grams, if you couldn’t tell 😉

    xox
    Bailey
    http://akabailey.blogspot.com

  • Oh my, these look seriously delicious! I love finding new recipes like this! Love the blog, always get excited when I see a new post!

    www.gollygloss@blogspot.com

    xxx

  • Sounds like a great summer treat:)

    xo Melanie

    http://thehalfginger.blogspot.com

  • Oh these look so yummy! I’d make them for this weekend but we already have enough desserts to feed my entire neighborhood. xD

    x Sara from tinysugarbee.blogspot.com

  • these look completely amazing! like the perfect afternoon-tea-time-snack in the summer 🙂 thank you so much for this idea!
    xx Cici

  • These look delish! I will definitely try this recipe out sometime. Thanks for sharing!

  • This looks amazing….

    xo janika
    http://crazysketchbook.blogspot.com/

  • If I wasn’t craving cake before… I am now!

    Still love it thought:)

    xxx

    Aj
    sparklypineapple.blogspot.ie

  • You are proper professional!! These look amazingly delish and I’m totally honest here, would love love love to try these http://www.the-provoker.com/2013/03/assemble-ensemble.html

  • They look absolutely fantastic, fresh an sweet! I wonder if you could make them with all kinds of fruit (maybe apples, peaches,…?).

  • That looks great!!!

    http://talisatalksbeauty.blogspot.co.uk/2013/03/roberto-cavalli-eau-de-parfum-giveaway.html

  • They look delicious! I could just eat one right now haha! p.s. I’m a sucker for the cherries too!
    Amy | http://amysbeautyjournal.blogspot.co.uk/

  • That looks soo yummy. I really try to do that. Thanks for that recipe.

    http://www.fashiondenis.com/

  • Should try this recipe as soon as possible! Looks amazingly delicious.. Thank you for sharing the recipe 🙂

    http://littlesteplittle.blogspot.com/ (beauty blogger, give you many makeup idea)

  • I it Is very 80s, but this is one of my favourite puddings. My best friend and I made it as part of our hostess badge for the girl guides when we were little…Oh the memories!!

  • My brother used to choose Pineapple Upside-Down cake for his birthday cake every year! I’ll have to make his some of these some day 🙂

  • They look absolutely amazing!! Such a shifty fashion blogger! But I will never try in the name of diet! 😛

    xxx

    www.h-illa-rious.com

  • This looks way too delicious. I have to try them!

    xx
    Josie
    www.straightnochase.com

  • A great new take on a favorite classic! Can’t wait to try them out at our next family dinner…thanks!

  • Pineapple is one of my favorites fruits, and this looks pretty yummy, I wish to have more patience and time for making desserts like you guys, let´s see 😛

  • My older brother’s favorite dessert is pineapple upside down cake! He’s in the army, so these would be super cute to send in the mail, assuming they get to him quick enough!
    xo Heather
    http://ahopelessnotebook.blogspot.com/

  • These are SO cute!!! 🙂 Gonna have to give it a try!!

    my blog: www.aandfphotos.blogspot.com

  • craving this so badly!
    looks too delicious
    🙂
    http://theeoptimist.blogspot.com

  • They look great! I’ve never tried pineapple upside down cake even though I love cherries. Maybe I should try a dairy free version!

  • This looks delicious! Not a big “fan” of baking pineapples, but might try it. I like to try new things, especially if it’s sweet. Thanks!

  • I’m going to make these for sure. Pineapple upside down cake was my favorite dessert as a child and I haven’t had it since.
    www.shannonheartsblog.com

  • Those are adorable and look super tasty. And with cherry on top they’re absolute perfection. Another homerun Emma!
    xx Allison

    http://www.thrifted.ca

  • Oh my these look so good and the photos are lovely!

    http://erstwhilefelicity.blogspot.co.uk/

  • oh how cute and yum! i want to try to veganize these! These would be so fun for Easter lunch.

  • I LOVE pineapple up-side down cake, thank you sooo much for the recipe, think I’ll bring these along with me to snack on! 🙂

    http://www.bloglovin.com/blog/4164275
    http://beblacknblue.blogspot.co.uk

  • I love the idea of making them into mini-cupcakes! Thanks for sharing.

  • My Mom use to make pineapple upside down cakes all the time! Love this idea on individual cakes! yum! Baking memories really are the best~ thanks for sharing 🙂

  • I have made a large one before but never individual ones- they look fab!

  • These look amazing! I love cherries too 🙂

    Cathy
    Turquoise Flamingo
    www.turquoiseflamingo.com

  • YUM. These are seriously so cute! What a fun treat for parties!

    xoxo
    Juliette Laura
    http://juliettelaura.blogspot.com

  • These look so delectable! I loveeee pineapple 🙂

    Much love,
    Jennifer x

    artstylelove.com

  • I just think this is the best!! And I must share with you Emma and Elsie, my grandmother (who was Scottish) loved Pineapple upside down cake! We have her recipe, to which only my sister has been able to make it properly since….she had very classic and lady like tastes, and I’m in the process of writing a book about her.

    I love this take on it….making the cake mini ones…brill!

  • These look delicious. I might give it a whirl with some grapefruit this weekend!

  • These look so cute and very Australian (we are big pineapple peeps down here!)

  • Yummo! What a cute and delicious idea!

    www.soworkweekchic.blogspot.com

  • Oh my goodness! Looks sooooo yummy! Will have to try that one out!

    Please visit:

    www.sewnbuttons.blogspot.com

  • These look delicious! I’ll have a try at making these! x

    -Anna
    floralled.com

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