pineapple upside-down cake
I gotta tell you–I get so boring in the summertime. As soon as that warm weather hits and a bright blue sky becomes de rigeur and not something worth stopping the presses over, any near-religious attraction I had to the shiny and the new goes into hibernation until the fall. Do I want to start a sourdough that will take seven days to make? Well, since you asked, not really. How about that baked pasta dish that been buzzing like a bee in my bonnet for weeks? Um, well, maybe. If it rains or something and there’s nothing else to do. Do I want to try some new, crazy variant on a classic cake with cardamom? No, no, no!
Well, then what do I want to do? I want to go to the beach, and I want to go to barbeques. I’ve got goals, you see: I want to perfect the mint julep this summer and uncover a way to travel with all the trappings of a freshly squeezed Tom Collins. I want to bring buckets of just-made slaw, make more of my famous vegetable skewers that could fit on eight grills and I want to arrive with the kind of cake you don’t have to make a big deal out of; no frosting, no filling, no baubles, jimmies or piping and a minimal number of bowls. The kind of cake you’ve been eating your whole life yet a bite of it in the off-season will bring you back to a lazy spring weekend and a piñata filled with airline bottles of Petron.
If you’ve stopped eating pineapple-upside down cake because you were rightly scared off by the seventies wallpaper-like pattern of rubbery pineapple rings filled with unnaturally bright maraschino cherries and the bland, almost pointless cake within that are all-too-accepted as the bakery standard, fear not, you can start again. Just two things separate a great pineapple upside down cake from a cake with, uh, pineapples on top are two things, three if you include the absence of red fruit-like gems: fresh pineapple and a layer of freshly-made caramel.
Don’t be put off by the caramel; if you have a 10-inch cast iron pan, you can make it right in the bottom, and use that as your baking dish. If not, it’s only one extra dish and takes less than five minutes to make. Fresh pineapple is the real turning point, though, and I was deeply saddened to not be able to find any this weekend (that is, until after I made the cake, naturally). It’s sharp, tropical flavor is unmatched by canned version, but in a jam, the can is your friend as it also comes packaged with the pineapple juice required for the cake.
And that’s all the fancy there is to this. You can make and bake in about an hour and a half, tops, and be that much more welcome anywhere you go. I know I was.
This cake is my contribution to Barbara Harris’ of WinosandFoodies.com A Taste of Yellow Event, in which food bloggers from all over the globe create a yellow food to show support for Lance Armstrong’s LIVESTRONG Day, May 16. The event is grassroots advocacy initiative to unify people affected by cancer and to raise awareness about cancer survivorship issues on a national level and in local communities across the country. You can make a donation to the Lance Armstrong Foundation over here.
Pineapple Upside-Down Cake
Adapted from Gourmet, February 2000
The original recipe for this cake had three teaspoons of cardamom in it, alternately loved and loathed by recipe reviewers. Having no interest in a chai-flavored cake, I took it out and was left with the most flawless and easy go-to upside down cake, something I look forward to making every summer.
Topping:
1/2 medium pineapple, peeled, quartered lengthwise, and cored
3/4 stick unsalted butter
3/4 cup packed light brown sugar
Batter:
1 1/2 cups all-purpose flour
2 teaspoons baking powder
1/4 teaspoon salt
3/4 stick unsalted butter, softened
1 cup granulated sugar
2 large eggs
1 teaspoon vanilla
1 tablespoon dark rum
1/2 cup unsweetened pineapple juice
2 tablespoons dark rum for sprinkling over cake
Special equipment: a well-seasoned 10-inch cast-iron skillet. If you lack a cast-iron skillet of this size, make the caramel in a small pot and scrape it into the bottom of a similarly-sized cake pan. (I used a 9″ cake pan in the pictures above.)
Preheat oven to 350°F.
Make topping: Cut pineapple crosswise into 3/8-inch-thick pieces. Melt butter in skillet. Add brown sugar and simmer over moderate heat, stirring, 4 minutes. Remove from heat. Arrange pineapple on top of sugar mixture in concentric circles, overlapping pieces slightly.
Make batter: Sift together flour, baking powder, and salt. Beat butter in a large bowl with an electric mixer until light and fluffy, then gradually beat in granulated sugar. Add eggs, 1 at a time, beating well after each addition. Beat in vanilla and rum. Add half of flour mixture and beat on low speed just until blended. Beat in pineapple juice, then add remaining flour mixture, beating just until blended. (Batter may appear slightly curdled.)
Spoon batter over pineapple topping and spread evenly. Bake cake in middle of oven until golden and a tester comes out clean, about 45 minutes. Let cake stand in skillet 5 minutes. Invert a plate over skillet and invert cake onto plate (keeping plate and skillet firmly pressed together). Replace any pineapple stuck to bottom of skillet. Sprinkle rum over cake and cool on plate on a rack.
Serve cake just warm or at room temperature.
Cake may be made 1 day ahead and chilled, covered. Bring to room temperature before serving.





mmm, I think I’ll try it out this weekend! Thanks deb!
I may have a barbecue just so you will bring this!
My empanada’s were stolen. My heart is completely broken. All I want is an empanada. I am so depressed. Please make more, I promise not to lose them this time.
Oh, and BTW, that cake was tasty! Yum.
This looks perfectly delicious. Love the cake saver.
I’m going to admit something, I’ve never eaten Pineapple Upside Down Cake. Yup, you heard it here first. *hides with Jocelyn’s empanada’s - yummy*
You empanada thief! Ugh. Well at least you are better then me. I am apparently a salad molester. Yes, it is true. I’m disgusting.
Ooops, premature posting. But, I would love to try it one day. Though, baked pineapple and cake, I don’t know how I’d do with that kind of combo. It’s all about the texture. Is the cake overly wet or just the right amount of softness? Also, is the pineapple really sticky in your mouth with the caramel?
I saw that you had an affair with the baby greens. I hope that they were good to you in the morning and at least cuddled a bit.
mmmmmm. I LOVE that you wrote about Pineapple Upside Down Cake. This has been a favorite of mine since i was little and so many people are all “Pineapple WHAT cake? Never heard of it.” My recipe is a little different, but probably a mixture of the ‘boring’ and this, which sounds wonderful and i WILL have to try sometime!
Mary — The cake carrier I use is actually a 10″ Kaiser springform pan, but when you pop the side off, you can use it to carry more than cheesecake. I wouldn’t call it the most rugged of carriers (I don’t trust the handle and instead drop the whole thing in a bag), but certainly more pretty than others that I’ve seen.
Joc — It’s not my fault you let Tim make you cocktails and proceeded to forget the empanadas. Sounds like the early birds got the egg. ;) Speaking of, when Alex and I left at 9, it was still a fairly civilized affair. Then RGD came over last night having not been home yet from the day before. You people make me feel old.
Jenifer — I don’t think it’s really sticky. The caramel sinks in a bit, because it’s baked right into the cake. It just adds extra flavor and an ever-so-slight crunch to the top. You just know I’m dying to make the caramel next time with salted butter, btw. I’ll let you all know if I do.
I think we must have an ESP(N) thing going on. I’ve been wanting to make a pineapple upside down cake for a few weeks now, and here you are with a recipe for exactly that! Thank goodness the boyfriend isn’t allergic to pineapple.
I am so unhappy with that answer. Please please please make me empanada’s. Don’t make me cry.
Cast-iron? Anything to whip out the BIG pan. Or at least, the heaviest. Can you help me lift if off the hook of the pot rack?
I made this once over the winter with gingerbread spices and I concur, it’s delish, would’ve never thought of it for summer, but the pineapple’s perfect. I think I sprinkled some extra sugar on top and bruleed it b/c I felt like the top wasn’t as pretty as I’d like.
This looks very similar to Ina’s plum cake she made for me the other day (me and millions of other viewers). I’m guessing it’s basically the same, just a different fruit and different liquor. Yumm.
Yes! In fact, I’ve always wanted to make Ina’s plum cake but 1) Alex is wrongly put off by plums in desserts (he won’t be after this summer, I promise) and2) I remember reading a blog where someone hadn’t loved the recipe. I’ve long forgotten what it was. I think Ina also makes an apple version, but she calls it her “tarte tatin cake.” I’d like to try another version of this, however, and I’m thinking of either playing around with mangoes, strawberries or even pears.
Merecedes — Gingerbread spices, I’ve never heard of that! Perhaps the caramom addition isn’t as off-base as I’d thought.
Brandon — Ha! I can’t even lift my own. And the 7.5 qt. Dutch oven counts as my bicep curls any day I wash it.
Looks gorgeous! I just love pineapple upside-down cake… yum! Oh, and if you are serious about perfecting your mint julep this summer, here’s an idea for you: I had the most delicious mint julep of my life recently at a nearby restaurant, and it was so absolutely simple. They filled a glass with a few scoops of a homemade mint sorbet, then poured a couple shots of classic Kentucky Rebel Yell Whiskey on top! The sorbet melted into a cloudy and fragrant alcoholic pool of deliciousness that I simply cannot give justice to with words. Give it a try! I just need to find a really good mint sorbet recipe now…
Pineapple upside-down cake should be in everyone’s repertoire. I have a friend who requests it regularly but refers to it as “bend-over cake” (English is not her first language). I love your recipe, particularly the rum — and I love the idea of using salted butter. I sometimes make it with browned butter, and with freshly-grated nutmeg — more subtle than cardamom, and perfect with pineapple, I think.
something very strange happened…i swear i had left a comment earlier…seems to have vanished ! well this is a beautiful entry for a taste of yellow, although i’m not a big fan of pineapples and specially upsidedowns i like your twist with the caramel and omitting those scary n gaudy cherries. this one has got me rethinking my choices.
I was just pondering what to do with the pineapple that I bought yesterday, all ripe and smelling good. Problem solved!
Nor, this sounds truly wonderful, but being a simple, benighted European I have to ask: how much is 3/4 of a stick of butter? How much butter is there in a stick, anyway? I’d love to know the weight - I’ve spent too much time pressing butter into a measuring cup and getting it out again to be really happy with cup measurements…. Apart from that, the cake looks and sound great, and I’d love to try it!
OOOHHHH top with whipped cream!!!!
great Taste of Yellow cake! and i’ll just have to take your word on the caramel… its a daunting task in a small apartment kitchen with a microstove
Delicious! Absolutely delicious.
Mangoes would be delish. I wonder what liquor would go well with that ? Maybe rum again. Pears and brandy would be a good combo. Obviously I don’t cook/bake, I just like to find good alcohol pairings for you. :)
Ok Deb I think I’m channeling you. I made a pineapple upside down cake this weekend! I used the Joy of Cooking recipe (pecans - no red cherry things). It was delicious but yours looks like I have to try it. Another cake is in my future!!!
That’s like a work of art Deb. Great entry. Thanks forjoining A Tatse of Yellow.
The thought of that tart pineapple up against the sweet caramel just made me drool a little bit before I caught it. Must go in the recipe queue.
I’m such a ham for this cake (ha ha.)
I saw these cute leetle tiny pineapple upside-down (indiv.) cake pans at Sur La Table the other day.
The strange thing is, no matter how old I grow, this cake always makes me smile and think of Amelia Bedilia.
See you in Coney Island in June?
I looks terrific, Deb - gotta try it soon!
This looks great! Since you owned up to using canned pineapple, how much did you use? Yeah, I know fresh is better. But so is being lazy sometimes.
No comment on the post…well, I do like pineapple upside down cake and probably haven’t had it in….oh, at least a few years, if not more - so I suppose I am due for some soon….but really have to say that Alex not thinking plums in desserts are any good is pure craziness!!! I have this great plum pudding cake that my fiance’s mom has passed to us and in August when the plums are plentiful here, I will risk the discomfort of raising the house temperature yet another few degrees just to bake it! I can scrounge up the recipe if you like, but it sounds like you have plans for plums in baked goods already!
What to make a friend for a pirate themed birthday party? Yar, matey! A pineapple upside down cake doused liberally in rum! But seriously, holy smokes this was tasty. Frankly, it’s lucky it made it into the oven at all, because even the batter tastes amazing! Dunno if you have the Facebook, but here’s a pic of it if you do. http://www.facebook.com/photo.php?pid=139237&id=577420559
Just made this for Memorial Day. All six guests loved it. What a treat. Thanks Deb.
I just made this for my boyfriend’s birthday… and it was DELICIOUS. I hardly ever make cakes, but this was a huge hit. I didn’t have dark rum, so I used spiced rum…. it came out great. I already have requests for a repeat performance.
Mmm.. Made this last night and between the boyfriend and I it is nearly gone.
I added coconut extract, coconut shavings and extra vanilla to the batter. Plus, thought about adding a bit of coconut milk to make a Pina Colada type deal.
Thanks for the great recipe!