Baking In Stilettos/ Desserts/ Tried and True Recipes

Going Tropical for #CookieWeek with Pineapple Cookies with Vanilla Rum Glaze

Welcome to the day 2 of Cookie Week, hosted by Kim of Cravings of a Lunatic and Susan of The Girl In the Little Red Kitchen! We’ve teamed together with 10 other talented bloggers to bring you 5 fantastic days of cookie recipes to get you in to the holiday spirits. If you love to pin make sure to check out our #CookieWeek Pinterest board full of all the cookie recipes you’ll see here this week!

I decided that I’d play Frankenwench in my kitchen today and whipped up a batch of Pineapple Cookies with Vanilla Rum Glaze for #CookieWeek.  You know, I love lots of reasons to incorporate cocktails into my desserts and these cookies were complimented by the rum both in the glaze and in the cookie batter.  Add to that a taste of the tropics with some crushed pineapple and you have a cakey type cookie that your guests will go “What IS that flavor?!” as they are reaching for another cookie.

The glaze can be a bit runny – but the first person that complains, send them my way – I’ll tell them that they are “rustic” because, quite frankly, the flavors totally outweigh the look of the glaze having a mind of it’s own and “exploring” the baking sheets.  I can see that these cookies will be part of the holiday cookie swaps and if you want to add a bit of sparkle, feel free to add some sparkling sugar. What I do know is that one bite of these will have you thinking of swaying palm trees, waves hitting the shore and you having a cocktail in one hand, this cookie in the other.



Gather your ingredients

Pineapple Cookies with Vanilla Rum Glaze - Ingredients | Cooking In Stilettos

Mixing in the crushed pineapple with a touch of vanilla and rum

Pineapple Cookies with Vanilla Rum Glaze - Mixing in the Pineapple | Cooking In Stilettos

A quick sauna in the oven

Let’s make the glaze – starting with the reserved pineapple juice

Pineapple Cookies with Vanilla Rum Glaze - Making the Glaze | Cooking In Stilettos

Shall I pass you one?

Pineapple Cookies with Vanilla Rum Glaze | Cooking In Stilettos


Yields 36

Pineapple Cookies with Vanilla Rum Glaze

This fruity pineapple cookie will have you thinking of escaping to a land of palm trees, cocktails in coconuts and a blue blue ocean. Added bonus - it's drenched in a Vanilla Rum Glaze

20 minPrep Time

21 minCook Time

41 minTotal Time

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Recipe Image


    For the cookies:
  • 1/2 cup of butter, softened
  • 1 cup of packed light brown sugar
  • 1 egg, room temperature
  • 1 cup of crushed pineapple, juice reserved
  • 1 teaspoon of vanilla extract
  • 1 - 2 teaspoons of rum
  • 1 tablespoon of pineapple juice
  • 2 cups of flour
  • 1 1/2 teaspoons of baking powder
  • 1/4 teaspoon of baking soda
  • 1/4 teaspoon of salt (I used Susan's vanilla salt again)
  • For the Vanilla Rum Glaze:
  • 1 1/4 cup of powdered sugar
  • 3 tablespoons of pineapple juice
  • 1 tablespoon of white rum
  • 1 1/2 teaspoons of vanilla extract
  • Pinch of salt


  1. Preheat the oven to 325 degrees F. Line baking sheets with parchment paper or silpats and set aside.
  2. In a large bowl, using an electric mixer, cream the butter and brown sugar together until light and fluffy.
  3. Add the egg and beat until fully incorporated.
  4. Follow that with the crushed pineapple, vanilla extract, rum and pineapple juice. Mix until fully incorporated.
  5. In a small bowl, whisk together the flour, baking powder, baking soda and salt.
  6. Using a spatula, gently mix the flour mixture into the wet ingredients.
  7. Using a small cookie scoop, drop balls of the cookie dough onto the lined baking sheets. Bake for 20 - 21 minutes until fully golden. Let cool.
  8. To make the glaze, in a small bowl, whisk together the powdered sugar, pineapple juice, rum vanilla extract and a pinch of salt.
  9. When it's reached its desired consistency, drizzle or coat the cooled cookies with the glaze.
  10. Enjoy!



3330 cal


63 g


650 g


33 g
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