Giant Pina Colada Cookie Cups


These simple, moist pineapple flavored Giant Pina Colada Cookie Cups with rich, creamy coconut frosting are your favorite drink made into a dessert!  It will feel like Summer every day with these delicious jumbo cookie cups.

Giant Pina Colada Cookie Cups dessert recipe have the best flavors of summer: pineapple and coconut. Great for Cinco de Mayo!

Another giant cookie cup recipe is coming at ya today – this makes #3!  Did you miss this Carrot Cake version?….or this Lemon Mousse Sugar Cookie version? With the warmer days we’ve had lately, it has really put me in a summer kind of mood.  Yesterday was 75 and sunny!  Pina Coladas have always been my favorite drink of all time and nothing reminds me of the warm weather and the beach more than a perfectly made Pina Colada in my hand – these cookie cups would be perfect for Cinco de Mayo coming up!

Giant Pina Colada Cookie Cups dessert recipe have the best flavors of summer: pineapple and coconut. Great for Cinco de Mayo!

Now you can have your Pina Colada and eat it, too! 🙂  I love pineapple in baked goods – the taste is so refreshing and vibrant!  Both the cookie cup and the frosting have a bit of coconut extract to give it that coconut flavor and this can be found in the baking aisle at your local grocery store or online.  Definitely try your best to find it, but if you can’t, use extra vanilla so the texture of the frosting and cookie cups doesn’t change.  You can add some toasted coconut shavings to the top of the cupcakes so as to not lose out on the coconut flavor if you can’t find the extract! Another tip: don’t substitute milk for the heavy cream in the frosting – it won’t turn out as creamy or velvety (however, half-and-half would work OK).  You can also find these fun straws here.

Note:  You can get a jumbo muffin tin on Amazon if you don’t already have one.  They are also great for making bakery style muffins, etc!  I also use these reusable Wilton cupcake decorating bag and decorating tips for piping on the frosting.

Giant Pina Colada Cookie Cups dessert recipe have the best flavors of summer: pineapple and coconut. Great for Cinco de Mayo!

This is after I made the indentation with the tablespoon scoop

Giant Pina Colada Cookie Cups dessert recipe have the best flavors of summer: pineapple and coconut. Great for Cinco de Mayo!

Giant Pina Colada Cookie Cups dessert recipe have the best flavors of summer: pineapple and coconut. Great for Cinco de Mayo!

Giant Pina Colada Cookie Cups
Prep time: 
Cook time: 
Total time: 
Serves: 10 cookie cups, depending on size
Giant Pina Colada Cookie Cups dessert recipe have the best flavors of summer: pineapple and coconut. Quick and easy jumbo dessert recipe!
Cookie Cups:
  • 1 stick butter, softened to room temperature
  • 2 large eggs
  • 8 oz crushed pineapple, drained very well!
  • 1 box white cake mix
  • 1 tsp. coconut extract
  • 3 Tbsp all purpose flour
  • ¾ cup unsalted butter, softened to room temperature
  • 3 cups confectioners' sugar
  • ¼ cup heavy cream
  • 2 teaspoons vanilla extract
  • ½ teaspoon coconut extract
  • ¼ teaspoon salt
Cookie Cups:
  1. Preheat oven to 350 degrees F (175 degrees C). Grease jumbo muffin tin with cooking spray.
  2. Mix all the ingredients together in a bowl with an electric mixer. Drop batter into muffin tins (fill about half way).
  3. Bake for 17-18 minutes or until set.
  4. Make indentation/craters in cookie cups while still hot with the back of a tablespoon or small cookie scoop (step pictured above). This indentation is where you will put frosting into.
  5. Cool completely IN the pan on a wire rack.
  6. Run a butter knife around the edges of the cooled cookies to loosen and gently lift out. I didn't need to do this, I just pulled them out with my fingers.
  1. In a bowl of a stand mixer or hand-held mixer fitted with paddle attachment, beat the softened butter on medium speed until smooth and creamy (about 2-3 minutes). Turn mixer off and add confectioners' sugar, heavy cream, vanilla, and coconut extract. Mix on low for 1 minute then increase to high speed and beat for 3 full minutes to get it nice and creamy. You can add powdered sugar if frosting is too thin or more cream if frosting is too thick, but mine was perfect.
  2. Transfer frosting to a piping bag, or make your own piping bag using a ziplock bag (put filling in bag, work it to the bottom of one corner, twist off the top and snip off a small bit of the corner).
  3. Frost the cookie cups (I used Wilton #12 piping tip) once they are completely cooled. Pipe the filling in high, swirling mounds into the indentation you made earlier and mound it on top, like frosting a cupcake. There may be leftover frosting depending how much you use on each cookie cup.
  4. Top with a cherry, shaved coconut, and/or cup up straw pieces.
Store in an airtight container at room temperature for up to 3 days or refrigerator up to 4 days.

Recipe source:  Cookie Cups: Wishes and Dishes original. Frosting:

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These are a few of my favorite things: cooking, baking, Broadway musicals, cruises, Disney World, Christmas, thunderstorms, 80's and country music, and my favorite pastime has ALWAYS been baseball. Go Yankees!

46 Responses to “Giant Pina Colada Cookie Cups”

  1. April 23, 2014 at 12:15 AM #

    What a fun little treat! Pineapple and coconut always make me thing of the warmer weather and this would be perfect for any outdoor gathering.

  2. April 23, 2014 at 12:41 AM #

    These cookie cups are absolutely adorable, Ashley! The pineapple and coconut sounds so good!

  3. April 23, 2014 at 6:14 AM #

    Loving your cookie cup ideas, and this one is making me CRAVE summertime!

  4. April 23, 2014 at 8:33 AM #

    How cute! Perfect for a summer party!

  5. April 23, 2014 at 8:35 AM #

    These are so cute! I love the drink umbrellas!

  6. April 23, 2014 at 9:01 AM #

    Coconut and pineapple are two flavors that were just meant to be combined, aren’t they? They always make me think of warm weather and fun on the beach. I love your little drink umbrellas and straws – so fun!

  7. April 23, 2014 at 9:53 AM #

    I love fruity cupcakes with umbrellas. So cute!

  8. April 23, 2014 at 10:12 AM #

    These will be perfect for cinco de mayo just as you said! Going to check out those carrot cake cookie cups right now. That’s my favorite flavor!

  9. April 23, 2014 at 11:17 AM #

    This is such a fun variation on a cookie! Love the pina colada flavours.

  10. April 23, 2014 at 11:24 AM #

    Love the cookie cup idea, very unique!

  11. April 23, 2014 at 11:42 AM #

    These look like summer! I love how you decorated them . . . just darling! 🙂

    • April 25, 2014 at 12:59 PM #

      Thanks Claire! You’re too kind!

  12. April 23, 2014 at 11:48 AM #

    How fun! I love these little cups!

  13. April 23, 2014 at 2:11 PM #

    I love this! Such a terrific dessert — perfect for a picnic. Very creative — thanks.

    • April 25, 2014 at 12:58 PM #

      Thank you john!!

  14. April 23, 2014 at 2:19 PM #

    Pineapple and coconut is such a delectable combo – and these cookie cups are just too adorable! Ashley ever thought of selling these? These could be the next cronuts!

    • April 25, 2014 at 12:58 PM #

      Aww u are so sweet! I have never thought about it but thanks for thinking they are good enough for that!!

  15. April 23, 2014 at 3:54 PM #

    These cups are just too cute! And I am absolutely loving the fact that you put pineapple in the cookie!

  16. April 23, 2014 at 4:07 PM #

    These might be my favorite giant cookie cups yet – so tropical!

  17. April 23, 2014 at 5:27 PM #

    These look adorable!! I love your food photography and the the little umbrellas — too cute!!

  18. Ginny McMeans
    April 23, 2014 at 5:36 PM #

    I love your cookie cups! I have got to try this recipe.

  19. Lora @cakeduchess
    April 23, 2014 at 6:43 PM #

    I bet the pineapple adds such wonderful moistness to those cookie cups…what a fun spring treat idea!!

  20. April 23, 2014 at 7:17 PM #

    How fun are these?! Love the idea!

  21. April 23, 2014 at 8:05 PM #

    What an awesome cookie. I wouldn’t have to share, would I? I adore the frosting you used.

  22. April 23, 2014 at 9:19 PM #

    What a fun dessert to serve for a party – the umbrella is a cute touch!

  23. April 23, 2014 at 9:44 PM #

    I am all about giant cookie recipe Ashley!

  24. April 24, 2014 at 9:56 AM #

    These are gorgeous! I love the taste of pina coladas- definitely making these!

    • April 25, 2014 at 12:56 PM #

      It’s my fave! Thanks!!

  25. April 24, 2014 at 1:48 PM #

    AW-dorable! And just in time for Cinco de Mayo! Pinned!

    • April 25, 2014 at 12:55 PM #

      Thank you so much for the pin!!

  26. April 24, 2014 at 2:41 PM #

    How fun are these!! With the cherry and umbrella – so festive! I haven’t had a pina colada in forever … I think I need to make me some cookie cups!

    • April 25, 2014 at 12:55 PM #

      Aww thanks Ashley!!

  27. April 24, 2014 at 10:11 PM #

    Wow! This looks like a bite sized bit of heaven! I adore Pina Colada, what a scrumptious idea! Thanks 😉

    • April 25, 2014 at 12:55 PM #

      Thank you Dawn!!

  28. April 25, 2014 at 6:35 PM #

    Look at their little umbrellas! Oh, these are too cute, Ashley. What a fun treat for summertime!

    • April 25, 2014 at 10:48 PM #

      Aww thanks! I loved the umbrella haha

  29. April 26, 2014 at 9:03 AM #

    they look delish!

  30. April 26, 2014 at 9:41 AM #

    I love pina colada anything, so these are right up my alley — especially with the pretty maraschino cherries on top! And using pineapple in the dough is a great idea!

  31. April 26, 2014 at 10:11 AM #

    These are really so cute and just what we need to get us into the summer vibe.. 🙂
    Happy weekend!! xoxo

  32. Carrie
    April 26, 2014 at 4:03 PM #

    Love them! How would the cooking time change for regular muffin sized cookies?

    • April 26, 2014 at 5:26 PM #

      That is a great question! I’ve never made them like that before but I would guess that baking time would be just a couple minutes shorter? Check them early just to be sure


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