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Pineapple Cooler

The pineapple cooler is a creamy, boozy beverage is perfect for a hot summer day and loaded with pineapple flavor (and rum, of course)! Try a tequila sunrise or salty dog cocktail next.

Pineapple cooler summer cocktail with lime, strawberry and a maraschino cherry on a napkin

Guys, it’s summer. I know that the calendar says it’s not until Thursday the 21st, but Massachusetts has never been one to… oh, I don’t know, pay attention in the least to where seasons actually fall.

It was 85° yesterday, and today it’s going to be the same, and if it started snowing tomorrow, there’s no part of me that would be surprised at this point. 

Speaking of yesterday’s weather, I ran around like a bunny in it! Okay, maybe not so much like a bunny because I had a path I had to follow and some semblance of direction in life.

It was the Spectacle Island 5K which is a beautiful Boston Harbor Island and it’s becoming an annual tradition for Bill and I to participate. Last year I just photographed him because it was his first race ever (!), and this year I ran with him.

He’s faster than I am, so finished well before me and grabbed a few shots when I was crossing the finish line:

Leslie Haasch running the Spectacle Island 5K
Leslie Haasch running the Spectacle Island 5K

What I’ve learned, is that evidently I am a descendant of hover cat and my feet never actually touch the ground. So why do my feet hurt so much?!

My uterus has been a real moody jackass for the last week, so the fact that I was able to run this at all was a small miracle for me. AND I finished 58 seconds shy  of my personal best.

I have no idea how that is possible, because if you look at a picture of Spectacle Island, you’ll notice that it’s a bunch of hills. And I hate hills. And my uterus also hates hills.

Bill and Leslie after the Spectacle Island 5K

So to honor my completion of the race and the unofficial start of summer here in the Bay State, today’s recipe is bright and sunshine-y – much like my lemon poppyseed dressing recipe (which p.s.: you guys have fallen in love with it and it makes my heart sing).

These pineapple coolers are also full of booze, which is important for a good summer cocktail. Say what you will about alcohol and dehydration in summer heat, but… well, okay, yeah, that’s a real thing.

So don’t go nuts and chug six of these, but sip and enjoy while you sit on your porch, basking in the sun. Like a lizard. If lizards drank booze.

Pineapple cooler summer cocktail

There’s no rule that says you have to garnish this with anything. Not a damn thing, if you don’t want to. But I’m all about adding fruit to my drinks because 1) that gives it more color and makes me feel fancy, and 2) it’s food, and I like food.

You know those crazyass milkshakes that they “garnish” them with something like a strip of bacon, a donut, and an entire ice cream sandwich?

That’s using the term garnish extremely loosely. So I don’t (usually) go that crazy with it, but I do love me some maraschino cherries. I’d eat an entire container of those in one sitting if I didn’t need them for recipes it were socially acceptable. 

Pineapple cooler summer cocktail with lime, strawberry and a maraschino cherry on a napkin

You can even add a straw if you want to be fancy schmancy. Or if you just like to drink out of straws.

Either way.

Pineapple cooler summer cocktail with lime, strawberry and a maraschino cherry with a straw

A few tips:

  • Try a piece of the pineapple before you blend it to see how sweet it is. That’ll give you a good idea of how much sweetener, if any, you’ll want to add during the blending process.
  • Speaking of pineapple, save a chunk or two if you want to use them as garnish (like, for real garnish, not ridiculous milkshake garnish). I promptly forgot when I was shooting this recipe and I will regret it until the day I die.
  • Use a good blender (aff link)I probably should have started with this one. Our blender (aff link) is… not great, so we end up with a thicker and more toothsome drink when we make it. I’m actually totally good with that because I enjoy it that way, but if you have the Vitamix blender of my dreams you can get it smooth and creamy.
Pineapple cooler summer cocktail with lime, strawberry and a maraschino cherry on a napkin

Aside from advising you to make these immediately, I really don’t have much else to say about them.

So… just… go do that, okay?

Pineapple cooler summer cocktail with lime, strawberry and a maraschino cherry

Pineapple not your thing?

Well then why are you here?! Just kidding – thanks for sticking around. But if pineapple’s not your favorite, here are some other options for your summer indulgence:

After you’ve made this recipe, please leave a comment below with a rating – and if you came from Pinterest, add a photo to the Pin of what you make to the pin to share your experience!

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Pineapple cooler summer cocktail with lime, strawberry and a maraschino cherry with a straw

Pineapple Coolers


  • Author: Leslie Kiszka
  • Prep Time: 5 minutes
  • Total Time: 5 minutes
  • Yield: 2 servings 1x

Description

This creamy, boozy beverage is perfect for a hot summer day and loaded with pineapple flavor!


Scale

Ingredients

  • 1 pineapple, sliced into chunks (about 4 cups)
  • 1 1/2 to 2 cups ice cubes
  • 1/2 cup coconut milk
  • 1/3 cup rum
  • Simple syrup or honey, optional
  • Maraschino cherries, pineapple chunks, lime slices (for garnish)

Instructions

  1. Blend pineapple chunks, ice, coconut milk and rum in a blender (aff link) or food processor until combied and smooth.
  2. Taste test and if you’d like it sweeter, and add honey or simple syrup a little at a time, blending again to combine.
  3. Pour into glasses and garnish with cherries, pineapple chunks, and/or lime slices and serve immediately. Enjoy!

Notes

Tip: Taste a piece of pineapple before making the drinks. If you find that the pineapple isn’t very sweet, then you’ll know ahead of time that you may want to add a sweetener.

  • Category: Drink
  • Method: Blend
  • Cuisine: American

Keywords: summer cocktail, pineapple cooler, summer drink, pineapple cocktail

Recipe Card powered byTasty Recipes

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Let us know what you think!

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Kathy

Saturday 25th of July 2020

If using canned pineapple do you drain it?

Leslie Kiszka

Saturday 25th of July 2020

Yes, you'd want to drain it - otherwise, you'll have too much liquid. However, you could also *not* drain it and offset the extra liquid by reducing the amount of coconut milk you use. Hope you like it!

Heather

Monday 25th of June 2018

You had me at pineapple and RUM!! This looks so refreshing!! This would be my summertime life saver down here in Florida .. love the recipe and coconut milk too? Yes Please!! PS.. Laughed out loud at 'uterus being a moody jackass' ... (been there, done that,got rid of that!) .. :)

Saima

Sunday 24th of June 2018

I love pineapple drinks in the summer! And paired with coconut milk, I can just imagine the flavour explosion. Thanks for posting this lovely recipe. Perfect for the season!

Jessica Knott (swanky recipes)

Sunday 24th of June 2018

Omgosh, this is always a refreshing drink to make during the summer. Last summer I made these all the time only I used sweetened condensed milk and more pineapple juice, yum!

Sam | Ahead of Thyme

Sunday 24th of June 2018

This looks amazing!! I am going to make a non-alcoholic version for my bbq next weekend!!

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