Cuban Sandwiches with Kahlua Pork

Last Sunday Morning, I started the process of the most delicious pulled pork that there ever was. This pork roast is slow cooked for about 18 hours, and contains only three key ingredients. It is the most tender, juicy, salty, perfect pulled pork that I’ve ever had. This is not my original recipe, but I did change a couple things to make it a little more calorie friendly, such as using just a few slices of center-cut bacon in place of the regular bacon, and really trimming the fat off of the pork shoulder roast before it goes into the slow cooker.

I have never been to Hawaii, but I am told by my mama that it tastes identical to the pig that they roast in the ground there. So If you’ve ever been to the aloha state and would love a taste of nostalgia, here’s your chance! Also, if you have never been, then here’s your chance to taste some authentic-ish Kahlua Pork. If you’d like to check out the original recipe, you can find it over at Nom Nom Paleo! She has other fantastic recipes if you’re ever looking to eat in a more paleo lifestyle. I tried the paleo ways and I tried it for quite awhile. It was fun while it lasted, but bread. cheese. BREAD. They are life. That’s another reason I’ll probably always be such a fan of Weight Watchers.  I can have my bread, and eat it too!

Now before you get excited and you want to make these delicious lightened up Cuban sandwiches for dinner tonight, keep in mind- if you are going the Kahlua pig route for the pulled pork part of the sandwich, you must start cooking the pork the day before. It needs 16-18 hours in the slow cooker for it to really be just right. It’s worth the wait, I PROMISE.

If you have another pork recipe you’d like to try that is quicker and/or you’re already more familiar with, that’s cool, It’s totally up to you.  Keep in mind that for the Cuban sandwich to be as tasty as possible it requires a few key elements, one being some delicious tender pork.

So… After you’ve waited for precisely 18 hours, you can finally open up your crock pot. Peel a piece of this pulled pork right off the roast. Pop it in your mouth, close your eyes, and thank the stars above!


Lay your roast on a cutting board and shred it up. You’ll more than likely have some pieces of fat on there that you weren’t able to get cut off before it started cooking. So remove those as well as the few cooked bacon pieces. Shredding will be easy as pie as this is the most tender piece of meat that there ever was.


Now for your Lightened Up Cuban Sandwiches..



Gather up your ingredients! For four sandwiches you will need- Deli Ham, some thin provolone slices or Laughing Cow Swiss Cheese Wedges, Mayo, Dijon Mustard, Worcestershire,  Dried Minced Onion, Thin Pickle Slices, and Some buns!


Skinny Cuban Sandwiches

Mix up a spread with the mayonnaise, Worcestershire, Dijon mustard, and minced onion. This is my favorite mix to eat on many  different sandwiches. I call it my Smokey Mayo! It adds dimension to any sort of sandwich.


Skinny Cuban Sandwiches

Sauté your ham slices in the skillet. You don’t have to do this step, but I personally like when the whole sandwich is heated through nicely.


Skinny Cuban Sandwiches

Add your pulled pork and do the same. If your pork is coming fresh out of the slow cooker, then you may also skip this step. You definitely want this part nice and warm!


Skinny Cuban Sandwiches

Grab some buns! I used Healthy Life Wheat Sandwich Buns to keep my calories lower. You can really use any type of bread or sandwich bun that you’d like.


Skinny Cuban Sandwiches

Divide your smokey mayo mix evenly and shmear it on those buns!


Skinny Cuban Sandwiches

Now, it’s time to start stacking these sandwiches! First comes the pulled pork…


Skinny Cuban Sandwiches

…then some slices of ham…


Skinny Cuban Sandwiches

…and Provolone… (you can also use a wedge of laughing cow creamy Swiss, either way is delicious!)


Skinny Cuban Sandwiches

…and of course, some dill pickles! (I was down to one last pickle for these photos- otherwise they would have been STACKED, because I LOVE pickles.)


Skinny Cuban Sandwiches



Skinny Cuban Sandwiches

You can use real butter or light butter (or like me some spray butter) to lightly spray your buns so they get a nice buttery taste when grilling in the pan!


Skinny Cuban Sandwiches

Lightly spray your pan with some cooking spray. Set your sandwich butter-side-down first, and smash it!


Skinny Cuban Sandwiches

Add butter to the other side of the bun.


Skinny Cuban Sandwiches

Flip again, and grill until the buns are nicely browned, and the cheese is oozing out of the sides.


Skinny Cuban Sandwiches

Skinny Cuban Sandwiches

and Voila! You’ve got yourself a PERFECT Lightened-Up Cuban Sandwich. So delicious!


Skinny Cuban Sandwiches

If you’re like me and you’re watching your calories (or points), you may not be able to eat all four of these sandwiches at once… Like I really, really wanted to.
You can wrap up the sandwiches in some tin foil, and just reheat them in the oven at 350 Degrees for about 15 minutes.


Skinny Cuban Sandwiches

They taste even better the second day. The worst thing about these sandwiches is that Eric ate them all, and I only got two!


I hope you are able to make these quickly and without any trouble, and that you’re able to enjoy them as much as we did. This is seriously one of my favorite things to come out of the kitchen in quite a while.


Xoxoxoxoxo- Star

5 from 1 vote

Cuban Sandwiches with Kahlua Pork

A lightened up street truck special, from my kitchen to yours!
Prep Time 10 minutes
Cook Time 10 minutes
Servings 4
Author Star


  • 4 sandwich buns (I use Healthy Life Whole Wheat Buns)
  • 8 oz Kahlua Pork
  • 8 oz deli ham
  • 4 slices ultra thin provolone or 4 wedges creamy Swiss laughing cow cheese
  • 12 thin sliced pickles (Claussen are my go-to pickles)
  • 4 tbs light mayo
  • 3 tbs dijon mustard
  • 2 tbs worshestire
  • 1 tbs dried minced onion
  • I can't believe it's not butter spray or light butter


  1. In a small bowl, mix together mayo, dijon mustard, Worcestershire sauce, and dried minced onion. Set aside.
  2. In a small skillet, heat up and brown your deli ham and pulled pork (this is totally optional).
  3. Evenly divide and spread the mayo mixture onto the top and bottom of the buns.
  4. On your bottom bun stack 2 oz of pork, 2 oz of ham, a slice of provolone cheese, and then your pickle. Close your sandwich, and spray the top with some butter spray, or brush with melted light butter.
  5. In a lightly sprayed skillet, over medium heat, place your sandwich top-side down, and carefully press down with your hand to flatten out the sandwich.
  6. Spray or brush with butter again on the bottom side of the bun, and continue to grill until the cheese is gooey and the bun is golden brown.
  7. Enjoy!

Recipe Notes

Serving Size: 1 Sandwich

9 Freestyle Smart Points (calculated with Weight Watchers Recipe Builder)
9 Smart Points (calculated with Weight Watchers Recipe Builder)

8 Points Plus (calculated with My Score Plus)

305 calories fat 15g, saturated fat 5g, carbohydrates 24g, fiber 5g, sugar 5g, protein 23g (calculated with My Fitness Pal)


  1. So excited about this recipe! Thank you Star! I’m also looking forward to seeing your Cheesy Chicken Buffalo Wraps recipe! xx’s – H

    • Yay! I hope you love it. I’m working on the wraps right now! Sorry for the delay I swear everytime I say okay this will be done this week twelve things pop up haha!

  2. Looks yummy, been waiting for this one since you posted it on IG!
    (PS I am also waiting for the Buffalo wraps *Heart-eyed emoji*)

    • Sorry it took so much longer than I thought! I’m working on the buffalo wraps one right now. I would say it will be posted tonight, but whenever I say that something comes up haha! Expect it super soon!!!

      • LOL I totally understand! Tried the Sausage Gravy bake in the meantime, was a winner in this house for sure. 🙂

  3. I’m sure I will! No worries! I totally get it! Life happens… 🙂

  4. undercoverweightwatcher

    I’m so glad that you are sticking to your guns and eschewing paleo for bread friendly ww. We bread loving gals have to stick together! These look fantastic, Star!

  5. Star,
    I am excited to try these sandwiches but am I blind? I cannot find in your blog post what other ingredient you placed in the crockpot with the pork roast and bacon. It says “3 ingredients”.

    • Hawaiian sea salt! I will edit the post this evening if I did not write it in there! You generously cover the raw pork butt with the sea salt before placing in the crock pot! I hope you enjoy!

  6. I am also a little confused. The pork sounds delicious, but I need more instructions.

  7. Kehra Woolfolk

    So. So. Deeeelish! Made the Cuban sammies today for dinner and they were sooooo good! I’ve been wanting a good Cuban since watching that movie Chef! Love following you and appreciate the inspiration and motivation! Thank you Star!
    much love,

  8. A Sis That Can't Cook

    Let me start with OMG!!!! I think I just fell in love with my sandwich!!

    If you haven’t made Kahlua pork yet…shame on you! And if you haven’t made these with your Kahlua pork, you are MISSING OUT!!
    I literally just finished my sandwich and am debating making another!! It’s that good…. I would totally forgoe the points, but I am full and don’t want to feel miserable for the day. So I will devise a plan to hide one in the back of the fridge for my dinner and when my husband asks were I got it, I will innocently tell him, “I just found it in the fridge”.

    • hahaha!~ I am so happy you liked them. This is the real test though, Did Carter like them!? Or… did you even share? haha! I need to make these asap!

      • A Sis That Can't Cook

        I did NOT share!! Brad only go to taste one I had made for myself! Sooooo…. guess what is back on the menu for next week!

  9. I give up! I searched everywhere and can’t find your Kahlua Pork Crockpot recipe. Can you please tell me how you make it or where to find the recipe?

  10. Star, I fixed your Cuban Sandwich today. I didn’t know how I’d like the mayo/Dijon/Worcestershire mixture but we loved it! It really enhanced the sandwich. Thanks for sharing. I subbed Sara Lee delightful multi grain bread for the bun because I couldn’t find low fat buns.

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