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Pineapple Brown Sugar Mississippi Lil Smokies Bites
This appetizer is the ultimate “sweet meets savory” party bite. Imagine a smoky little cocktail sausage and a juicy chunk of pineapple, wrapped together in savory bacon, and then baked until the brown sugar glaze on top turns into a sticky, caramelized candy coating. It’s a flavor explosion: salty bacon, sweet fruit, smoky meat, and a hint of spice if you add a pinch of cayenne or chili powder.
While traditional “Mississippi” recipes use ranch and pepperoncini, this version leans into the “Pineapple Brown Sugar” profile, creating a tropical twist on the classic pig-in-a-blanket concept. The result is a glossy, golden-brown bite that looks impressive on a platter but is incredibly easy to assemble. It’s the first thing to disappear at game days, potlucks, and holiday parties because it hits every single craving—salty, sweet, smoky, and sticky—all at once.
Why You’ll Love This Recipe
- Flavor Bomb: The combination of salty bacon, sweet pineapple, and rich brown sugar is unbeatable.
- 3-Ingredient Glaze: The sauce is just brown sugar and pineapple juice (or spices), caramelized to perfection.
- Make-Ahead Friendly: You can assemble them a day ahead and just bake before the party.
- Crowd Pleaser: Kids love the sweetness; adults love the bacon.
- Flexible Cooking: Bake them for crispy bacon or slow cook them for a softer, saucier version.

Ingredients
The ingredient list is short but powerful. Fresh pineapple is best, but canned works too!
Step-by-Step Instructions
Prep the Components.
Preheat oven to 375°F. Cut the bacon slices into thirds. Drain the pineapple chunks (pat them dry with a paper towel to help the bacon crisp).
Tip: Cold bacon is easier to stretch and wrap than room-temp bacon.
Assemble the Bites.
Take a piece of bacon. Place a Lil’ Smokie and a pineapple chunk in the center. Wrap the bacon around both and secure tightly with a toothpick.
Tip: If the pineapple is large, cut it to match the size of the smokie so it wraps evenly.
Coat with Sugar.
Arrrange the wrapped bites on a foil-lined baking sheet (or a wire rack set over a sheet). Sprinkle the brown sugar generously over the top of each bite.
Tip: For extra coverage, roll the entire bite in the brown sugar before placing on the tray.
Bake to Crisp.
Bake for 35–45 minutes, or until the bacon is crispy and the sugar is bubbly and caramelized.
Tip: Watch them in the last 10 minutes—sugar burns quickly once it turns dark amber.
Cool & Serve.
Let them cool for 5 minutes so the glaze sets (it will be molten hot!). Serve warm.
Tip: If they stick to the foil, just give them a gentle twist to release.
Tips for Success
- Use a Rack: Baking on a wire rack allows the bacon to get crispy on the bottom instead of sitting in grease.
- Don’t Use Thick Bacon: Thick-cut bacon takes forever to cook and often stays chewy inside. Regular cheap bacon is perfect here.
- Secure Tightly: Pierce the toothpick through the bacon end, the sausage, and the pineapple to keep it all together.
- Line the Pan: The caramelized sugar is a nightmare to clean. Always line your pan with foil or parchment.
Variations & Substitutions
- Spicy Kick: Mix 1 tsp of chili powder or cayenne pepper into the brown sugar before sprinkling.
- “Mississippi” Style: Sprinkle a packet of ranch seasoning over the bites along with the brown sugar for a savory twist.
- BBQ Glaze: Brush the bites with BBQ sauce in the last 10 minutes of baking.
- Slow Cooker Method: Wrap them, broil for 5 mins to crisp slightly, then toss in a slow cooker with brown sugar and pineapple juice on Low for 2 hours.
What to Serve With It
- Ranch Dip: Cool creamy ranch pairs perfectly with the sweet glaze.
- Veggie Platter: Fresh veggies balance the rich, salty meat.
- Spicy Mustard: A tangy dipping sauce cuts the sweetness.
Storage & Reheating
- Fridge: Store leftovers in an airtight container for up to 3 days.
- Reheating: Reheat in the oven or air fryer at 350°F for 5-8 minutes to re-crisp the bacon. Microwave will make them soggy.
- Freezer: You can freeze the baked bites. Thaw in the fridge and reheat in the oven.

Nutrition Facts
| Nutrient | Amount (per bite) |
|---|---|
| Calories | ~80-100 |
| Protein | ~4g |
| Carbs | ~6g |
| Fat | ~6g |
| Fiber | ~0g |
| Sugar | ~5g |
| Sodium | ~250mg |
| Diet Suitability: Gluten-Free (check sausage labels). |
Common Mistakes to Avoid
- Soggy Bacon: This happens if you crowd the pan or don’t bake long enough. Give them space!
- Burnt Sugar: Brown sugar goes from caramelized to black fast. Keep an eye on the oven.
- Wet Pineapple: If you don’t dry the pineapple, it steams the bacon from the inside. Pat it dry!
FAQ
Can I make these in an Air Fryer?
Yes! Cook at 375°F for 10-12 minutes, shaking halfway. Work in batches so they crisp properly.
Do I need to soak the toothpicks?
It’s a good idea to soak wooden toothpicks in water for 15 minutes so they don’t burn in the oven, but it’s not strictly mandatory for shorter bake times.
Can I use turkey bacon?
You can, but it has less fat and won’t get as crispy or flavorful. You might need to spray it with a little cooking oil.
Can I skip the pineapple?
Yes, simple Brown Sugar Bacon Smokies are a classic on their own. The pineapple just adds a fresh, fruity contrast.
Conclusion
These Pineapple Brown Sugar Lil Smokies Bites are the perfect example of “ugly delicious”—they might look messy, but they taste like heaven. The mix of crispy salty bacon, juicy sweet pineapple, and sticky glaze makes them impossible to stop eating. If you loved this, try my Amazing Texas Roadhouse Salmon in 30 Minutes next for another spicy-salty winner!
Pineapple Brown Sugar Mississippi Lil Smokies Bites
Delicious Pineapple Brown Sugar Mississippi Lil Smokies Bites offer a unique and flavorful appetizer perfect for gatherings, parties, or a cozy night in. The combination of sweet pineapple, rich brown sugar, and savory lil smokies creates a mouthwatering experience that will impress your guests.
Ingredients
- 1 package Lil Smokies
- 1 can Pineapple Chunks
- 1/2 cup Brown Sugar
- Toothpicks
Directions
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Preheat your oven to 350°F and line a baking sheet with parchment paper.
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Drain the pineapple chunks and set them aside.
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Cut the lil smokies into bite-sized pieces and wrap each piece with a pineapple chunk.
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Secure the lil smokies and pineapple with toothpicks and place them on the prepared baking sheet.
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Sprinkle brown sugar generously over the lil smokies and pineapple bites.
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Bake in the preheated oven for 15-20 minutes or until the brown sugar caramelizes and the lil smokies are cooked through.
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Serve warm and enjoy these irresistible Pineapple Brown Sugar Mississippi Lil Smokies Bites!

