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In a large bowl, toss pineapple spears with brown sugar, cayenne pepper, vanilla extract, and kosher salt until evenly coated.
Cover with plastic wrap and marinate for 30 minutes at room temperature, or refrigerate overnight for deeper flavor. Reserve the marinade liquid.
Preheat grill pan over high heat and lightly spray with vegetable oil just before grilling.
Grill pineapple spears 1–2 minutes per side, until grill marks appear and pineapple is caramelized.
Microwave the leftover marinade liquid for 90 seconds until thick and syrupy.
Transfer grilled pineapple to a serving plate and drizzle with warm syrup. Serve immediately.
Prep Time
10 minutes (plus marinating time)
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