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1
Start with the pineapple.
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2
Peel and core the half pineapple (you can usually find peeled, cored pineapple at the market to make things easier).
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3
Cut the pineapple into planks that are about 1/2 inch thick.
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4
Heat a grill or grill pan over medium-high heat.
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5
When hot, add the pineapple and cook for about 3 minutes on each side until sexy grill marks appear and the fruit is lightly caramelized.
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6
Remove from grill and briefly set aside.
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7
Now its time to assemble the grilled cheese.
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8
Butter one side of each piece of bread with 1/2 tablespoon of softened butter each.
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9
Place the bread butter-side down on a cutting board.
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10
Top two pieces of bread with about 1/4 cup cheese.
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11
Add a layer of prosciutto and sprinkle the top of that with another 2 tablespoons of cheese.
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12
Add half of the grilled pineapple to each and sprinkle with another 2 tablespoons of cheese.
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13
Split the basil between the two sandwiches.
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14
Go ahead and put another layer of prosciutto on that bad boy and top it with the remaining cheese.
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15
Top with the second piece of bread with the buttered side facing out (duh).
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16
Heat a large non-stick pan or skillet over medium heat.
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17
When hot, add the sandwiches and cover with a lid.
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18
Cook for about 4 minutes until the underside is golden brown.
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19
Flip the sandwiches and cook for 3-4 minutes more.
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20
Remove your epic grilled cheese from the pan and serve immediately with tomato sauce for dipping.
