Tequila Mai Tai Oh My!

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1 cup pineapple chunks, fresh or frozen, plus more for garnish

1/2 cup mango, fresh or frozen

1 tablespoon powdered sugar

2 cups ice

4 ounces (1/2 cup) tequila blanco

1/4 cup fresh orange juice

2 ounces guava juice

1 tablespoon grenadine syrup, plus more for garnish

4 maraschino cherries, for garnish, optional

4 cocktail umbrellas, for garnish, optional