Place raw sugar on a small plate. Rim the lip of two tall glasses with honey and press into the raw sugar. Set aside.
Place 6 mint leaves, 1 lime wedge, 3 strawberries, ½ pineapple slice, juice of half a lime, and ¼ teaspoon sugar in each glass. Use a muddler (or bottom of a wooden spoon) to gently muddle ingredients.
Fill each glass with ice, 2 ounces of rum, and ½ cup of pineapple juice. Gently stir and top with a splash of sparkling water. Garnish with a pineapple and strawberry on a skewer.