Serves 10 popsicles
1 cup (250 ml) granulated sugar
1 cup (250 ml) water
6 large basil leaves, plus extra
½ vanilla bean, split in half
1½ cups (375 ml) white grapefruit juice
¼ cup (60 ml) vodka (or substitute additional white grapefruit juice)
2 to 3 red grapefruits


  1. In a medium saucepan over medium-high heat, stir together sugar and water. Simmer until all the sugar has dissolved. Remove saucepan from heat and stir in 6 basil leaves and vanilla bean. Set aside until cooled at room temperature.
  2. While simple syrup is cooling, cut away rind and white membrane from outside of each grapefruit. Working with 1 grapefruit at a time, cut out segments between white pith so that you are left with a grapefruit segment free from any pith. Once both grapefruits have been broken down into segments, cut each segment into 3 or 4 pieces.
  3. Strain basil-vanilla simple syrup into a pitcher and discard remaining solids. Julienne another 2 or 3 basil leaves, if desired, and stir into syrup along with white grapefruit juice and vodka until well combined.
  4. Fill popsicle moulds ¾ full with grapefruit juice mixture. Add a couple of grapefruit pieces to each mould, pushing down to submerge them. Freeze popsicles for about 45 minutes before adding popsicle sticks. Freeze until frozen solid, about 6 to 8 hours. Unmould popsicles and enjoy.
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