Preheat oven to 375°.
Tear orange rind into about 6–8 pieces and roast until lightly browned and dried, about 20 minutes. At the same time, roast plums cut side down with ¼ cup hibiscus simple syrup and thyme sprigs until softened, about 15–20 minutes depending on the ripeness.
Set the orange rinds and plum halves aside to cool completely (you’ll want to reserve the leftover juice from roasted plums for later). Once cooled, slice each plumb half into fourths and enjoy the floral-citrus scent from the hibiscus syrup.
Mix the wine, brandy, blood orange juice, lemon juice, and leftover plum juice. Add the orange rind, plum slices, and cooked thyme sprigs and refrigerate for a couple of hours or up to 8. Before serving, strain through fine mesh sieve. Serve over ice and garnish with a few blood orange slices.