Poach the pear in lightly salted water with a splash of port until just tender. Cool, peel, core, and cut into four wedges.
Wrap each wedge with bacon. Grill or pan‑sear over medium heat until the bacon is crisp and the pear warmed through.
For the mousse: blend gorgonzola until smooth; fold in softly whipped cream. Pipe onto the crackers with a star‑tip to create towers.
Whisk vinegar, Dijon, and port; drizzle in olive oil to emulsify. Season to taste.
Plate warm pear wedges beside the gorgonzola towers. Spoon vinaigrette over, then garnish with walnuts, grapes, and chives.