Combine figs, wine (or juice) and 1tablespoon honey in medium microwave-safe bowl. Microwave covered at full power for 90 seconds. Let stand at least 20 minutes to soften. (This can be made up to 1 day in advance.)
Preheat oven to 400° F. Line baking sheet with foil. Flatten figs and arrange cut-side up on board. Working one at a time, stack two slices of cheese and two olives on top of each fig, pressing together slightly. Wrap each bite crosswise with a ham strip, and secure with a pick. Place bites seam-side down on baking sheet.
Bake until warmed, about 6 minutes. Microwave remaining 2 tablespoons honey in small dish until warmed, about 10 seconds. Brush on wrapped figs and serve warm.
For variations, try these with dried apricots or prunes instead of dried figs and Parmesan or Ricotta Salata in lieu of the Manchego cheese.