Name:
Thief - Hail of Glass

Objective:
Shoot a bottle in midair with an arrow

Reward:
[10G]

You can find a bottle in Clock Tower Plaza of the open world. It's in front of a shop called "Reynard's Coffeehouse".
Equip the bottle and aim into the air right above you. After throwing the bottle you have 1,5 seconds before it hits the ground. Shoot an arrow when the bottle is close to hitting the ground. The closer the bottle, the better your chance of shooting it.
You might also want to move around a little if standing still doesn't work for you (e.g. taking a step to the left or right to adjust your aim). If you know the bottle often lands to your right, then take a step to the right.

TIP:
Be sure to create a save game before throwing the bottle. So if you miss your shot, you can quickly reload the game and try again.