This is the third quest you must complete to reach Jing Lang and obtain the Templar Key in her possession. You can start it after completing the "The Other Brother" quest. To do so, head to the tavern in Nassau and talk to Upton, whom you will find there.

Edward ushers Upton to safety in order to protect him from his brother, Vance.

Upton's Sorrow

Quest stages of Upton's Sorrow

1. Defend Upton

Right after the cutscene ends, you will have to defeat three drunkards in a fistfight in the tavern who attack you.

Defend Upton

2. Escort Upton to safety

Follow the slow-moving, drunk Upton. When he stops near the dancers, pay them 100 Reales to leave you alone, allowing Upton to move on.

Escort Upton to safety

When you walk a bit further, Upton will stop by one of the houses to relieve himself. This will displease the approaching guards, who attack you after a brief argument with Upton.

Escort Upton to safety

3. Defend Upton

There will be three guards. You do not have to wait for them to attack first - simply approach them, perform a double assassination on two of them, and then finish off the last one.

Defend Upton

4. Escort Upton to safety

Once the guards are dead, keep following Upton. He will walk a bit further before stopping near one of the nearby houses.

Escort Upton to safety

5. Talk to Upton

Talk to Upton. Once you finish, Upton will move to a safe place and this quest will end, allowing you to start the next one - "Queen of Pirates, King of Fools".

Talk to Upton