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The mission begins in Floyd's apartment in Vespucci Beach where Trevor forces Floyd to help him with a new caper. After Trevor, Wade, and Floyd all dress in stolen longshoreman uniforms, Trevor drives Floyd and Wade to the Port of Los Santos. Along the way, Trevor interrogates Floyd as to whether there is anything worth stealing at the port. Eventually, Floyd reveals the presence of a ship guarded by Merryweather Security, a ship that regular dock employees like Floyd are not allowed to approach and which potentially contains military hardware. Trevor decides that they must find out what is on that ship.
Once at the dock, Wade is pulled aside by a union boss to help with the clean-up of a mysterious spill. Trevor follows Floyd to the mystery ship. From there, the mission consists of several parts:
- Trevor and Floyd are accosted by a Merryweather guard who demands that they move two shipping containers. To maintain their cover, Trevor and Floyd use a Dock Handler to move the containers around the dock area.
- Trevor wants to take photographs of the mystery ship. To get a better angle on the ship, he climbs a nearby container crane. However, a port boss on the crane orders Trevor to get to work. To maintain his cover, Trevor uses the crane to load two shipping containers onto waiting tractor trailers.
- Once the containers are loaded, Trevor takes pictures of the ship. He must get three pictures: one of the bow of the ship, one of the security guard watching the gangplank, and one of the ship's stern.
- Trevor and Floyd take a loaded tractor trailer to a port warehouse that is also guarded by Merryweather. Entering the warehouse triggers a cut scene. Trevor gets out of the tractor trailer and pretends to have a delivery. Merryweather guards quickly surround him. Floyd tries to intervene but is knocked down and assaulted by the guards for his troubles. In the ensuing melee, Trevor sneaks into a guardhouse and steals a briefcase containing a shipping manifest. He then leaves, abandoning Floyd to the guards.
Trevor returns back to the apartment. There he finds Wade sitting on the couch and covered in industrial waste. A final cut scene requires the player to choose one of two options for The Merryweather Heist. At that point, the mission ends.
- If the player kills the Merryweather guards attacking Floyd, Floyd will continue to writhe around and grunt as if he was still being beaten.