The Harbour Master Add-on for Port Royale 3: Pirates and Merchants has 4 trophies - 3 silver and 1 gold.
Build each new type of building in one game (Harbour Master)
Plant 100 trees and plants in one game (Harbour Master)
Build 10 brothels in one game (Harbour Master)
Get 10 linier built in the shipyard (Harbour Master)