-Attack your opponent's sails with chain shot. Without a sail, that ship will be less mobile. When the sails are tattered, switch to grapeshot and pound the deck to slay most of the crew. After several strikes, sail alongside the ship and issue the grapple order to begin boarding it.
-Never drop your sails in battle. Maneuverability is vital for getting your other cannon facing toward the enemy as quickly as possible.
-When you start an adventure, loot towns first to get about 1,500 gold pieces to buy another small ship before you try open-water battles.
-Before a long series of sea battles, recruit as many sailors as you can fit onboard, You will need them for boarding operations
-Stick to a single ship and upgrade instead of increasing your fleet. You will have less worries about doling out the plunder later with less pirates under your care.
-When sailing into combat with several ships, control the lead ship and allow the CPU to control the rest to cut down on the chaos.
Note: This procedure requires editing a game file; creating a backup copy of the file before proceeding. Using a text editor, edit the "playconsum.txt" file in the game's "\data\econ" folder. Set all values to zeros so the entries appear as:
Sup Weight(lbs) Per person Food 0 Fruit 0 Pork 0 Rum 0
This lets you sail as long as needed only if you have one ton of those supplies are present. Note: The "Fruit" and "Livestock" commodities will still be used by the crew.
To attack the Silver Train and Spanish treasure fleet, go to the bottom of the map near the town above Panama in late October or early November. They will cross trade lanes at that point after 1650. Before 1650 they are often late and sometimes early, but hardly on time.
-Start in 1635 and travel from port to port. Recruit 100 marines while sailing southwest, then go to the Cayman Islands and attack. Put all marines in the last option area once on land. Take prisoners but not back to the ship. Keep taking prisoners and decline the terms. The town will surrender and you will get an option to sell the prisoners. Click it, then click "Cancel". The money you are rewarded for defeating them will increase each time you offer to sell them and cancel. Note: The more houses you raid, the more the multiplier. Also, raid the treasury but not the Governor's mansion. Having 100 muskets will speed things up.
-Before disbursing your plunder to end an adventure, go out for a final strike on the open seas to kill off some crewmen and get some extra gold. This will make your split much more attractive once you reach port.
-When a ship surrenders, secure it and take it to port to sell. Do not press the crew into service or they will mutiny at the most inconvenient time.
Note: This procedure requires editing a game file; creating a backup copy of the file before proceeding. Using a text editor, edit the "missionbrief.txt and "missioncompleted1.txt" files in the "/data/missions/<mission name>/" folder. In the "missionbrief.txt" file, look for the amount of pesos and increase it to the number desired. In the "missioncompleted1.txt" file, look for the amount of pesos and set the same number. Play the mission and get your reward.
-Port at any seaward town, then order the crew to take prisoners before returning to the ship. Once they return, send them out again. The prisoners will be pressed into service and added to the ranks of the sailors. Repeat this as many times as you want.
-When you attack a port, the number of marines will either double or triple. Note: Try not to keep more than 300 or your food and rum supply will be consumed quickly.