Port Royale

Hint: Easy money:
Start at Margarita in the tutorial. Go to one of the other ports and buy as much tobacco as possible, as long as the price is less than 900. Return to Margarita and sell it here for 1000 per barrel. Repeat this as often as desired.

Around Grand Bahama, there are lots of islands. Go into Andross and buy fish. They sell sell around the other islands.

Hint: Capturing ships:
Buy some cannons, chainballs, and cannon balls. Hire as many crew members as possible. Chainballs will destroy a ship's sails and also kill sailors. When the enemy ship is stopped, board your sailors. Capture the ship and sell it in other capital cities. When you have enough ships to destroy pirates and other ships, have one to go around and find maps.