Well, what i do is go to tortuga, or port royal, head to the digny, and look for a War Galleon, you want it to have between 3-6 crew. Make sure it only has 2-4 cargo, or none, and then board. You will usually get about 700-800 each port. Once youve earned about 2k from that, head for padres. Make sure you have cheat cards. Bet 500, cheat if you have to. Everytime you win, stand up, sit back down. Repeat, you can get money quick. I earned about 10k
off doing this.