A new technique for PPS (performance prediction simulation) to design sailing boats is developed. The performance of a sailing boat with 6 degrees of freedom is predicted. The boat sails in the simulation with automatic steering to get steady state and with automatic sail trimming to get better VMG (Velocity Made Good). With this technique the steady performance of sailing boats is predicted with sufficient accuracy on various conditions. This system is applied to the design procedure for a IACC (International America's Cup Class) sailing boat for which the steady sailing attitude plays an important role for the sailing performance.