This document is a dissertation submitted by Austin A. Kana in partial fulfillment of the requirements for a Doctor of Philosophy in Naval Architecture and Marine Engineering at the University of Michigan in 2016. The dissertation applies Monte Carlo simulations and eigenvalue spectral analysis to the ship-centric Markov decision process framework to enable decision insight for ship design problems involving uncertainty. It contains an introduction, literature review on decision making challenges in ship design, an explanation of the new methods and metrics developed, and two case studies applying the methods to problems involving emission regulations and ship egress analysis.