Vacationing on a cruise ship should be a relaxing, care-free endeavor that allows one to unwind, have a few drinks, explore new countries, and get a little sunburned. For most people, there is not much thought put in to how the cruise ships operate or how secure your stored information is on the ship. After all - they're on vacation. In this presentation, three major cruise lines have been evaluated in several different areas over the last 10 years. These areas include pysical security, social engineering, wifi vulnerabilities, segregation of passenger network from operations network, financial transactions, information sanitization, and more. Some vulnerabilities are simple hacks to allow one to obtain free wifi, some are more complex that allow one to explore the ship in more obscure ways. In this presentation, successes and failures of hacking the high seas will be discussed.