My research is guided by the question: What is the effect of the Caribbean region’s colonial history on the depiction of workers and guests among Caribbean hotel and resort website photo galleries? The independent variable in question is the racial stereotypes that are found within the Caribbean which are already in place and can be seen within the literature that I have observed. The dependent variable is the depiction of people (race, clothing, expression, setting, etc.), both the service workers and the guests, that are affected by whatever stereotypes lie within Caribbean societies. For my content analysis I utilized the photo galleries on various websites that are run by different resorts among the Caribbean islands. I plan on assessing how many times people are shown within these websites and identifying their roles and appearances to see if they align with the common perceptions of their society regarding racial stigmas that are engrained through the history of the region’s colonial past.