Natural spread of exotic pest organisms mediated by wind may play a significant role in the movement of pests throughout the Greater Caribbean Region. Biological and atmospheric events and processes interact to facilitate aerial dispersal of organisms over long distances. Our objective was to review the scientific literature to answer questions about natural spread of exotic plant pests into and within the Greater Caribbean Region, e.g., whether it occurs, patterns of movement, types of pests prone to natural spread, and possible methods for reducing the likelihood of establishment. Certain plant pathogens seem to have wind-dispersed from Africa into the Caribbean, and wind-assisted dispersal within the Greater Caribbean Region occurs on an ongoing basis. The effects of natural dispersal may be mitigated through stringent surveys supported by predictive modeling. Knowing which pests are capable of becoming established and causing economic damage within a given area and intervention as soon as a pest is introduced may reduce the likelihood of establishment.