1926: Samuel J. Wilde of Boston purchased Crawl Key near Marathon from Mary Porter Harris, wife of the late Judge W. Hunt Harris, of Key West. Wilde was surveying the island to divide it into lots, and he also planned to build a yacht club and fishing camp there.

1928: Joe Roberts, of Key West, who had escaped from the Monroe County jail 10 years earlier, was arrested after being involved in a brawl.