Late 19th Cuban immigrants moved freely between Florida and Cuba
Excerpt from "Immigration Puerto Rican/Cuban", Library of Congress
Cuban immigration to the U.S. began in an era of peaceful coexistence between the two nations. In the latter part of the 19th century, workers moved freely between Florida and the island, and the trade in sugar, coffee, and tobacco was lucrative. Cigar companies soon began relocating from Cuba to avoid tariffs and trade regulations, and Cubans came by the thousands to work in the factories. Soon the towns of Key West and Ybor City were the capitals of a tobacco-scented empire, and also became the centers of new Cuban enclaves. Even as these communities grew, Cuban workers continued to shuttle across the Straits of Florida as work allowed. At the beginning of the 20th century, between 50,000 and 100,000 Cubans moved between Havana, Tampa, and Key West every year.
Link to the full articel and image source: http://www.loc.gov/teachers/classroommaterials/presentationsandactivities/presentations/immigration/cuban5.html