1955 – Florida Greyhound buses resumed service after a drivers’ strike. Airlines, and even cab drivers, had been able to get some travelers from Key West to Miami, but there was particular concern in the Keys that Navy personnel would not have been able to travel for the holidays.

1946 – President Harry Truman arrived at Key West to begin his first of many vacations at the Little White House. He stayed for a week.

1912 – President William H. Taft arrived in Key West via train.

In 1927, a car dealer and a race car driver made the first trip from the mainland to Key West by automobile - partly on train tracks.