1989 – Members of the Monroe County Citizens Jail Advisory Committee were shocked when a project report said building a new jail on Stock Island would cost $95 million. Monroe County Mayor Pro-tem Gene Lytton said, “For a $95 million jail, I’ll never get reelected.”

2001 – County-owned Higgs Beach Park needed a $2 million renovation, prompting many to wonder whether Monroe County should hold and maintain a park that is entirely within the city of Key West. Monroe County Mayor George Neugent felt the money could be better spent on recreation facilities in unincorporated areas of the county.

1976 – Huddle Pontiac Buick of Key West became an authorized dealer of the electric Sebring-Vanguard CitiCar. The two-passenger vehicle had a 38-mph cruising speed and a maximum range of 50 miles, with a base price of $2,738.

1946 – Two hundred eighty automobiles were inspected by Key West City Mechanic Horace Averette, who tested their brakes, horns, and lights as mandated by city ordinance.

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.