Your ultimate destination for a tasty bite to eat or a night on the town while in Key West is Duval Street. Running north and south from the Atlantic Ocean to the Gulf of Mexico, Duval Street is home to many famous restaurants and bars. Among the most notable of these establishments is Sloppy Joe's, the haunt of Ernest Hemingway while he stayed in Key West. He helped select the bar's name. Now, Sloppy Joe's pays homage to its most famous patron by holding an annual Hemingway look-a-like contest.
You can also check out the Southernmost House, a huge pink Victorian mansion that currently operates as a museum and inn. Its name comes from the fact that it is located on the southernmost end of Duval Street in Key West, the southernmost city in the continental U.S, making it, in theory, the southernmost house in the U.S.
On certain nights, Duval Street hosts a carnival that lasts well into the wee hours of the night.