The perfect time to hit Key West, go during the Hemingway Days Look-alike Contest. It just adds even more spirit and entertainment options to your vacation trip. We stayed just up the street at the La Te Da Hotel (yes, straight people can room here!). This town does a good job of event handling. So fun.
Great time, do go to this grand event. Not as packed as the October Festival. Better with children.
I really like the events which are medium sized. This is a fun time of year to come down and party at Mile Marker Zero. We like to have some drinks at Sloppy Joe's and Captain Tony's, then jump on the City View Trolley for a great tour.