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The Florida Keys have famously been a haven for such historical luminaries as playwright Tennessee Williams, novelist Ernest Hemingway, and bird-chronicler John James Audubon. Aspiring artists continue to be drawn to the area for the unique and free-spirited way of life embodied in the Keys – a spirit that is evident at the many festivals and events, art galleries, plays, open-air festivals and symphonies.
- The Paradise Big Band Concerts (January)
- Key West Heritage Days Festival (February)
- Annual Conch Shell Blowing Contest (March)
- Annual Robert Frost Poetry Festival (April)
- Taste of Key West/Taste of Islamorada (May)
- Cuban American Heritage Festival (June)
- Hemingway Days Festival (July)
- Lobsterfest in Key West (August)
- The History of Key West at the Custom House (September)
- Goombay Festival in Bahama Village (October)
- Fantasy Fest (October)
- Pirates in Paradise (November)
- WinterFest: Art & Music in a Natural Key (December)
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