Discover the Florida Keys Fall Values & Exciting Events!

Live music festivals, seasonal cuisine, and heart-stopping racing action highlight the fall months in the Florida Keys

Oct. 10-12
Key Largo Songfest

A weekend music festival that includes three live venues of more than a dozen entertainers playing simultaneously! Transportation between venues is available. Performers are to liven the stage at Pilot House, Bayside Grill and Key Largo Fisheries Backyard Cafe. Headliners include Nashville hit songwriters, Jon Nite, Jimmy Robbins and Greg Barnhill; Mark Stephen Jones; Foghat's Billy Livesay and many more.

Oct. 17-26
Get "Anime-ted" at Key West's Fantasy Fest!

This outrageous 10-day costuming and masking celebration features flamboyant costume competitions, street fairs and a grand parade that stars marching groups, island bands and lavish floats. More than 40 masquerade contests, themed parties, parades and other spectacles are to challenge the creativity of mask and costume designers.

Oct. 18
Stone Crab Claw Eating Contest

He much-anticipated opening of Florida's stone crab season takes place Oct. 15 each year, and the season opening is followed by this tasty test of crab-consuming capacity. How fast can you crack and cleanly consume 25 stone crab claws? Test your munching mettle at this zany contest.

Nov. 2-9
34th Annual Key West Championship Races

Super Boat International returns with teams from all around the world who compete April through October in the National Series Points races and conclude in November for the famous Key West World Championships.

Nov. 7-10
Third Annual Key West International Latin Arts Festival

Experience "Vientos del Alma," a celebration of traditional Latin American cultural arts featuring dance and percussion workshops, artists' exhibits, poetry readings, wine tastings, culinary surprises and a spectacular theatrical concert. Highlights include: InnerNacionalSound's Christian Monzón and Valerie Carr, renowned Miami-based Tango Times dance luminaries Roxana Garber and Oscar Caballero and an outstanding international line-up of local and visiting musicians, folk dancers and thrilling performers.

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