Special Events in Key West
January
Plena Libre
Held in early January
Location: East Martello
305-292-4646
Admission Charged
Put on your dancing shoes! The rhythms, sounds and island soul shake the town during the Founders Plena Libre outdoor festival at East Martello.
February
Founders Society Annual Anniversary Gala
Held in early February
Location: Key West
305-292-4646
Join the Founders Society as it celebrates its anniversary of bringing quality music, dance and theater to the Key West stage.
May
Key West Songwriters Festival
Held in mid May
Location: Key West
305-296-4222
Showcases some of America's foremost performing songwriters, staged in audience-friendly island settings.
Dolphin Masters Invitational
Held in late May
Location: Key West
305-296-7511
Annual fishing tournament with a large purse.
June
Tavernier Creek Marina Dolphin Rodeo
Held in early June
Location: Key West
305-852-5854
Amateur Tournament Cash Prizes with a Jr. Angler Division
July
Lower Keys Permit All-Tackle Tournament
Held early - mid July
Location: Islamorada
305-664-2444
All-release tournament featuring trophies and prizes in fly, spin and artificial categories.
Geiger Key Dolphin Tournament
Held in mid July
Location: Key West
305-296-3553
Modified release with four categories: combined weight, bull, cow and junior.
August
Key West Summer Food & Wine Festival
Held in early August
Location: Key West
305-296-6909
Showcases the talents of Key West's master chefs as well as the quality and diversity of the island's culinary offerings.
September
Women Fest
Held in early September
Location: Key West
305-296-2491
A lesbian-oriented festival of art shows, sailing and snorkeling, comedy performances and other activities.
Annual Key West Poker Run
Held in mid September
Location: Key West
305-292-1170
Motorcycles cruise from Miami to Key West to raise funds for local charities.
October
Florida Keys Birding & Wildlife Festival
Held in early October
Location: Marathon and Lower Keys
305-743-3900
A celebration of the natural wonders of Florida wildlife at the peak of the fall birding season. Presentations and field trips focus on education.
November
Key West Old Island Days
Held in early November
Location: Key West
305-294-9501
Events include an art festival, crafts show, conch shell blowing contest and house and garden tours celebrating Key West culture and history.
Key West Offshore World Championship
Held in early November
Location: Key West
305-296-6166
High-speed powerboats continue Key West's longstanding tradition.
December
Key West Holiday Parade
Held in early December
Location: Old Town
305-292-8101
Family-friendly parade through Old Town celebrating the holiday season.
Islamorada Fishing Club Sailfish Tournament
Held in early December
Location: Islamorada
305-664-4735
First leg of the Florida Keys Gold Cup Sailfish Championship.
Key West Lighted Boat Parade
Held in mid December
Location: Key West Harbor
305-292-3773
Event features decorated and lighted boats cruising through Key West Harbor and the waters of the Historic Seaport.
New Year's Eve Key West Celebration
Held on New Year's Eve
Location: Various locations in Key West
305-292-9520
Southernmost City celebrates New Year's Eve with conch shell drop at Sloppy Joe's Bar, "wench" drop at Schooner Wharf Bar, and red high heel drop with drag queen Sushi at Bourbon Street Pub/ New Orleans House.