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Special Events in Key West
January Sculpture Key West Held mid January - late March Location: Fort Zachary Taylor Historic State Park 305-295-3800 Sculpture Key West is an annual exhibition of contemporary outdoor sculpture that takes place every winter at Fort Zachary Taylor Historic State Park in Key West.
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.
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
Cuban American Heritage Festival Held in mid June Location: Key West 305-295-9665 Showcases the culture and customs Cubans brought to Key West.
July Hemingway Days Festival Held in mid - late July Location: Key West Annual celebration of the legendary author's work and lifestyle highlighted by the Sloppy Joe's Look-Alike Contest.
Drambuie Key West Marlin Tournament Held in mid - late July Location: Key West 305-292-2710 Catch-and-release tournament held in conjunction with Key West's annual Hemingway Days Festival.
Reef Awareness Week Held in late July Location: Key West 305-294-3100 Spearheaded by the organization Reef Relief, the weeklong event showcases North America's only living coral barrier reef with activities for all ages.
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.
Key West Fishing Tournament's Swordfish Tournament Held in early August Location: Key West 305-295-6601
September 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.
Goombay Festival Held mid - late October Location: Key West's Bahama Village 305-747-4544 Two-day street fair in Key West's historic Bahama Village.
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.
Annual Talent Show Held in mid November Location: Tennessee Williams Theatre 305-292-4646 The Founders annual talent show is a dream come true for many of the talented community performers. Watch as rising stars, both young and old, perform everything from show tunes to modern dance routines, rock n' rock, hip hop and magic tricks before a captivated crowd and prestigious panel of local celebrity judges.
Pirates in Paradise Held late November - early December Location: Key West 305-296-9653 Historic Seaport and other venues throughout Key West are transformed into a pirates' stronghold with mock sea battles, a thieves' market featuring arts, crafts and more.
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.
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.
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