Events
It's not just another day in paradise! You'll find doings and happenings up and down the Keys, nearly every day of the year. Check out the latest fun and frolic below.
Only-In-The-Keys Festivals & Events
There’s always something happening in the Florida Keys & Key West, from eclectic festivals focusing on the area’s colorful history, arts and notable cuisine to events that celebrate the Keys’ unique environment, underwater adventures and quirky ambiance.
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Key West
Fantasy Fest
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Fantasy Fest is an electrifying, 10-day costume and performance festival held annually in Key West, Florida, each October. First launched in 1979 by...
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Marathon
Curtain Call Tie-Dye Workshop
Saturday, October 3, 2026, from 10 a.m. to noon. Get creative with a colorful morning of Curtain Call Tie-Dye at Marathon Community Theatre’s Cinema...
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Key West
Key West oktoBREWfest
Saturday, October 3, 2026, from 3 to 8 p.m. Raise a glass by the ocean during Key West oktoBREWfest, an annual celebration of beer, local flavors, and...
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Key West
Aqua D'Keys Perfume Experience
Available on select dates October 4–10 and October 25–31, 2026. Create a fragrance that is uniquely yours during the Aqua D’Keys Perfume Experience, a...
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Key Largo
From REEF to Resilience
Tuesday, October 6, 2026, from 9:15 a.m. to 7:30 p.m. Explore the health and resilience of Florida’s coastal ecosystems during Florida Climate Week...
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The Lower Keys
Lower Keys Rotary Fall Festival/Haunted House
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Experience the welcoming community spirit of the Florida Keys at the Lower Keys Rotary’s annual event, a lively gathering filled with local flavor...
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Marathon
Marathon Community Theatre Annual Fundraising Gala
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Friday, October 9 and Saturday, October 10, 2026. Marathon Community Theatre throws its Annual Fundraising Gala across two nights at 5101 Overseas...
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Hurricane Cup to Benefit Guides Trust Foundation
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This charitable tournament benefits the Guides Trust Foundation Hurricane Relief Fund, supporting GTF members in the Keys inshore fishing community...
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Key West
If The Shoe Fits: Key West National Finals
Saturday, October 10, 2026 at 8:00 PM. The national finals of If The Shoe Fits land in Key West, outside the Bourbon Street Pub and New Orleans House...
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Key Largo
Bike MS: Breakaway to the Keys
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October 10–11, 2026. Pedal with purpose or lend a hand along the route during Bike MS: Breakaway to the Keys, a two-day cycling event benefiting the...
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Marathon
America 250 Florida Keys: 7 Mile Bridge Sunset Celebration
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5–7:30 p.m. | Sunset at 7:05 p.m. Old Seven Mile Bridge | Marathon Celebrate America’s 250th birthday with an unforgettable evening at one of the...
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Key West
SOMO Half Marathon & 10K
Sunday, October 11, 2026. Lace up for an island run or lend a hand behind the scenes during the SOMO Marathon, Half Marathon & 10K, a Key West race...
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Key Largo
REEF Fest (2026)
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Dive into a weekend of underwater adventure, education, and conservation at REEF Fest, a celebration of the ocean and the spectacular marine...
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Key West
National Dessert Day at Key West Cooking Show
October 14, 2026. Celebrate National Dessert Day with a distinctly Key West twist at the Key West Cooking Show, where one of the Florida Keys’ most...
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Key West
Womankind Greene Street Fundraiser
Join the Key West community on October 14 for a special Greene Street fundraiser benefiting Womankind, a nonprofit health center providing healthcare...
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Key Largo
REEF Fest
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Dive into four days of marine discovery, adventure, and conservation when REEF Fest returns to Key Largo October 15–18, 2026. Hosted by the Reef...
