Events

Sunset Celebration at Mallory Square

Fri, December 31, 2027

Sheriff’s Animal Farm Open House

Sun, December 26, 2027

Stock Island Detention Center, Key West

Islamorada Farmers Market

Sun, December 26, 2027

Florida Keys Farmers Market, Islamorada, FL

Truman Waterfront Farmers Market

Thu, December 23, 2027

Truman Waterfront Park, Key West, FL

Morada Way Art Walk

Thu, December 16, 2027

Sheriff’s Animal Farm Open House

Sun, December 12, 2027

Stock Island Detention Center, Key West

First Friday Art Walk

Fri, December 3, 2027

First Fridays on Fleming, Key West, FL

Fantasy Fest 2026

Fri, October 16, 2026

Key West, Key West

Hemingway Days Festival

Tue, July 21, 2026

Sloppy Joe’s Bar, Key West

Key Lime Festival

Wed, July 1, 2026

We’ve Got the Keys, Key West, FL

Key West Songwriters Festival

Wed, April 29, 2026

Key West Songwriters Festival, Key West, FL

Conch Republic Independence Celebration

Fri, April 17, 2026

7-Mile Bridge Run

Sat, April 11, 2026

7 Mile Bridge Run, Marathon, FL

Old Island Days Art Festival

Sat, February 21, 2026

Truman Waterfront Park, Key West, FL

Upper Keys Rotary Gigantic Nautical Market

Sat, February 21, 2026

Founder’s Park, Islamorada

Florida Keys Seafood Festival

Sat, February 14, 2026

Truman Waterfront Park, Key West, FL

Key West Food & Wine Festival

Wed, January 28, 2026

Duval Square Mall, Key West, FL

Mile 0 Fest Key West

Tue, January 27, 2026

Chairman’s Ball: Hollywood Red Carpet – Presented by Florida Keys Board of Realtors

Sat, January 10, 2026

Playa Largo Resort & Spa, Key Largo, FL