Latest Past Events

Summer Solstice Celebration at Mallory Square

Mallory Square, 400 Wall St, Key West, FL 33040

Date(s): June 1 – 20, 2025 Location: Mallory Square, 400 Wall St, Key West, FL 33040 Description: Get ready to toast the sun in true Key West style! The Summer Solstice Celebration at Mallory Square is a three-week nightly festival of music, street performers, local artisans, and oceanfront color leading up to the longest day […]

Keys 100 Ultramarathon

Point-to-point race from Key Largo to Higgs Beach, Key West, FL 33040

Date(s): May 17 – 18, 2025 Location: Point-to-point race from Key Largo to Higgs Beach, Key West, FL 33040 Description: Looking for a front-row seat to one of the most epic endurance events in the country? The Keys 100 Ultramarathon is a jaw-dropping, 100-mile footrace that spans the entire length of the Florida Keys. Runners—both […]

Key West Songwriters Festival

Date(s): April 30 – May 4, 2025 Location: Various venues throughout Key West including Southernmost Beach Resort, The Green Parrot, Smokin’ Tuna Saloon, and more Description: If you love music with a story behind every lyric, the Key West Songwriters Festival is the one event you don’t want to miss. Now in its 29th year, […]