Only-In-The-Keys Festivals & Events
Key West
Race World Offshore (2025)
Nov 2 - 9, 2025
Step into the exhilarating world of Race World Offshore, where the ocean becomes a high-speed battleground for cutting-edge boats and fearless...
Key West
Key West Film Festival
Nov 12 - 16, 2025
Key West Film Festival transforms the island into a vibrant destination for film lovers, filmmakers, and critics from around the world. Set against...
Key West
New Year's Eve Red Shoe Drop
Dec 31, 2025 - Jan 1, 2026
Ring in the New Year, Key West-style, with one of the island’s most iconic and flamboyant celebrations — the Red Shoe Drop! As the clock counts down...
Key West
Key West Literary Seminar (2026)
Jan 2 - 12, 2026
The Key West Literary Seminar is a world-renowned annual event that celebrates the art of storytelling in one of the most inspiring literary...
Key West
Mile 0 Fest (2026)
Jan 27 - 31, 2026
Experience Mile 0 Fest in the stunning Florida Keys! Enjoy five days of top Texas Red Dirt & Americana music, beachfront parties, and unforgettable...
Key West
Key West Songwriters Festival (2026)
Apr 29 - May 3, 2026
The Key West Songwriters Festival is the largest gathering of its kind in the world, drawing music fans and creators to Key West for five immersive...
Key West
Key West Pride 2026
Jun 3 - 7, 2026
Every June, Key West Pride turns the island into a vibrant, inclusive festival full of color, community, and celebration. This weeklong event welcomes...
Key West
Key Lime Festival 2026
Jul 1 - 5, 2026
The Key Lime Festival is a vibrant, multi-day celebration held each summer in Key West, Florida, honoring the island’s signature citrus and quirky...
Key West
Hemingway Days & Hemingway Look-Alike Contest
Jul 19 - 26, 2026
Key West comes alive with Hemingway Days, a spirited five-day festival celebrating the life, legacy, and island era of Ernest “Papa” Hemingway. The...
