Jan 5, 2026 · 2026 Theme: Musical Icons and Iconic Musicals Key West’s biggest party of the year is a 10-day celebration of costumes, creativity, and imagination. Expect colorful parades, …

Strolling through Key West, do you ever wonder what lies behind a beautiful, historic, intriguing, and private door? Each month features different homes, so enjoy...

Join us for Taste of Key West 2026 at Truman Waterfront on Monday, March 23rd! This open-air event promises an assortment of beverages and palate-pleasing plates.

Dec 30, 2025 · Key West’s tongue-in-cheek secession with a week of irreverent fun, including the Great Sea Battle, the World’s Longest Parade, and the Schooner Wharf Wreckers Cup Race.

Key West is full of fun events all year long. Check out our Key West Events Calendar, to see what's happening in 2024!!

Currently there are 76 upcoming events. Find live music near you. Buy tickets for every upcoming concert, festival, gig and tour date taking place in Key West in 2026.

From music and food festivals to cultural celebrations and art events, Key West has something for everyone. This guide is your ticket to navigating through the top festivals, experiencing the …

Discover Key West’s 2025–2026 arts, music & culture events. From Fantasy Fest to Mile 0 Fest, explore festivals, parades & live music year-round.

View our Key West Events calendar for activities and events going on each month in Key West and the Florida Keys. Top sailing teams from around the world compete in the azure waters off …

Dec 16, 2025 · Key West’s legendary 10-day costume extravaganza celebrates creativity with themed parties, Tutu Tuesday, the Zombie Bike Ride, and a spectacular parade that lights up …