Events & Festivals
Key West Holiday Events: Christmas, Thanksgiving, and More
A guide to Key West Christmas and holiday events: the Harbor Walk of Lights, the boat parade, Thanksgiving, where to eat, December…
Events & Festivals
9 guides
Events & Festivals
Key West Lobster Season: Mini Season and Lobsterfest Guide
A guide to Key West lobster season: mini season dates, rules and bag limits, how to catch spiny lobster, the Lobsterfest street…
Events & Festivals
Key West New Year’s Eve: Shoe Drop and Celebrations
Your guide to Key West New Year's Eve: the famous Red Shoe Drop, the conch shell and pirate wench drops, fireworks, family…
Events & Festivals
Key West Pride: LGBTQ Celebration and Events Guide
A guide to Key West Pride, the island's June LGBTQ celebration: the parade, the street fair, pool parties, where to stay, and…
Events & Festivals
Conch Republic Independence Celebration Guide
A complete guide to the Conch Republic Independence Celebration in Key West: the Great Sea Battle, the parade, free vs ticketed events,…
Events & Festivals
Key West Songwriters Festival: Lineup, Venues, and Tips
Your guide to the Key West Songwriters Festival, the world's largest: when it's held, the free shows, the venues, who performs, and…
Events & Festivals
Hemingway Days Key West 2026: Look-Alike Contest & Festival Guide
Hemingway Days Key West 2026 runs July 21-26. Complete guide: Look-Alike Contest at Sloppy Joe's, Running of the Bulls parody, Marlin Tournament,…
Events & Festivals
Fantasy Fest Key West 2026: Complete Guide to the Ultimate Party
Fantasy Fest Key West 2026 runs October 16-25. Complete guide: dates, theme, signature events, body painting, hotels, tickets, and parade strategy.
Events & Festivals
Key West Events and Festivals: Annual Calendar Guide
Quick takeaways Key West throws a party nearly every month — the calendar is one of the fullest of any small town…