Key West News

Key West Harbor Walk of Lights - Historic Seaport Holiday Events

December 04, 2025

Key West Harbor Walk of Lights & Holiday Celebrations The holidays in Key West shimmer with a distinctive island spirit—where thousands of golden bulbs reflect off turquoise waters, coconut palms wear twinkling crowns, and the salt-tinged air ca...

Black Friday Shopping Extravaganza Key West

November 25, 2025

Black Friday Shopping Extravaganza Key West at Truman Waterfront Park Truman Waterfront Park is turning the holiday rush into a sunshine-soaked, oceanfront celebration on Friday, November 28, 2025, when the Black Friday Shopping Extravaganza returns...

Mile 0 Fest Key West 2026 line-up available

November 19, 2025

Mile 0 Fest Key West 2026 Five Days of Live Americana in Key West Mile 0 Fest Key West returns January 27–31, 2026, bringing five days of Red Dirt, Americana, and roots-driven performances to the heart of Old Town. The festival blends high-impact e...

2026 Key West & Lower Keys Fishing Tournament Guide

November 17, 2025

2026 Key West & Lower Keys Fishing Tournament Guide: Your Complete Seasonal Roadmap If you’re serious about saltwater sportfishing, Key West and the Lower Keys aren’t just a destination—they’re the destination. In 2026, this legendary island cha...

Mile Zeros Premiere at Williams Hall - Key West Film Festival

November 14, 2025

Mile Zeros at Williams Hall – Key West Film Festival Premiere Mile Zeros, a bold new comedy series created for locals, by locals, is gearing up for its official debut at the 2025 Key West Film Festival. This hometown production brings the eccentric ...

Florida Man Wins Stone Crab Eating Contest in the Florida Keys

November 03, 2025

Keys Fisheries Marathon Hosts 14th Annual Stone Crab Eating Contest Florida Man Wins the 2025 Keys Fisheries Stone Crab Eating Contest MARATHON, FL – November 2, 2025 — The Florida Keys kicked off stone crab season in spectacular fashion as Keys Fi...

After Hours Yacht Key West – VIP Race Week Powerboat Charters

November 03, 2025

Experience the Offshore Powerboat World Championships Aboard After Hours Few spectacles compare to the Race World Offshore Powerboat World Championships, and the After Hours luxury yacht offers an unmatched way to witness the action. This exclusive ...

Halloween Week in Key West 2025

October 28, 2025

🎃 Halloween Week in Key West 2025: Family Fun, Haunted Nights & Sunday Market Magic Free Family Halloween Party at Truman Waterfront Park Date: Thursday, October 30, 2025 • Time: 4:00 p.m.–7:00 p.m.Location: Truman Waterfront Park, end of South...

Fantasy Fest Thursday | 2025

October 23, 2025

Fantasy Fest Thursday 2025: Pool Parties, Parades & Pure Key West Mayhem By Thursday, October 23, 2025, the island of Key West is in full Fantasy Fest fever — a cocktail of sunshine, costumes, and carefree fun where the theme “Bedtime Stories &a...

Fantasy Fest Wednesday | 2025

October 22, 2025

Fantasy Fest Wednesday: Pet Masquerade, Wharfstock & Bikini Contest in Key West Fantasy Fest 2025 continues tonight, Wednesday, October 22, with an imaginative “Bedtime Stories & Magical Monsters” theme inspiring costumes across the island. ...

Upcoming Key West Festivals & Events: Oct 19 – Nov 17, 2025

October 19, 2025

Discover Key West’s Top Fall Festivals: Fantasy Fest, Offshore Boat Races & Film Festival From October 19 through November 17, 2025, Key West transforms into a nonstop celebration of creativity, competition, and culture. Visitors can dive into t...

2025/26 Season at Tennessee Williams Theatre

October 03, 2025

Tennessee Williams Theatre in Key West – 2025/26 Shows & Events Discover the 2025/26 Season at Tennessee Williams Theatre The Tennessee Williams Theatre in Key West continues its tradition as a cultural centerpiece, bringing world-class perform...