Events

hemingway lookalike contest

Hemingway Days

Jul 22 2026 - 10:00am to Jul 26 2026 - 10:00pm
Brief Event Description: Hemingway Days celebrates the life and legend of Key West’s most famous resident. From the iconic Hemingway Look-Alike Contest to deep-sea marlin fishing tournaments and literary readings, this July event blends history, sport, and fun. When: July (annually around Hemingway’s birthday) Where:...Read more
Festivals
ghost tour

Key West Ghost & Mysteries Tour

Oct 25 2025 - 9:15pm to Oct 25 2026 - 9:15pm
Explore Key West’s spooky side on the Ghost & Mysteries Tour, a guided evening walk through the haunted streets of Old Town. Hear true stories of spirits, strange happenings, and the island’s dark past as you visit some of its most legendary sites. Equal parts...Read more
Holidays
spooky ghost tour

Ghosts & Gravestones Tour Key West

Oct 25 2025 - 9:15pm to Oct 25 2026 - 9:15pm
Step aboard the Trolley of the Doomed for one of Key West’s most iconic haunted experiences! The Ghosts & Gravestones Tour brings the island’s dark past to life with theatrical storytelling, eerie stops, and haunted tales told by costumed guides. You’ll journey to infamous spots...Read more
Holidays

Walk on White Monthly Art Walk

Nov 21 2024 - 6:00pm to Dec 16 2027 - 9:00pm
Walk on White Monthly Art Walk When: Every third Thursday of the month, 6-9 PM Where: 400 Wall Street Key West, FL 33040 Website Walk on White is Key West’s monthly art walk in the vibrant White Street Gallery District, held every third Thursday since...Read more
Community Events