The Fright Crawl | Key West Halloween Day Bar Crawl 2026 | Sat, Oct 31 Sat, 31 Oct at 01:00 pm TBA USD 8 TO 71 FITNESS
The Fright Crawl | Key West's #1 Halloween Bar Crawl 2026 | Sat, Oct 31 Sat, 31 Oct at 07:30 pm TBA USD 8 TO 82 FITNESS
Halloween Bar Crawl 10/31 - KEY WEST Sat, 31 Oct at 04:00 pm La Concha Key West, Autograph Collection USD 20 TO 25 PARTIES
Mangoes Drag Brunch Royale Halloween Edition Sun, 01 Nov at 11:30 am Mangoes Restaurant USD 55 TO 66 FITNESS
Halloween Eve Bar Crawl 10/30 - KEY WEST Fri, 30 Oct at 05:00 pm La Concha Key West, Autograph Collection USD 20 TO 25 PARTIES
Asylum Circus Haunted House for all ages! Fri, 30 Oct at 05:00 pm 1908 Flagler Ave., Key West, FL GHOST-HUNTS
Texas Trop Rock: Jerry Diaz, Dan Sullivan, Jonas Lorence Band Sat, 31 Oct at 01:00 pm Key West Theater MUSIC
2026 - Friday, Oct. 30 - Jerry Diaz's Key West Sunset "Booze Cruise" Fri, 30 Oct at 05:00 pm Sebago Watersports MUSIC
The Cult Presents "The Lost Boys" Fri, 30 Oct at 07:00 pm 416 Eaton Street, Key West, FL, United States, Florida 33040 ENTERTAINMENT
Simonton Social District Block Party! (200 block) Sat, 31 Oct at 02:30 pm 211 Simonton St., Key West, FL, United States, Florida 33040 PARTIES
Retro Room Halloween Party Sat, 31 Oct at 05:00 pm 126 Simonton Street, Key West, FL, United States, Florida 33040 CONTESTS
Kids’ Paint & Plant Marigolds | October 31, 11 AM–1 PM Sat, 31 Oct at 11:00 am 291 Front St, Key West, FL 33040-8367, United States KIDS
“Halloween Spooktacular” CommuniTEA Dance with Costume Contest benefiting MCC's Cooking with Love Sat, 31 Oct at 04:30 pm Alexander's Guesthouse Key West NONPROFIT
Early Bird Clean Up Duval and Virginia hosted by Realty ONE Group (The Halloween edition) Fri, 30 Oct at 08:00 am Realty ONE Group Destination