Key West Halloween Events

The Fright Crawl | Key West's #1 Halloween Bar Crawl 2026 | Sat, Oct 31

TBA 31 Oct 2026

The Fright Crawl | Key West Halloween Day Bar Crawl 2026 | Sat, Oct 31

TBA 31 Oct 2026

The Fright Crawl | Key West Halloween Bar Crawl 2026 | Fri, Oct 30

TBA 30 Oct 2026

The Fright Crawl | Key West Halloween Bar Crawl 2026 | Thurs, Oct. 29

TBA 29 Oct 2026

A Green Parrot Beatle Tribute

The Green Parrot 19 Oct 2026

Halloween Bar Crawl 10/31 - KEY WEST

La Concha Key West, Autograph Collection 31 Oct 2026

Halloween Eve Bar Crawl 10/30 - KEY WEST

La Concha Key West, Autograph Collection 30 Oct 2026

Mangoes Drag Brunch Royale Halloween Edition

Mangoes Restaurant 1 Nov 2026

Asylum Circus Haunted House for all ages!

1908 Flagler Ave., Key West, FL 30 Oct 2026

Fairy GayZombies join the Zombie Bike Ride!

West Martello Tower 18 Oct 2026

Texas Trop Rock: Jerry Diaz, Dan Sullivan, Jonas Lorence Band

Key West Theater 31 Oct 2026

SOMO Short "Cut" DEAD ZONE Block & Watch Party

1319 Duval Street, Key West, FL, United States, Florida 33040 18 Oct 2026

2026 - Friday, Oct. 30 - Jerry Diaz's Key West Sunset "Booze Cruise"

Sebago Watersports 30 Oct 2026

Retro Room Halloween Party

126 Simonton Street, Key West, FL, United States, Florida 33040 31 Oct 2026

Screamin' Green Halloween 18th Annual Halloween Celebration!

5210 College Rd, Key West, FL, United States, Florida 33040 24 Oct 2026

Pups at the Pumpkin Patch!

1401 Seminary Street, Key West, FL, United States, Florida 18 Oct 2026

“Halloween Spooktacular” CommuniTEA Dance with Costume Contest benefiting MCC's Cooking with Love

Alexander's Guesthouse Key West 31 Oct 2026

Early Bird Clean Up Duval and Virginia hosted by Realty ONE Group (The Halloween edition)

Realty ONE Group Destination 30 Oct 2026