Rockin' it as Cowboys, Cowgirls, and Indians

Floatapalooza Fantasy Fest at The Reach

Thu, 22 Oct at 11:00 am 1435 Simonton St, Key West, FL 33040

Dante's Annual Halos & Horns Pool Party

Thu, 22 Oct at 12:00 pm Dante's Pool Bar & Restaurant

Southernmost Scavenger Hunt's 7th Annual Fantasy Fest Bar Crawl

Thu, 22 Oct at 02:00 pm Conch Republic Seafood Company

Les Greene & The Swayzees Musical Icons Pool Party Take 2 At The Marker Resort

Thu, 22 Oct at 02:00 pm The Marker Key West Resort

GLAMOROUS DEAD & UNDEAD POPSTARS PARTY - at Viva's

Thu, 22 Oct at 06:00 pm Viva Argentinian Steakhouse

Disco Fever Costume Party

Thu, 22 Oct at 07:00 pm Key West Gallery

Irish Kevin's Annual 80's Party

Thu, 22 Oct at 10:00 pm 211 Duval St, Key West, FL, United States, Florida 33040

Early Bird Clean Up Garrison Bight hosted by Sea Dogs

Fri, 23 Oct at 08:00 am Garrison Bight Marina- Key West

Fantasy Fest Street Fair & Costume Promenade

Fri, 23 Oct at 12:00 pm Duval St, Key West, FL 33040, United States

Captain Morgan's Masquerade March

Fri, 23 Oct at 05:30 pm 1117 Fleming St, Key West, FL 33040-6909, United States

FUNKY GRATEFUL DEAD GET DOWN PARTY (6-piece band) & 4 DJ's AFTER PARTY

Fri, 23 Oct at 06:00 pm Viva Argentinian Steakhouse

Friday Night Fever Fantasy Fest Party at Hog's Breath *FREE EVENT*

Fri, 23 Oct at 07:00 pm 400 Front St, Key West, FL, United States, Florida 33040

Key West is happening.

See everything else that’s on — concerts, markets, comedy and more.

Explore Key West →