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Best of Key West

Top venues, trending events, and must-see shows in Key West, Florida

Top Venues

Key West Theater

Key West Theater

Sunset Pier

Hog's Breath Saloon

Irish Kevin's

111 upcoming

Illusions the Drag Queen Show Key West

Lower Keys Medical Center

Mangoes Restaurant

Blue Flamingo Resort Key West

Viva Argentinian Steakhouse

Southernmost Pint Brewpub - Blast Beer Company Brewery

Trending Now

Marty Stuart

Marty Stuart

Nov 19 at Key West Theater

10000 Maniacs (21 and Over)

10000 Maniacs (21 and Over)

Apr 11 at Key West Theater

Keller Williams (21 and Over)

Keller Williams (21 and Over)

Jan 2 at Key West Theater

Ronnie Williams

Ronnie Williams

Oct 6 at Hog's Breath Saloon

High Demand

Key West Powerboat Races 2026 - VIP Tent - SUNDAY

Key West Powerboat Races 2026 - VIP Tent - SUNDAY

Nov 8 9:00 AM at Sunset Pier

Sea Turtle Shell-ebration with Save-A-Turtle in the Florida Keys!

Sea Turtle Shell-ebration with Save-A-Turtle in the Florida Keys!

Nov 14 6:00 PM at Key West Aquarium

Key West Powerboat Races 2026 - General Admission - Fri

Key West Powerboat Races 2026 - General Admission - Fri

Nov 6 9:00 AM at Sunset Pier

Music

Kash'd Out with A-Mac & The Height (21 and Over)

Kash'd Out with A-Mac & The Height (21 and Over)

Jan 16 at Key West Theater

Shaun Cassidy (21 and Over)

Shaun Cassidy (21 and Over)

Dec 10 at Key West Theater

Will Kimbrough (21 and Over)

Will Kimbrough (21 and Over)

Oct 30 at Key West Theater

Garrison Keillor

Garrison Keillor

Oct 27 at Key West Theater

Lip Sync & Lifeguards - A Fantasy Fest Pool Party

Lip Sync & Lifeguards - A Fantasy Fest Pool Party

Oct 17 12:00 PM at Blue Flamingo Resort Key West

Key West Powerboat Races 2026 - General Admission - Sun

Key West Powerboat Races 2026 - General Admission - Sun

Nov 8 9:00 AM at Sunset Pier

Sins & Sequins - An Official Fantasy Fest Event

Sins & Sequins - An Official Fantasy Fest Event

Oct 21 7:00 PM at Blue Flamingo Resort Key West

Key West Powerboat Races 2026 - VIP Tent - FRIDAY

Key West Powerboat Races 2026 - VIP Tent - FRIDAY

Nov 6 9:00 AM at Sunset Pier

Mangoes Drag Brunch Royale Christmas Show

Mangoes Drag Brunch Royale Christmas Show

Dec 20 11:30 AM at Mangoes Restaurant

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