Upcoming Festivals Events

Key West Powerboat Races 2025 - Hot Tin Roof Balcony - SUNDAY

 Hot Tin Roof Restaurant 9 Nov 2025
SPORTS USD 403 TO 805

25th Annual Living Art Expo

 0 Duval Street, Key West, FL, United States, Florida 33040 24 Oct 2025
ART

Meghan Barter: Human Jukebox Release Concert + Listening Party

 Key West Theater 10 Oct 2025
ENTERTAINMENT

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Upcoming Live Music Events

Buffett Through The Years

 512 Eaton St, Key West, FL, United States, Florida 33040 31 Oct 2025
CONCERTS

Mac McAnally in Key West

 Key West Theater 5 Dec 2025
CONCERTS

Clay Walker @ Country Music Cruise in Key West

 Country Music Cruise 29 Oct 2025
COUNTRY-MUSIC-FESTIVALS

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Upcoming Food & Drinks Events

31st Annual Taste of Key West

 Truman Waterfront, Key West, FL, United States, Florida 33040 23 Mar 2026

Key West Powerboat Races 2025 - VIP Tent - SUNDAY

 Sunset Pier 9 Nov 2025
SPORTS USD 461 TO 518

Key West Powerboat Races 2025 - VIP Tent - FRIDAY

 Sunset Pier 7 Nov 2025
SPORTS USD 461 TO 518

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Upcoming Comedy Events

Dirty Doctors Naughty Nurses Party

 Celtic Conch Public House 25 Oct 2025
USD 30 TO 115

Murder at the Hard Rock Cafe

 Hard Rock Cafe Key West 9 Oct 2025

Bingo Sunday with Qmitch ~ All Candidates

 22 Bingo 12 Oct 2025
BINGO

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Upcoming Parades Events

2025 Fantasy Fest Parade Viewing Party @ First Flight

 First Flight Island Restaurant & Brewery 25 Oct 2025
FESTIVALS USD 177 TO 212

Captain Morgan's Masquerade March

 Fleming St, Key West, FL 33040, United States 24 Oct 2025
PARTIES

2026 Annual Southernmost Conch Republic POLAR PLUNGE

 Higgs Beach Key West, Florida 8 Feb 2026
CONTESTS

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Upcoming Halloween Events

Glitter Witch Official Halloween Bar Crawl and Party

 504 Angela St, Key West, FL, United States, Florida 33040 31 Oct 2025
PARTIES

Trick or Treat Party at the Farmers Market

 21 E Quay Rd, Key West, FL, United States, Florida 33040 30 Oct 2025
TRICK-OR-TREAT

Key West Halloween Drag Brunch Royale

 Mangoes Restaurant 19 Oct 2025
BRUNCH USD 55 TO 71

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Upcoming Candlelight Concerts Events

Goddess Archetype

 508 Southard Street #107, Key West, FL, United States, Florida 33040 17 Oct 2025
MEDITATION

Candlelight Yoga Nidra + Sound Bath Experience with Malaika

 612 Fleming Street, Key West, FL, United States, Florida 33040 20 Nov 2025
HEALTH-WELLNESS

An Evening Aglow: A Candlelight Christmas with Marjory Lee

 Key West Theatre 16 Dec 2025
MUSIC

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Upcoming Carnivals Events

Sloppy Joe's 46th Annual Toga Party

 Sloppy Joe's 23 Oct 2025
ENTERTAINMENT

LUV2GLOW - VIVID DREAMS - FANTASY FEST 2025 @Rick's Key West

 Rick's Bar 22 Oct 2025
FESTIVALS USD 36 TO 117

Sloppy Joe's Slumber Party

 Sloppy Joe's 22 Oct 2025
PARTIES

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Upcoming Pop-Ups Events

Follow The Rabbit... (6PM)

 Key West Theater 13 Dec 2025
PERFORMANCES

Follow The Rabbit... (6PM)

 Key West Theater 1 Nov 2025
PERFORMANCES

Family Yoga Pop-Up

 612 Fleming Street, Key West, FL, United States, Florida 33040 5 Oct 2025
POP-UPS

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Trending Events in Key West

Oktoberfest Key West

 522 FRONT ST, Key West, FL, United States, Florida 33040 10 Oct 2025
OKTOBERFEST

Macy Gray at Key West Theater

 Key West Theater 24 Oct 2025
ART

The Wheeland Brothers

 Key West Theater 7 Nov 2025
ART

Pimp And Ho Party

 Celtic Conch Public House 24 Oct 2025
CONTESTS USD 41 TO 149

Key West Powerboat Races 2025 - General Admission - Fri

 Sunset Pier 7 Nov 2025
SPORTS USD 71 TO 105

Mac McAnally in Key West

 Key West Theater 6 Dec 2025
CONCERTS

Sound Bath + Yoga Nidra: A Journey Into Deep Rest

 Evolve Key West 3 Oct 2025
HEALTH-WELLNESS

Pajama And Lingerie Party

 Aqua Bar and Nightclub, Duval Street, Key West, FL, USA 23 Oct 2025
PARTIES USD 30 TO 115

“Cooking with Salt and Pepa.”

 Key West Cooking Show 10 Oct 2025
FOOD-DRINKS

Cliff Cash

 Comedy Key West 30 Sep 2025
COMEDY

Peter Antoniou "Psychic" Comedian

 512 Eaton St, Key West, FL, United States, Florida 33040 11 Oct 2025
COMEDY

Official USSA Steinholding Competition

 522 FRONT ST, Key West, FL, United States, Florida 33040 11 Oct 2025
CONTESTS

Peter Antoniou at Key West Theater

 Key West 11 Oct 2025
PERFORMANCES

Tay Tay Tuesday - In Your Wildest Dreams

 Sunset Pier ~ Key West 21 Oct 2025
CONCERTS

"The Fabulous Spectrelles" Featuring Pepa

 Kaya Island Eats 10 Oct 2025

More things to do in Key West

Festivals
Live Music
Food & Drinks
Comedy
Parades
Halloween
Candlelight Concerts
Carnivals
Pop-Ups
Oktoberfest
Bar Crawls
Music Festivals