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Happening Next in Key West

Upcoming Festivals Events

Last Call - After Party at Smokin' Tuna

 313 Duval St, Key West, FL 33040-6565, United States 7 Sep 2026
ENTERTAINMENT

Key West Artisan Market at the Party in the Park

 Truman Waterfront Park 6 Sep 2026
PARTIES

Key West Fantasy Fest 2026

 Key West, Florida 16 Oct 2026
FESTIVALS

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Upcoming Live Music Events

Duval Street Party with the Landshark Band

 200 Duval St, Key West, FL 33040, United States 4 Sep 2026
ENTERTAINMENT

Will Kimbrough - Live in the Chart Room

 Pier House Resort & Spa 7 Sep 2026
ENTERTAINMENT

Just a Few Friends Celebration, Key West

 Key West 3 Sep 2026
ENTERTAINMENT

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Upcoming Food & Drinks Events

Cheese Burger Beach Battle and Tribute Concert

 Southernmost Beach Resort 3 Sep 2026
MUSIC

Parrots and Margaritas 5k Run/Walk

 Kaya Island Eats 5 Sep 2026
MARATHONS

Milagro Margarita Historic Seaport Bar Stroll

 The Marker Key West Resort 5 Sep 2026
SPORTS

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Upcoming Comedy Events

Bubba Look Alike Contest

 200 Duval St, Key West, FL 33040, United States 4 Sep 2026
MUSIC

A Pirate Looks Back - Jimmy Buffett Tribute

 Comedy Key West 5 Sep 2026
COMEDY

Illusions The Drag Queen Show Key West - Drag Queen Show - Key West, FL

 Illusions the Drag Queen Show Key West 21 Aug 2026
FITNESS USD 13 TO 914

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Upcoming Bar Crawls Events

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

 TBA 30 Oct 2026
FITNESS USD 8 TO 71

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

 TBA 31 Oct 2026
PARTIES USD 8 TO 50

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

 TBA 31 Oct 2026
PARTIES USD 8 TO 82

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Upcoming Pop-Ups Events

Back to the Island Beach Party

 801 Bourbon bar 5 Sep 2026
PARTIES

"Painting Paradise: A Guided Plein Air Experience Session One: Shrimp Boat Sound"

 Shrimpboat Sound 4 Sep 2026
ART

"Painting Paradise: A Guided Plein Air Experience Session Two: Louis Back Yard"

 Louie's Backyard 5 Sep 2026
ART

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Upcoming Parades Events

Second Line Memorial Walking Parade

 100 Duval St, Key West, FL 33040-6506, United States 6 Sep 2026
MUSIC

Deep Eddy Vodka 2026 Fantasy Fest Parade

 Duval St, Key West, FL 33040, United States 24 Oct 2026
PARADES

Captain Morgan's Masquerade March

 1117 Fleming St, Key West, FL 33040-6909, United States 23 Oct 2026
PARTIES

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Trending Events in Key West

Key West's Favorite Son City Proclamation

 Shrimp Boat Sounds (Jimmy Buffetts Recording Studio) 4 Sep 2026
MUSIC

The Wheeland Brothers + Mike Stack & Friends at Sunset Pier

Sunset Pier, Key West, FL 33040, United States 5 Sep 2026
CONCERTS

Landsharks Band Jimmy Buffett Tribute in Key West

 Duval St Key West Florida 4 Sep 2026
ENTERTAINMENT

Come Monday: Cayman & the Mango Men

 Sunset Pier, Key West, FL 33040, United States 7 Sep 2026
NONPROFIT

Best Friend VIP Show ft. Nadirah Shakoor

 Margaritaville Restaurant, Key West 6 Sep 2026
MUSIC

Keep it Going: Margaritaville Cafe After Party with Nadirah

 Margaritaville Restaurant, Key West 3 Sep 2026
ENTERTAINMENT

Wind and Wine Music Sail with Caleb

 255 Front St, Key West, FL 33040-8371, United States 5 Sep 2026
PARTIES

Sunset to Stage: Wheeland Brothers Dockside Party

 S/V Argo Navis 5 Sep 2026
ENTERTAINMENT

Mac McAnally, Will Kimbrough, Howard Livingston & the Mile Marker 24 Band in Key West

 201 Duval St 6 Sep 2026
MUSIC

Labor Day Pool Party at The Marker Key West Harbor Resort - September 6

 The Marker Key West Harbor Resort 6 Sep 2026

Gov't Mule & Ziggy Marley

 Coffee Butler Amphitheater 30 Sep 2026
TRIPS-ADVENTURES

Tin Cup Sailing Adventure

 255 Front St, Key West, FL 33040-8371, United States 7 Sep 2026
TRIPS-ADVENTURES

Keep It Going… Hog’s Breath Saloon After Party

 Hog's Breath Saloon 4 Sep 2026
MUSIC

Dolphin Watch & Snorkel Combo

 Fury Water Adventures Key West 3 Sep 2026
TRIPS-ADVENTURES

Back Country Escape: Morning Sail, Snorkel & Kayak Excursion

 255 Front St, Key West, FL 33040-8371, United States 4 Sep 2026
TRIPS-ADVENTURES
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More things to do in Key West

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