Explore Key West

Happening Next in Key West

Name: Custom House Holiday Concert & Bazaar
Start: 2026-12-11
End: 2026-12-11
Location: Key West Art & Historical Society

Upcoming Festivals Events

28th Annual Key West Lobsterfest

100-500 Blocks Duval Street, Key West, FL, United States, Florida 33040 5 Aug 2026

PARTIES

Captain Morgan's Masquerade March

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

MUSIC

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

Gov't Mule & Ziggy Marley

Coffee Butler Amphitheater 30 Sep 2026

TRIPS-ADVENTURES

Cheese Burger Beach Battle and Tribute Concert

Southernmost Beach Resort 3 Sep 2026

MUSIC

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Upcoming Food & Drinks Events

LobsterFest Beats & Brunch 2026

First Flight Island Restaurant & Brewery 9 Aug 2026

BRUNCH USD 138

Key West Powerboat Races 2026 - VIP Tent - FRIDAY

Sunset Pier 6 Nov 2026

FITNESS USD 525

Key West Powerboat Races 2026 - VIP Tent - SUNDAY

Sunset Pier 8 Nov 2026

FITNESS USD 525

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Upcoming Comedy Events

Dusty Slay:The Neighborhood Guy Tour

Key West Theater 21 Nov 2026

COMEDY

Dusty Slay: The Neighborhood Guy Tour

Key West Theater 20 Nov 2026

COMEDY

Bubba Look Alike Contest

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

MUSIC

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Upcoming Pop-Ups Events

Back to the Island Beach Party

801 Bourbon bar 5 Sep 2026

PARTIES

Just a Few Friends Celebration, Key West

Key West 3 Sep 2026

ENTERTAINMENT

Key West Artisan Market at the Party in the Park

Truman Waterfront Park 6 Sep 2026

PARTIES

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Upcoming Music Festivals Events

Last Call - After Party at Smokin' Tuna

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

ENTERTAINMENT

Rum Fest: Cliff Cody & Sharese

Key West Theater 14 Aug 2026

FESTIVALS

Parrot Head Reef Trop Rock

Key West 4 Sep 2026

FESTIVALS

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Trending Events in Key West

Key West Murder Mystery 2: Crime on Date Night!

502 Whitehead St, Key West 1 Sep 2026

TRIPS-ADVENTURES USD 15

Milagro Margarita Historic Seaport Bar Stroll

The Marker Key West Resort 5 Sep 2026

SPORTS

ZaneCrawl • Key West • 11/13-11/15

Key West 13 Nov 2026

FITNESS USD 1,882

Deep Eddy Vodka 2026 Fantasy Fest Parade

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

FESTIVALS

29th Annual Key West Half Marathon & Runfest

Key West Historic Seaport 15 Jan 2027

MARATHONS

Nine One Five's Fantasy Fest Parade Viewing Party

Nine One Five 24 Oct 2026

FESTIVALS USD 59

Will Kimbrough - Live in the Chart Room

Pier House Resort & Spa 7 Sep 2026

ENTERTAINMENT

Gov't Mule & Ziggy Marley

Key West, Florida 30 Sep 2026

Party Like a Rockstar

319 Duval St, Key West, FL 24 Oct 2026

FOOD-DRINKS

Second Line Memorial Walking Parade

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

MUSIC

Golden Hour - A Fantasy Fest Sunset Experience

Galleon Marina 19 Oct 2026

FITNESS USD 71 TO 117

LUV2GLOW - LIQUID FREQUENCY - FANTASY FEST 2026 at Rick's Key West

Rick's Bar 21 Oct 2026

FITNESS USD 36 TO 117

Mangoes Drag Brunch Royale Halloween Edition

Mangoes Restaurant 1 Nov 2026

FITNESS USD 55 TO 66

Key West's Favorite Son City Proclamation

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

MUSIC

Custom House Holiday Concert & Bazaar

Key West Art & Historical Society 11 Dec 2026

MUSIC

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