Upcoming Key West Events

Check out what's happening all around Key West, FL

Great Gatsby NYE 2026

 Wed, 31 Dec at 08:00 pm First Flight Island Restaurant & Brewery USD 269

31st Annual Taste of Key West

 Mon, 23 Mar at 06:00 pm Truman Waterfront, Key West, FL, United States, Florida 33040

New Year's Eve at Four Marlins

 Wed, 31 Dec at 05:00 pm 1435 Simonton St, Key West, FL 33040

11th Annual Onesie Pub Crawl

 Sun, 01 Feb at 01:00 pm 512 Greene St, Key West, FL

Jesse Rice’s “Party At The Pier House” Show

 Sat, 07 Mar at 05:00 pm Pier House Resort & Spa USD 36 to 180

2026 Annual Southernmost Conch Republic POLAR PLUNGE

 Sun, 08 Feb at 12:00 pm Higgs Beach Key West, Florida

Scott Kirby- 35 Years of Songs & Stories

Thu, 26 Feb at 07:00 pm Key West Theater

THE QUEENS OF COUNTRY: PATSY! DOLLY! LORETTA!

 Wed, 07 Jan at 07:30 pm 319 Duval Street, Rear, 33040

28th Annual Key West Half Marathon & Runfest

 Fri, 16 Jan at 02:00 pm Key West Historic Seaport

Scott Kirby- 35 Years of Songs & Stories

Fri, 02 Jan at 07:00 pm Key West Theater

Scott Kirby- 35 Years of Songs & Stories

Sat, 03 Jan at 07:00 pm Key West Theater

The Brit Pack: The Ultimate British Music Experience

Sat, 17 Jan at 08:00 pm Key West Theater

Murder Mystery Tea

 Sat, 07 Feb at 04:30 pm 700 Fleming St, Key West, FL, United States, Florida 33040

🎶 Saturdays: Zach Lovering & Resident DJs at General Horseplay

 Sat, 03 Jan at 07:00 pm 423 Caroline street, Key West, FL, United States, Florida 33040

IAN MAKSIN in KEY WEST, FL: Songs of Love & Peace

 Sat, 03 Jan at 07:00 pm Williams Hall

CrossFit Mile Zero Cohen Weightlifting Seminar

 Sat, 17 Jan at 09:00 am CrossFit Mile Zero USD 82

The Fabulous Spectrelles Revue

 Fri, 02 Jan at 07:00 pm Kaya Island Eats

Journal Medicine with Bliss // The Voice Within

 Fri, 02 Jan at 07:00 pm 612 Fleming Street, Key West, FL, United States, Florida 33040

First Sunday Open Mic Monthly Reading

Sun, 04 Jan at 07:00 pm 327 Elizabeth St., Key West, Florida 33040

Release and Renew Ceremony at the Beach

 Fri, 02 Jan at 05:00 pm Higgs Beach Key West, Florida

Author Talk with Michael Grunwald

 Fri, 16 Jan at 06:00 pm 700 Fleming Street, Key West, FL, United States, Florida 33040

Key west 2026: Free 21 days of Spiritual Meditation for Peace

 Sat, 24 Jan at 08:45 pm Virtual Free

Sunset Moonrise Sail

 Sat, 03 Jan at 04:30 pm 0 Duval Street, Key West, FL, United States, Florida 33040

🍀 You're Invited! Lucky 13 Anniversary Party & Fundraiser

 Sat, 24 Jan at 05:00 pm 1024 Grinnell St, Key West, FL, United States, Florida 33040

Mike Fuller at Blue Heaven

 Sun, 04 Jan at 06:00 pm Blue Heaven, Key West, FL

Fighting For Laughs, Too

 Sat, 07 Feb at 06:30 pm Kaya Island Eats

Bronson Arroyo - Coming Home!

 Sat, 31 Jan at 06:30 pm Oldest House Museum & Gardens Key West USD 55 to 269

Tantra & The Key Rhyme Collective

 Sat, 24 Jan at 06:00 pm Studios of Key West

Bougie Afternoon Tea

 Sat, 17 Jan at 03:00 pm 319 Duval St, Key West, FL

Justin Angelo at Sunset Tiki

 Sun, 04 Jan at 06:00 pm Sunset Tiki

David Lowery Tropic Cinema Key West

 Sat, 07 Feb at 07:00 pm Tropic Cinema

Scott Kirby- 35 Years of Songs & Stories

Fri, 13 Feb at 07:00 pm Key West Theater

January's Book Sale in the Palm Garden

 Sat, 03 Jan at 10:00 am 700 Fleming St, Key West, FL, United States, Florida 33040

Terri white,Larry Baeder & friends

Thu, 01 Jan at 06:00 pm 803 Emma St, Key West, FL

Scott Kirby- 35 Years of Songs & Stories

Thu, 15 Jan at 07:00 pm Key West Theater

GAMEDAY! College Football at Mary Ellen's!

 Sat, 03 Jan at 12:00 pm 420 Appelrouth Lane, Key West, FL, United States, Florida 33040

Scrooge Macbeth

 Thu, 01 Jan at 07:30 pm 319 Duval Street, Rear, 33040

Q West: Comedy Escape 2026

 Fri, 10 Apr at 02:00 pm Key West Theater USD 450 to 534

Given to Fly- A Tribute to Pearl Jam

Sat, 10 Jan at 08:00 pm Key West Theater

Put-in-Bay Days in Key West 2026

 Wed, 11 Feb at 03:00 pm Key West, Florida

Matt Gardi LIVE at Navigator's Bar

 Sat, 10 Jan at 04:00 pm Sunset Lounge Sigsbee

Nick Norman w. Shane Williams & Warren Bazemore (of Finnegan Bell)

 Sun, 01 Feb at 07:00 pm Key West Theater

The Linda Ronstadt Experience

 Sat, 21 Feb at 08:00 pm Key West Theater

POP Up Sharpening Services

Fri, 02 Jan at 11:00 am The Alex Vega Key West Firehouse Museum

Ian Maksin: New Album Release Tour

 Sat, 03 Jan at 07:00 pm 729 Fleming Street, Key West, FL, United States, Florida 33040

January 2026 Monthly Meeting - B Lucy Stevens Demo

 Fri, 09 Jan at 03:30 pm 301 Front Street, Key West, FL, United States, Florida 33040

Vision Board Gathering with Malaika

 Wed, 14 Jan at 07:00 pm 612 Fleming Street, Key West, FL, United States, Florida 33040

RENEW — FULL MOON SOUND BATH & YOGA NIDRA with Shanthi

 Fri, 02 Jan at 07:00 pm 508 Southard Street #107, Key West, FL, United States, Florida 33040

Colin Quinn

 Fri, 27 Feb at 08:00 pm Key West Theater

Run for Paradise 5k

 Sat, 03 Jan at 08:00 am Higgs Beach

BINGO at the BAR - Sunset Lounge Bar & Grill

 Thu, 08 Jan at 05:00 pm Sunset Lounge Sigsbee

FOOD: Celebrating Conch Cuisine Exhibition Opening

 Fri, 27 Feb at 05:00 pm Key West Art & Historical Society

Matt Gardi LIVE at Navigator's Bar

 Sat, 24 Jan at 04:00 pm Sunset Lounge Sigsbee

Young Dubliners at Key West Theater

 Fri, 23 Jan Key West Theater

Southern Most HazMat Conference

 Tue, 03 Feb at 08:00 am 3841 North Roosevelt Blvd., Key West, FL, United States, Florida

Key West Buying Event

 Fri, 23 Jan at 10:00 am Doubletree By Hilton Grand Key - Key West

Dvořák | Sibelius | Schubert - Key West

 Sat, 14 Mar at 07:30 pm Tennessee Williams Theatre

Gabriel Rutledge at Key West Theater

 Sun, 15 Feb at 08:00 pm Key West

Sunday Funday Football at Mary Ellen's!

 Sun, 04 Jan at 12:00 pm 420 Appelrouth Lane, Key West, FL, United States, Florida 33040

FRLA Monroe Cheers to 2026!

 Thu, 15 Jan at 05:00 pm Casa Marina Key West, A Waldorf Astoria Resort USD 18 to 23

DMTB: The Dave Matthews Tribute Band

 Wed, 25 Feb at 08:00 pm Key West Theater

Cow Key Bridge ZERO-K Run

Sun, 19 Apr at 12:00 pm Cow Key Channel Bridge

A Night of OASIS at DURTY HARRY’S

 Tue, 27 Jan at 09:00 pm Durty Harry's

Sunday Day Sail

 Sun, 04 Jan at 11:00 am 0 Duval Street, Key West, FL, United States, Florida 33040

Trivia Night 'Catch the Mania'

 Tue, 06 Jan at 06:00 pm Sunset Lounge Sigsbee

Celebrating Epiphany with Rev. Gina Durbin

Sun, 04 Jan at 10:00 am MCC Key West

Scott Kirby- 35 Years of Songs & Stories

Thu, 12 Feb at 07:00 pm Key West Theater

February's Book Sale in the Palm Garden

 Sat, 31 Jan at 10:00 am 700 Fleming St, Key West, FL, United States, Florida 33040

January First Friday Potluck and Guest Speaker Series

 Fri, 02 Jan at 06:00 pm 705 Palm Ave, Key West, FL

Storm Drain Stenciling

Thu, 22 Jan at 09:00 pm 3841 N Roosevelt Blvd, Key West, FL 33040-4534, United States

Cornhole Tournament

Thu, 15 Jan at 05:00 pm Sunset Lounge Sigsbee

David Nihill: Taking Tangents Tour

Sun, 11 Jan at 07:00 pm Key West Theater

Havana Nights Salsa Dancing Lessons!

Tue, 06 Jan at 07:00 pm 1319 Duval Street, Key West, FL, United States, Florida 33040

🎤🎵Larry Smith's Monday Night Jazz Jams 🎶🎤🎼🌴

 Mon, 05 Jan at 06:00 pm 803 Emma St, Key West, FL

Los Lobos Tickets

 Tue, 13 Jan at 08:00 pm Key West, Florida Keys

Trivia, Tacos & Tequila TUESDAY at Mary Ellen's!

 Tue, 06 Jan at 06:00 pm 420 Appelrouth Lane, Key West, FL, United States, Florida 33040

7 Bridges : The Ultimate EAGLES Experience - Key West, FL

 Fri, 27 Mar at 08:00 pm Key West Theater

33rd Annual Golf Classic

 Sun, 22 Feb at 07:00 am 6450 College Rd, Key West, FL 33040-4346, United States

South Florida Symphony Orchestra - Sibelius at Tennessee Williams Theatre

 Sat, 24 Jan at 07:30 pm Tennessee Williams Theatre

Key West, FL – Key West Theater

 Fri, 30 Jan at 07:00 pm Key West Theater

Couples Connection Yin & Sound Journey with Ophelia

 Fri, 23 Jan at 07:00 pm 508 Southard Street #107, Key West, FL, United States, Florida 33040

Garrison Keillor & Erica Rhodes

 Sat, 21 Feb at 07:00 pm Key West Theater

The Reverend Peyton's Big Damn Band

 Sat, 21 Mar at 08:00 pm Key West Theater

Mckenna Carlson LIVE at Sunset Lounge Bar & Grill

 Sat, 03 Jan at 05:00 pm Sunset Lounge Sigsbee

DJ Sanaris at General Horseplay

 Sat, 03 Jan at 10:00 pm General Horseplay

61th Annual Key West Art & Craft Festival

 Sat, 21 Feb at 10:00 am Truman Waterfront Park

Rumours ATL: A Fleetwood Mac Tribute

 Wed, 21 Jan at 08:00 pm Key West Theater

Peter Mayer & Friends- Album Release: Songs & Stories from the 12 Volt Man (7PM)

 Sat, 17 Jan at 07:00 pm Key West Theater

REZA LIVE ON TOUR | KEY WEST, FL

 Fri, 06 Feb at 08:00 pm Key West Theater

Weekly Club Meeting - Key West Sunrise Rotary Club

 Fri, 02 Jan at 07:00 am DoubleTree Resort by Hilton Hotel Grand Key - Key West

Activation Portal | Key West 3-Day Transformation

 Fri, 06 Mar at 05:00 pm 508 Southard Street #107, Key West, FL, United States, Florida 33040

Inauguration of Stephanie B Helping Hands Foundation

Fri, 09 Jan at 12:00 pm Mile Marker 1

CHARITY BINGO NIGHT for the Key West Art & Historical Society

 Mon, 19 Jan at 07:00 pm The Green Parrot

Speaker Series: Sarah Stewart Taylor

 Mon, 26 Jan at 06:00 pm 700 Fleming St, Key West, FL, United States, Florida 33040

Glow Run 3K

 Fri, 23 Jan at 07:00 pm Sunset Lounge Sigsbee

2026 Pole Vault in Paradise

 Sat, 03 Jan at 09:00 am Higgs Beach

Reza Edge of Illusion

 Fri, 06 Feb at 08:00 pm Key West Theater

OC3ANDS BAND! January 2 & 3

Fri, 02 Jan at 09:30 pm The Alamo Key West

Prime of Life Yoga®

 Sat, 03 Jan at 10:00 am 5210 College Rd, Key West, FL, United States, Florida 33040

Graham Nash- Live on Tour 2026

 Sun, 26 Apr at 08:00 pm Key West Theater
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