Upcoming Key West Events

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

Mac McAnally in Key West

 Fri, 05 Dec at 08:00 pm Key West Theater

Buffett Through The Years

 Fri, 31 Oct at 08:00 pm 512 Eaton St, Key West, FL, United States, Florida 33040

2025 Fantasy Fest Parade Viewing Party @ First Flight

 Sat, 25 Oct at 06:00 pm First Flight Island Restaurant & Brewery USD 177 to 212

Mac McAnally in Key West

 Sat, 06 Dec at 08:00 pm Key West Theater

Clay Walker @ Country Music Cruise in Key West

 Wed, 29 Oct at 07:00 pm Country Music Cruise

Murder at the Hard Rock Cafe

 Thu, 09 Oct at 05:00 pm Hard Rock Cafe Key West

Key West Powerboat Races 2025 - General Admission - Fri

 Fri, 07 Nov at 09:00 am Sunset Pier USD 71 to 105

Key West Powerboat Races 2025 - VIP Tent - SUNDAY

 Sun, 09 Nov at 09:00 am Sunset Pier USD 461 to 518

Pajama And Lingerie Party

 Thu, 23 Oct at 10:30 pm Aqua Bar and Nightclub, Duval Street, Key West, FL, USA USD 30 to 115

Peter Antoniou at Key West Theater

 Sat, 11 Oct at 08:00 pm Key West Theater

2025 KWPD Love Fund Annual Ball

Sat, 20 Sep at 06:00 pm Opal Key Resort & Marina

September's Community Swim Night

 Sat, 20 Sep at 06:00 pm 1319 Duval Street, Key West, FL, United States, Florida 33040

Bingo Sunday with Qmitch ~ This one is all Floyd

 Sun, 14 Sep at 05:00 pm 22 Bingo

Gabriel Rutledge

 Sat, 14 Feb Key West Theater

Tay Tay Tuesday - In Your Wildest Dreams

 Tue, 21 Oct at 06:00 pm Sunset Pier ~ Key West

Peter Antoniou "Psychic" Comedian

 Sat, 11 Oct at 08:00 pm 512 Eaton St, Key West, FL, United States, Florida 33040

Peter Antoniou at Key West Theater

 Sat, 11 Oct at 08:00 pm Key West

Service Industry Night at Mary Ellen's

 Sun, 07 Sep at 09:00 pm 420 Appelrouth Lane, Key West, FL, United States, Florida 33040

Full Reset: Nervous System Reboot

 Sat, 13 Sep at 10:00 am Excel Chiropractic

Peter Antoniou

 Fri, 10 Oct at 07:00 pm Key West Theater

Puddles Pity Party at Key West Theater

 Sun, 28 Sep at 08:00 pm Key West

Aqua Idol ~ Royal Edition "Floyd PEPA Jenkins for Fantasy Fest KING 2025

 Tue, 23 Sep at 06:00 pm AquaPlex Key West

The Fabulous Spectrelles

 Fri, 03 Oct at 08:00 pm Kaya Island Eats

Pop Up Jazz In The Gardens!

 Sun, 07 Sep at 05:00 pm The Gardens Hotel Key West Florida

Puff N Paint Hibiscus on Canvas with Painting the Keys

 Sat, 13 Sep at 04:20 pm 3128 N. Roosevelt Blvd., Key West, FL, United States, Florida 33040

Jukebox Wizard with Landon!

 Wed, 10 Sep at 07:00 pm 420 Appelrouth Lane, Key West, FL, United States, Florida 33040

Shoreline Sessions Reggae Beach Festival

Sat, 01 Nov at 04:00 pm 1319 Duval Street, Key West, FL, United States, Florida 33040

"The Fabulous Spectrelles" Featuring Pepa

 Fri, 10 Oct at 08:00 pm Kaya Island Eats

Thursday Night One-Piece

 Thu, 11 Sep at 08:00 pm 2506 N Roosevelt Blvd, Suite 101, Key West, FL, United States, Florida 33040

That Arena Rock Show

 Sat, 18 Oct at 07:00 pm 0 Duval Street, Key West, FL, United States, Florida 33040

Hilariously Inappropriate Drag Queen Bingo - A Comedy Show With Balls

 Fri, 10 Oct at 06:00 pm 512 Eaton St, Key West, FL, United States, Florida 33040

Captain Morgan's Masquerade March

 Fri, 24 Oct at 05:30 pm Fleming St, Key West, FL 33040, United States

Nature is Art: Children’s Art Workshop

Sat, 20 Sep at 10:00 am 5210 College Rd, Key West, FL

Bingo Sunday with Qmitch ~ All Candidates

 Sun, 12 Oct at 05:00 pm 22 Bingo

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

 Sun, 09 Nov at 09:00 am Hot Tin Roof Restaurant USD 403 to 805

SAINTS, SINNERS & SCREEN QUEENS: The Big Lebowski at Williams Hall

 Thu, 18 Sep at 08:00 pm 729 Fleming Street, Key West, FL, United States, Florida 33040

Thomas Dolby at Key West Theater

 Fri, 07 Nov at 08:00 pm Key West Theater

Mike Stack and Friends on the BIG stage at the Sunset Pier

 Sat, 11 Oct at 05:30 pm Sunset Pier ~ Key West

2nd Saturday Celebration - Upstairs at Shops at Mallory Square

 Sat, 13 Sep at 05:00 pm The Shops at Mallory Square

Macy Gray-On How Life Is 25th Anniversary Tour

 Fri, 24 Oct at 09:00 pm Key West Theater

Trivia: Catch the Mania!

 Tue, 09 Sep at 06:00 pm Sunset Lounge Sigsbee

Southern Most HazMat Conference

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

Key West 10th Annual Casino Night by SOS Foundation

 Fri, 14 Nov at 06:30 pm Beachside Resort & Residences Key West USD 18 to 135

First Sunday Open Mic Monthly Reading

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

A work-in-progress preview screening of "The Life & Art of Eric Anfinson"

 Sun, 16 Nov at 07:00 pm 533 Eaton St, Key West, FL, United States, Florida 33040

Oktoberfest - 2 Year Anniversary!!

 Sat, 13 Sep at 02:00 pm 5635 1st ave, Key West, FL, United States, Florida 33040

Mac McAnally in Key West

 Thu, 04 Dec at 08:00 pm Key West Theater

Truman Waterfront Farmers Market

 Thu, 11 Sep at 02:00 pm 21 E Quay Rd, Key West, FL, United States, Florida 33040

Movie Trivia Night for Teens

 Sat, 13 Sep at 06:00 pm 600 Eaton St, Key West, FL, United States, Florida 33040

Monthly Lodge Meeting September 2025

 Wed, 10 Sep at 05:30 pm American Legion

The Fabulous Spectrelles

 Fri, 12 Sep at 08:00 pm Kaya Island Eats

The Fabulous Spectrelles

 Fri, 19 Sep at 08:00 pm Kaya Island Eats

Puddles Pity Party at Key West Theater

Sun, 28 Sep at 08:00 pm 512 Eaton St, Key West, FL, United States, Florida 33040

Anklets & Alchemy: A Create Night with ZEN

 Sat, 13 Sep at 04:00 pm Boutique Alexandra

DJ Sanaris at General Horseplay

 Sat, 20 Sep at 09:30 pm General Horseplay

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

 Tue, 09 Sep at 06:00 pm 420 Appelrouth Lane, Key West, FL, United States, Florida 33040

Full Moon Magic Ghost Stories

 Sun, 07 Sep at 07:00 pm 1319 Duval Street, Key West, FL, United States, Florida 33040

RICK KING'S BAND - Funky Soul Weekend

Fri, 19 Sep at 08:00 pm The Alamo Key West

Farm Open House

 Sun, 14 Sep at 01:00 pm Monroe County Sheriff's Office Animal Farm

The Brit Pack: The Ultimate British Music Experience

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

Rotary Club of Key West Weekly Meetings

 Thu, 11 Sep at 12:00 pm The Rotary Club of Key West 1107 Key Plaza, Box 294, Key West, FL

Sunset Moonrise Sail

 Sun, 07 Sep at 06:15 pm 0 Duval Street, Key West, FL, United States, Florida 33040

80s & 90s Trivia Night

 Sun, 07 Sep at 07:00 pm 126 Simonton Street, Key West, FL, United States, Florida 33040

1st Annual USCGC Ingham Fundraising Gala

 Sat, 22 Nov at 05:00 pm Truman Waterfront Park - West end of Southhard Street, Key West, FL, United States, Florida 33040

Sharese Nicole LIVE at Sunset Lounge Bar and Grill

 Fri, 12 Sep at 05:00 pm Sunset Lounge Sigsbee

4th Annual Tat’s for Ta-Ta’s 2025

 Wed, 15 Oct at 07:00 pm 512 Greene St, Key West, FL

Back at the Backyard!!!

Sat, 20 Sep at 08:00 pm The Backyard Bar key west

Weekly Club Meeting - Key West Sunrise Rotary Club

 Fri, 12 Sep at 07:00 am Doubletree-Grand Key Resort

Dave Matthews Tribute Band - BIG Stage / FREE Show

 Fri, 17 Oct at 07:00 pm 0 Duval Street, Key West, FL, United States, Florida 33040

Drag Brunch

 Sun, 07 Sep at 12:00 pm 291 Front St suite 207, Key West, FL, United States, Florida 33040

Tacos & Tequila Tuesday

Tue, 07 Oct at 08:00 pm Old Town Mexican Cafe

MONDAY NIGHT FOOTBALL SUNSET RUN

 Mon, 08 Sep at 07:00 pm Fit2Run, The Runner's Superstore- Key West (Key West)

Mac McAnally at Key West Theater

 Fri, 05 Dec at 08:00 pm Key West Theater

Good Trees River Band at The Green Parrot

Fri, 12 Sep at 05:30 pm Green Parrot Key West

The Fabulous Spectrelles

 Fri, 26 Sep at 08:00 pm Kaya Island Eats

Scott Kirby- 35 Years of Songs & Stories

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

Melon Jelly LIVE @ The Alamo, Key West FL 🎶

 Fri, 21 Nov at 09:00 pm The Alamo Key West

Half & Half Night

 Wed, 10 Sep at 04:30 pm Half Shell Raw Bar

Buffett Through The Years - Tribute to Jimmy Buffett

 Thu, 30 Oct at 07:00 pm Key West Theater

Lunchtime Sandwich Sale, 803 Emma!

 Sat, 13 Sep at 12:00 pm 803 Emma St

Royal Coronation

 Fri, 17 Oct at 06:00 pm Coffee Butler Amphitheater

10th Annual Spayghetti & No Balls Dinner

 Wed, 17 Sep at 06:00 pm La Trattoria Oceanside

ACOUSTIC SOUL IN KEY WEST!

 Fri, 03 Oct at 07:00 pm Schooner Wharf Bar

All Candidate Drag Queen Bingo with QMitch!

 Sun, 07 Sep at 05:00 pm 22&Co

22&Co Bingo Sundays w/Qmitch - Floyd for King

 Sun, 14 Sep at 05:00 pm 22&Co

Tom Sandoval & The Most Extras

 Thu, 09 Oct at 08:00 pm Key West Theater

Paint & Sip

 Thu, 16 Oct at 05:30 pm Key West Lighthouse & Keeper's Quarters Museum

The Linda Ronstadt Experience

 Fri, 20 Feb Key West Theater

Sales & Marketing Hiring Event - Key West, FL

 Fri, 05 Sep at 04:00 pm 520 Front St, Key West, FL 33040-6658, United States

KWBW25: Bottoms Up Pool Party

 Sat, 01 Nov at 02:00 pm Island House Key West Gay Hotel & Resort

The Dave Matthews Tribute Band

 Tue, 24 Feb at 07:00 pm Key West Theater

DEKA MILE & DEKA ATLAS Hosted by Urban Fit, Inc - Hatfield, PA

Sun, 14 Sep at 06:30 am Urban Fit, Inc.

Wesley House Holiday Village & Bike Ride

 Fri, 05 Dec at 05:00 pm Coffee Butler Amphitheater

Drag Queen Bingo!

 Sun, 07 Sep at 05:00 pm 504 Angela St, Key West, FL, United States, Florida 33040

Jerry Kramer LIVE at Sunset Lounge Bar and Grill

 Fri, 19 Sep at 05:00 pm Sunset Lounge Sigsbee

Filet Day at Mary Ellen's!

 Wed, 10 Sep at 11:30 am 420 Appelrouth Lane, Key West, FL, United States, Florida 33040

The Fabulous Spectrelles

 Fri, 10 Oct at 08:00 pm Kaya Island Eats

October's Community Swim

 Sat, 11 Oct at 06:00 pm 1319 Duval Street, Key West, FL, United States, Florida 33040

The Broken Hearts: A Tribute to Tom Petty & The Heartbreakers

 Sat, 29 Nov at 08:00 pm Key West Theater

Rob Dorgan - AWAKENING THE MYSTIC

 Thu, 11 Sep at 06:30 pm 533 Eaton St, Key West, FL, United States, Florida 33040
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