Upcoming Key West Events

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

Sculpture Art Rock Concert

 Sat, 15 Nov at 06:00 pm The Greeen House Free

Mac McAnally in Key West

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

Key West Lighted Boat Parade 🎄

 Sat, 13 Dec at 07:30 pm 631 Greene St, Key West, FL, United States, Florida 33040

Wesley House Holiday Village & Bike Ride

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

Running of the Elves

 Sat, 20 Dec at 06:00 pm Key West

31st Annual Taste of Key West

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

Annual Tree Lighting

 Sun, 30 Nov at 05:30 pm Bayview Park Key West

JAWS AT 50!!!

 Fri, 14 Nov at 06:15 pm Tropic Cinema

THE MANGO MURDERS Brunch Sail *SOLD OUT*

 Fri, 14 Nov at 11:00 am S/V Argo Navis

Brews & Empanadas

 Fri, 14 Nov at 04:00 pm The Alamo Key West

DEADFEST KEY WEST - FALL SESSIONS - DEC 5th, 6th & 7th

 Fri, 05 Dec at 03:00 pm The Alamo Key West

Sculpture Art Rock Concert

 Sat, 15 Nov at 06:00 pm The Greeen House Free

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

Nature is Art: Children’s Art Workshop

Sat, 15 Nov at 10:00 am 5210 College Rd, Key West, FL

Mac McAnally at Key West Theater

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

Mac McAnally in Key West

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

Nature is Art: Children’s Art Workshop

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

ARMY vs. NAVY "Friday Night Lights" Flag Football Game

 Fri, 05 Dec at 07:00 pm Sigsbee Park

17th Annual Rudolph APSMC 5K

 Sat, 13 Dec at 07:00 am Southernmost Beach Resort

Melon Jelly LIVE @ The Alamo, Key West FL 🎶

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

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

Crystal Gayle at Key West Theater

 Sat, 22 Nov at 08:00 pm Key West Theater

A Celebration of the Songs of Pete & Wayne with Pete Jarvis and Friends

 Fri, 21 Nov at 08:00 pm Key West Theatre

Florida Keys Seafood Festival

 Sat, 14 Feb at 04:00 pm Truman Waterfront Park

DINNER & A SHOW - TONY BALTIMORE makes you dinner!

 Wed, 26 Nov at 08:00 pm Key West Theater

Zack Seemiller Live at the Key West Theatre Backstage Listening Room!

 Sun, 16 Nov at 07:00 pm Key West Theater

FREE Veterans Day BBQ at Youth Center

 Fri, 14 Nov at 04:00 pm Sigsbee Park

2026 Annual Southernmost Conch Republic POLAR PLUNGE

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

Cow Key Bridge ZERO-K Run

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

Q West: Comedy Escape 2026

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

Rum Infused | Mermaids Pirates in the Garden

 Sat, 22 Nov at 06:00 pm 5210 College Rd, Key West, FL, United States, Florida 33040

Scott Kirby- 35 Years of Songs & Stories

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

Mac McAnally – Key West

 Sat, 06 Dec at 07:00 pm Mac McAnally – Key West, FL – December 6, 2025

Mac McAnally in Key West

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

Time to Talk Turkey!

 Sat, 15 Nov at 07:00 pm 291 Front St suite 207, Key West, FL, United States, Florida 33040

Custom House Holiday Concert & Bazaar

 Fri, 12 Dec at 05:00 pm Key West Art & Historical Society

The Lighting of the "Harbor Walk of Lights"

 Wed, 26 Nov at 05:00 pm Conch Republic Seafood Company

Time to Talk Turkey!

 Sat, 22 Nov at 07:00 pm 291 Front St suite 207, Key West, FL, United States, Florida 33040

This Blows: A Musical Comedy Show that Doesn’t Suck!

 Sat, 22 Nov at 08:00 pm Key West Theater

The Garcia Project: Performing classic Jerry Garcia Band Set Lists from 1976-1995

 Sat, 15 Nov at 08:00 pm 512 Eaton St, Key West, FL, United States, Florida 33040

Key West Theater Welcomes The Broken Hearts: A Tribute to Tom Petty & The Heartbreakers

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

Changes In Latitude at Key West Theater

Tue, 03 Mar at 08:00 pm 512 Eaton St, Key West, FL, United States, Florida 33040

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

DEADFEST KEY WEST - FALL SESSIONS - DEC 5th, 6th & 7th

 Fri, 05 Dec at 07:00 pm The Alamo Key West

Freedom Flotilla Festival

 Fri, 19 Dec at 05:00 pm Key West Free

Bark & Brew Series at Oceans Edge Resort

 Wed, 26 Nov at 05:00 pm 5950 Peninsular Avenue, Key West, FL, United States, Florida 33040

Thanksgiving at Four Marlins

 Thu, 27 Nov at 05:30 pm 1435 Simonton St, Key West, FL 33040

Southern Most HazMat Conference

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

Ann Hampton Callaway - Finding Beauty: Inspired Classics and Originals

 Mon, 17 Nov at 07:30 pm Tennessee Williams Theatre

Performing for Key West Wedding

Sat, 29 Nov at 04:00 pm Key West Islands

November's Community Swim

 Sat, 15 Nov at 06:00 pm 1319 Duval Street, Key West, FL, United States, Florida 33040

Mac McAnally - Night 3 - SOLD OUT

 Sat, 06 Dec at 08:00 pm 512 Eaton St, Key West, FL, United States, Florida 33040

Black Friday Shopping Extravaganza

 Fri, 28 Nov at 10:00 am Truman Waterfront Park

Freedom Flotilla Festival

 Fri, 19 Dec at 05:00 pm Key West, Floirda

Great Gatsby NYE 2026

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

Zack Seemiller: This Show Saves Lives

Sun, 16 Nov at 07:00 pm Key West Theater

Follow The Rabbit... (6PM)

 Sat, 13 Dec at 06:00 pm Key West Theater

Thanksgiving Centerpiece Pumpkin

 Mon, 24 Nov at 05:30 pm Sacred Space Key West

Lighting of the Menorah

 Sun, 14 Dec at 05:30 pm Bayview Park Key West

Carl Fest Grand Finale

 Sun, 23 Nov at 07:00 pm Key West Theater

Mac McAnally - Night 2 - SOLD OUT

 Fri, 05 Dec at 08:00 pm 512 Eaton St, Key West, FL, United States, Florida 33040

A Very Tutu Christmas Trolley 2025!

Mon, 15 Dec at 06:30 pm 504 Angela St, Key West, FL, United States, Florida 33040

Holiday Lights Conch Tour Train

 Fri, 12 Dec at 06:30 pm Sigsbee Community Center

Lower Keys Chamber Holiday Gala and Installation Dinner

 Wed, 03 Dec at 06:00 pm Tennessee Williams Theatre

Key West Thanksgiving Ultimate Adventure H2.O 🦃

 Thu, 27 Nov at 09:45 am 631 Greene St, Key West, FL, United States, Florida 33040

Mac McAnally at Key West Theater

 Thu, 04 Dec at 08:00 pm 512 Eaton St, Key West, FL, United States, Florida 33040

The second annual Key West BookFest!

 Sat, 15 Nov at 10:00 am 700 Fleming Street, Key West, FL, United States, Florida 33040

Sail with Santa 🎅

 Wed, 03 Dec at 04:15 pm 631 Greene St, Key West, FL 33040-6624, United States

Storm Drain Stenciling

Thu, 20 Nov at 09:00 am 3rd St & Harris Ave, Key West FL, 33040

Scott Kirby- 35 Years of Songs & Stories

 Fri, 26 Dec at 07:00 pm Key West Theater

December' Community Swim

 Sat, 13 Dec at 06:00 pm 1319 Duval Street, Key West, FL, United States, Florida 33040

Grand Opening & Lighting Ceremony for the Official Key West Christmas Fun Headquarters

 Fri, 14 Nov at 05:30 pm 1319 Duval St, Key West, FL 33040-3131, United States

Petals & Pearls | Celebrate 90 years in the Garden

 Fri, 30 Jan at 06:00 pm 5210 College Rd, Key West, FL, United States, Florida 33040

Lighting of the Bight

 Wed, 26 Nov at 05:00 pm Key West Historic Seaport

Holiday Lighted Boat Parade

Sun, 14 Dec at 03:00 pm The Perry Hotel & Marina Key West

Key West Astronomer Guided Stargazing Cruises

 Thu, 13 Nov at 06:45 pm 202 William St, Key West, FL, United States, Florida 33040

Family Movie Night - A Polar Express Adventure

 Fri, 19 Dec at 06:00 pm Sigsbee Community Center

The Reverend Peyton's Big Damn Band

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

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

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

Santa Run + Pilates Wellness Event

 Sat, 13 Dec at 08:00 am Blue Flamingo Resort Key West Free

Ray Fogg in Key West

 Fri, 28 Nov at 04:00 pm Rick's Key West

Watercolor Fundraiser with Tracey DeLellis at Alonzo's Patio Bar

 Mon, 15 Dec at 06:00 pm Alonzo's Patio Bar

The Brit Pack: The Ultimate British Music Experience

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

Run for Paradise 5k

 Sat, 03 Jan at 08:00 am Higgs Beach

Celebrate Thanksgiving at the Key West Cooking Show

 Thu, 27 Nov at 11:00 am 291 Front St suite 207, Key West, FL, United States, Florida 33040

Anthony Rodia: Laugh Until it Hurts at Key West Theater

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

31st Annual Hog's Breath Saloon Hog Trot 5K

 Sat, 29 Nov at 08:00 am 400 Front St, Key West, FL, United States, Florida 33040

An Evening Aglow: A Candlelight Christmas with Marjory Lee

 Tue, 16 Dec at 06:30 pm Key West Theatre

CrossFit Mile Zero Cohen Weightlifting Seminar

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

Tim Palmieri & Friends at The Green Parrot

 Fri, 12 Dec at 05:30 pm The Green Parrot

Crystal Gayle

 Fri, 21 Nov at 07:00 pm Key West Theater

Golden Girls: The Tribute Show - A Drag Parody

 Sun, 16 Nov at 12:00 pm Key West Theater

Gentle Movement + Sound Bath with Amanda

 Tue, 18 Nov at 07:30 pm 612 Fleming Street, Key West, FL, United States, Florida 33040

Femmes of Rock at Key West Theater

 Wed, 10 Dec Key West Theater

Scott Kirby- 35 Years of Songs & Stories

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

Candlelight Yoga Nidra + Sound Bath Experience with Malaika

 Thu, 20 Nov at 07:00 pm 612 Fleming Street, Key West, FL, United States, Florida 33040

Cupid's Chase 5K Key West

 Sat, 14 Feb at 09:00 am Clarence S.Higgs Memorial Beach USD 45 to 50

Key West Christmas Ultimate Adventure H2.O 🎅

 Thu, 25 Dec at 09:45 am 631 Greene St, Key West, FL, United States, Florida 33040

Keys Choral Arts: Holiday Concert

 Sat, 13 Dec at 07:00 pm Tennessee Williams Theatre

Pet Photos With The Grinch

 Thu, 04 Dec at 04:30 pm 336 Duval St, Key West, FL, United States, Florida 33040
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