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Key West.

Concerts, games, comedy, theater and more.

186 things to do33 venues
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Music

A Tribute to the Songs of Pete & Wayne, with Pete Jarvis, Larry Strickland, Ray Fogg & Friends

The Key West Theater · 8:00 PM

Theater & dance

Key West International Dance Company: Murder or Mutiny

Tennessee Williams Theatre · Through Nov 15

Food & drink

Key West Oyster Fest - City Property Event Notice

- Key West FL 33040 · 5:00 PM

Music

A Tribute to the Songs of Pete & Wayne, with Pete Jarvis, Larry Strickland, Ray Fogg & Friends

The Key West Theater · 8:00 PM

Art & museums

Scarecrows and Skeletons in the Forest

Key West Tropical Forest & Botanical Garden · 5:00 AM

3 more dates through Nov 18
Art & museums

Open Daily

Key West Tropical Forest & Botanical Garden · 5:00 AM

3 more dates through Nov 18
Event

Mantras & Mala Making with Karen Moore

Kat in the Hat Classroom · 1:00 PM

From $199
Music

Southernmost Youth Orchestra

Howley Auditorium at the Helmerich Theater · 5:00 PM

Free
Event

From Sailors to Statesmen: A Walking Tour Through Truman Annex

Key West Art & Historical Society · 7:00 PM

Music

Rams Head Presents The Garcia Project with Special Guests Jess & Jill (Acoustic Opening Set)

The Key West Theater · 8:00 PM

Event

Writing from Character with Gretchen Somerfeld (PEAR)

Heinen Design Lab · 10:30 AM

From $95
Event

Non-Profit Bingo Night

Key West Art & Historical Society · 7:00 PM

1 more date through Dec 21
Event

Stargazing 101 with Larry Halstead

The Studios of Key West · 7:00 PM

From $551 more date through Nov 17
Event

StoryTime in the Garden

Key West Tropical Forest & Botanical Garden · 5:00 AM

Event

Glow Hours on Hugh's View

Hugh's View · 5:00 PM

Free4 more dates through Dec 15
Food & drink

Member Breakfast at Key West Museum of Art & History

Key West Art & Historical Society · 7:00 PM

Event

Coffee with the Mayor

Key West City Hall > Commission Side-Conference Room - 1st Floor - 1300 White St · 7:30 AM

2 more dates through Dec 16
Event

FKSPCA Pet Vaccine Mobile Clinic - City Property Event Notice

Truman Waterfront Park - End of Southard Street Key West FL 33040 · 9:00 AM

Art & museums

Informal Plein Air Meet Up

Olivia and Florida Streets · 9:30 AM

Free
Event

Adult Crafting Corner

Key West Library · 10:00 AM

5 more dates through Dec 30
Event

Charcoal Portrait Drawing with Shannon Martin Perkins

Kat in the Hat Classroom · 5:00 PM

From $2001 more date through Dec 2
Art & museums

Anna Konkle Author Talk

Howley Auditorium at the Helmerich Theater · 6:30 PM

Free
Event

2026 Opening Night Welcome Party

Truman Little White House · 8:00 PM

From $75
Art & museums

Ceramics Painting Class

Key West Library · 10:00 AM

1 more date through Dec 17
Event

Once Upon a Craft

Key West Library · 3:00 PM

2 more dates through Dec 17
Art & museums

Happy Hour with the Historian: Clear Havanas, Key West's Cigar Industry

Key West Art & Historical Society · 7:00 PM

1 more date through Nov 20
Music

Rams Head Presents Marty Stuart and His Fabulous Superlatives

The Key West Theater · 8:00 PM

Festivals & markets

Early Bird Cleanup at Northside & Kennedy Drives

<p>Meet next to H&amp;R Block in the Publix Parking Lot</p><p>Hosted by H&amp;R · 8:00 AM

Festivals & markets

Plant Sale and Artist Market

Key West Garden Club at West Martello · Through Nov 21

Event

Watercolor: Tips and Techniques with Justin Hansen (PEAR)

Kat in the Hat Classroom · 10:30 AM

From $90
Event

Story Time @ Key West

Key West Library · 11:00 AM

2 more dates through Dec 11
Food & drink

Thanksgiving Pasta Demonstration

Key West Library · 3:00 PM

Art & museums

Artist Talk with Billy Kearins

Sanger Gallery · 5:00 PM

Free
Music

Rams Head Presents Dusty Slay: The Neighborhood Guy Tour

The Key West Theater · 8:00 PM

1 more date through Nov 21
Festivals & markets

Junk in the Trunk Community Garage Sale - City Property Event Notice

Truman Waterfront Park - End of Southard Street Key West FL 33040 · 8:00 AM

2 more dates through Dec 19
Sports

Tour de Keys 2026 - City Property Event Notice

Truman Waterfront Park - End of Southard Street Key West FL 33040 · 12:00 PM

Event

Fiber Fiends

Key West Library · 2:00 PM

3 more dates through Dec 19
Music

Kristen McNamara: Stories & Songs - Live Recording at the Key West Theater

The Key West Theater · 7:00 PM

Event

Historic Seaport Sail: Mission: Iconic Reefs, Restoring Florida's Coral Reefs

Key West Art & Historical Society · 7:00 PM

Art & museums

9/11 Never forget Mobile Exhibit - City Property Event Notice

Truman Waterfront Park - End of Southard Street Key West FL 33040 · 10:30 AM

3 more dates through Nov 25
Music

Rams Head Presents The Buena Vista Orchestra

The Key West Theater · 8:00 PM

Art & museums

Lecture: "Across the Florida Straits: Cuban Intellectuals and Cultural Life in Nineteenth-Century Key West"

Key West Library · 4:00 PM

Event

Fall ArtCamp: Printing Key West

Key West Art & Historical Society · 7:00 PM

Event

Baby Rave at the Key West Library

Key West Library · 10:00 AM

2 more dates through Dec 22
Art & museums

Informal Plein Air Meet Up

Turtle Kraal and Raw Bar Seaport · 9:30 AM

Free
Festivals & markets

The Lighting of the 21st Annual “Harbor Walk of Lights”

Key West Historic Seaport · 5:00 PM

Festivals & markets

Bight Before Christmas Lighting of the Lobster Trap Tree - City Property Notice

Key West Historic Seaport and Marina - 201 William Street Key West FL 33040 · 6:00 PM

Event

Thanksgiving Holiday

Key West Library · Through Nov 28

Event

City Office Closures - Thanksgiving Day

All city facilities - City Key West FL 33040 · 6:00 AM

1 more date through Nov 27
Festivals & markets

Holiday Makers Market

The Studios of Key West · 10:00 AM

Free
Music

Rams Head Presents Peter Mayer: A Stars & Promises Christmas "This Town"

The Key West Theater · 8:00 PM

Festivals & markets

The City's Annual Christmas Tree Lighting Ceremony - City Property Event Notice

Bayview Park - Key West FL 33040 · 6:00 PM

1 more date through Dec 6
Art & museums

Movie Matinee

Key West Library · 3:00 PM

Event

Writing a Life: The Building Blocks of Memoir with Janice Gary

Heinen Design Lab · 2:00 PM

From $150
Music

Naijs Entertainment & VST Present Happy Christmas Baby - Featuring the World's Greatest Christmas Songs from ABBA to

The Key West Theater · 8:00 PM

Art & museums

Holiday Shell Painting Class

Key West Library · 10:00 AM

Art & museums

Winter Members’ Exhibit: Let the Light In

The Studios of Key West · Through Dec 31

Free
Festivals & markets

21st Annual Pet Pictures with Santa™ – Hosted by The All Animal Clinic

Key West Historic Seaport · 6:00 PM

Theater & dance

Nutcracker Key West

Tennessee Williams Theatre · Through Dec 7

Event

Silk Dye Transfer Method with Marianne Vogel

Kat in the Hat Classroom · 11:00 AM

From $165
Event

Household Hazardous & E-Waste Collection

Sonny McCoy Indigenous park - 1801 White Street Key West FL 33040 · 8:00 AM

Event

Friends of the Key West Library Book Sale

Key West Library · 10:00 AM

Event

Orchid class (full)

Key West Garden Club at West Martello · 10:00 AM

Event

Print Your Own Holiday Cards: Kids Edition with Bria Ansara

Kat in the Hat Classroom · 10:00 AM

From $10
Event

STEM Saturday

Key West Library · 1:00 PM

Festivals & markets

2026 Key West City Hometown Holiday Parade

Key West Historic Seaport · 6:30 PM

Sports

Montessori United 5K - City Property Event Notice

Truman Waterfront Park - End of Southard Street Key West FL 33040 · 8:00 AM

Festivals & markets

Celebrate the Season

Key West Art Center & Gallery · 5:00 PM

Free
Festivals & markets

Schooner Wharf Bar 2026 Tree Trimming Party and Toy Drive

Key West Historic Seaport · 6:00 PM

Event

Pop-up Make and Create for Kids

Key West Art & Historical Society · 7:00 PM

Event

Jingle & Mingle: Society Members Shopping Soiree

Key West Art & Historical Society · 7:00 PM

Theater & dance

It's a Beautiful Wound

Howley Auditorium at the Helmerich Theater · 6:00 PM

From $40
Theater & dance

Shooting Star

Red Barn Theatre · Through Jan 2

Event

Introduction to Coffee Painting with Maria Gonzalez

Kat in the Hat Classroom · 10:30 AM

From $95
Event

Kids Holiday Card Making

Key West Library · 3:00 PM

Event

Historic Seaport Sail: Key West, The Island That Made Its Fortune From the Sea

Key West Art & Historical Society · 7:00 PM

Music

Scott Kirby - 36 YEARS OF SONGS AND STORIES

The Key West Theater · 7:00 PM

7 more dates through Feb 9
Art & museums

Distinguished Speaker Series: The Florida Sponge War: Culture, Competition, and Conflict

Key West Art & Historical Society · 7:00 PM

Music

Rams Head Presents Shaun Cassidy UNWRAPPED: Songs & Stories For The Holidays

The Key West Theater · 8:00 PM

Event

Key West Pen Club

Key West Library · 3:00 PM

Festivals & markets

Holiday Concert & Bazaar

Key West Art & Historical Society · 7:00 PM

Event

Creative Self-Portraits with B. Lucy Stevens

Kat in the Hat Classroom · 1:00 PM

From $90
Music

December Duo Holiday Concert

Hugh's View · 6:00 PM

From $45
Festivals & markets

Schooner Wharf Bar & Galley and Absolute Vodka 35th Annual Key West Lighted Boat Parade 2026

Key West Historic Seaport · 6:00 PM

Festivals & markets

Deck the Hulls! Annual Schooner Wharf Bar Lighted Boat Parade - City Property Event Notice

Key West Historic Seaport and Marina - 201 William Street Key West FL 33040 · 6:00 PM

Festivals & markets

Schooner Appledore Lighted Boat Parade Party

Key West Historic Seaport · 7:30 PM

Music

Rams Head Presents The Broken Hearts: A Tribute to Tom Petty & The Heartbreakers

The Key West Theater · 8:00 PM

Music

Snowy Day | Children's Winter Concert

Courtyard in the KWTF&BG · 7:00 AM

Event

Welcome Back Party

Waterfront Playhouse · 7:00 PM

Music

Here’s to Life: Ann Hampton Callaway

Hugh's View · 7:00 PM

From $4001 more date through Dec 15
Event

Papermaking For Everyone with Tory Mata

Kat in the Hat Classroom · 5:00 PM

From $95
Music

Presented by So Key West App An Evening Aglow: A Candlelight Christmas with Marjory Lee

The Key West Theater · 8:00 PM

Art & museums

Stained Glass Demonstration

Key West Library · 12:30 PM

Event

Fabric Collage Techniques with Quimetta Perle (PEAR)

Kat in the Hat Classroom · 1:00 PM

From $95
Event

Playwriting with Julia Izumi (PEAR)

Heinen Design Lab · 1:00 PM

From $75
Art & museums

Fortune and Men’s Eyes

Howley Auditorium at the Helmerich Theater · 6:30 PM

From $32
Art & museums

Happy Hour with the Historian: Rum Running in South Florida, Prohibition from Key West to Miami

Key West Art & Historical Society · 7:00 PM

1 more date through Dec 18
Event

Sumi-e: Expressive Ink Art with Masumi Sakagami

Kat in the Hat Classroom · 10:00 AM

From $65
Music

Rams Head Presents Mac McAnally

The Key West Theater · 8:00 PM

2 more dates through Jan 16
Music

Cocoa and Carols: Live Holiday Music Cruise Aboard Schooner America 2.0

Key West Historic Seaport · Through Dec 24

Festivals & markets

Kids Holiday Party

Key West Library · 1:00 PM

Music

Cayo Hip Hop Reunion

Hugh's View · 7:00 PM

From $35
Event

Island Legacies: A Walking Tour of Bahama Village

Key West Art & Historical Society · 7:00 PM

Festivals & markets

The Florida Keys Southernmost Car Club 2026 Holiday Classic Car Show & Toy Drive

Key West Historic Seaport · 11:00 AM

Art & museums

Cafe Con Libros with Susan Cerulean

Key West Library · 10:00 AM

Event

Christmas Eve

Key West Library · 12:00 AM

Event

City Office Closures - Christmas Extension

All city facilities - City Key West FL 33040 · 6:00 AM

Food & drink

Christmas Day Brunch Aboard Schooner America 2.0

Key West Historic Seaport · 10:00 AM

Art & museums

Film Screening & Q&A: Adventures of the Conch Republic

Key West Art & Historical Society · 7:00 PM

Event

Winter ArtCamp: Sewing Sea Creatures

Key West Art & Historical Society · 7:00 PM

Art & museums

67th Annual Key West Home Tours

Old Island Restoration Foundation · Through Dec 30

3 more dates through Mar 12
Music

The Restless Natives: Macon, Georgia's tribute to The Allman Brothers Band

The Key West Theater · 8:00 PM

Music

Rams Head Presents Keller Williams Trio featuring Gibb Droll & Jason Hann

The Key West Theater · 8:00 PM

Music

Schmaltz & Pepper

Tennessee Williams Theatre · 7:00 PM

Music

Harrison Gallery Presents Ben Harrison

The Key West Theater · 7:00 PM

3 more dates through Feb 16
Comedy

Encore Entertainment Presents REZA | Edge of Illusion (2:00 PM)

The Key West Theater · 2:00 PM

Music

Brian Patafie (7:00PM)

The Key West Theater · 7:00 PM

1 more date through Jan 7
Art & museums

Key West Literary Seminar 2027: Poetry

Key West Literary Seminar · Through Jan 10

Art & museums

Exhibit Opening: Analogous: Old Cameras. New Work.

Key West Art & Historical Society · 7:00 PM

Music

Paradise Big Band

Tennessee Williams Theatre · 7:00 PM

1 more date through Mar 13
Music

Chooi Brothers

Tennessee Williams Theatre · 7:00 PM

Theater & dance

Puppy Pals, Live!

Tennessee Williams Theatre · 7:00 PM

Music

Rams Head Presents Jim Messina

The Key West Theater · 8:00 PM

Music

Alice Howe & Freebo

The Key West Theater · 7:00 PM

1 more date through Jan 15
Music

Rams Head Presents Ricky Skaggs & Kentucky Thunder

The Key West Theater · 8:00 PM

Event

Back in Time Fundraiser: Key Wild West

Key West Art & Historical Society · 7:00 PM

Food & drink

Tentative date for Members Luncheon

Key West Garden Club at West Martello · 10:00 AM

Music

Rams Head Presents 7 Bridges: The Ultimate Eagles Experience

The Key West Theater · 8:00 PM

1 more date through Feb 23
Music

The Doo Wop Project

Tennessee Williams Theatre · 7:00 PM

Music

Rams Head Presents Double Duran "The Ultimate Duran Duran Experience"

The Key West Theater · 8:00 PM

Theater & dance

Dracula: A Comedy of Terrors

Red Barn Theatre · Through Feb 20

Music

Cann Presents Yacht Rock Revue - Primetime

The Key West Theater · 7:30 PM

Music

Rams Head Presents The Phil Collins Experience

The Key West Theater · 8:00 PM

Theater & dance

NoGravity Theatre

Tennessee Williams Theatre · 7:00 PM

Comedy

Rams Head Presents Tom Papa Live

The Key West Theater · 8:00 PM

1 more date through Jan 22
Music

Classic Seger: Bob Seger's Greatest Hits Live (6PM)

The Key West Theater · 6:00 PM

Music

Beethoven's Fifth & Bottesini's Double Bass Concerto No. 2

Tennessee Williams Theatre · 7:00 PM

Music

Thomas Mesa

Tennessee Williams Theatre · 7:00 PM

Music

Rams Head Presents Bumpin Uglies

The Key West Theater · 8:00 PM

Music

Aqua Idol

Waterfront Playhouse · Through Mar 15

Art & museums

A Shifting Sea: The Wreck of the Santa Clara and the People of the 1564 Fleet

Mel Fisher Maritime Museum · 6:30 PM

Free
Food & drink

Key West Food & Wine Festival 2027

Key West Food & Wine Festival · Through Jan 31

Art & museums

Exhibit Opening: Collecting Paradise: Souvenirs & Ephemera of the Florida Keys

Key West Art & Historical Society · 7:00 PM

Theater & dance

Unnecessary Farce Salon Series Dinner

Waterfront Playhouse · 7:00 PM

Music

Rams Head Presents The Expanding Man: An Original Tribute to the Music of Steely Dan & Beyond

The Key West Theater · 8:00 PM

Theater & dance

The Pirates of Penzance

Tennessee Williams Theatre · 7:00 PM

Art & museums

Southern Road to Freedom: Florida's Underground Railroad

Mel Fisher Maritime Museum · 6:30 PM

Free
Music

The Massacoustics Presents: The Massacoustics

The Key West Theater · 8:00 PM

1 more date through Feb 4
Music

Rams Head Presents Pete Yorn Solo Acoustic: 25th Anniversary of musicforthemorningafter

The Key West Theater · 8:00 PM

Music

Cavatina Duo

Tennessee Williams Theatre · 7:00 PM

Theater & dance

Cirque Kalabanté

Tennessee Williams Theatre · 7:00 PM

Art & museums

The Prehistoric Archaeology of the Florida Keys

Mel Fisher Maritime Museum · 6:30 PM

Free
Music

The Alans Present In Cahoots

The Key West Theater · 7:00 PM

1 more date through Feb 11
Music

Rams Head Presents Who's Bad: The World's #1 Michael Jackson Tribute

The Key West Theater · 8:00 PM

Music

Neil Berg's 50 Years of Rock n Roll

Tennessee Williams Theatre · 7:00 PM

Music

Florence Price's Violin Concerto No. 1 & Barber's Adagio for Strings

Tennessee Williams Theatre · 7:00 PM

Music

Put-in-Bay Days in Key West 2027 Presents A Tribute to the Songs of Pat Dailey, with Ray Fogg & Reese Dailey and

The Key West Theater · 8:00 PM

Theater & dance

Rams Head Presents An Evening with Garrison Keillor, with special guest Richard Dworsky

The Key West Theater · 8:00 PM

Food & drink

Volunteers Potluck

Key West Garden Club at West Martello · 11:00 AM

Art & museums

The Quest for the Atocha

Mel Fisher Maritime Museum · 6:30 PM

Free
Music

John Frinzi & Aaron Scherz

The Key West Theater · 7:00 PM

1 more date through Feb 19
Art & museums

Exhibit Opening: From a Woman's Hand

Key West Art & Historical Society · 7:00 PM

Music

Carmen in the Lobby with a little bit of Bobby

Tennessee Williams Theatre · 7:00 PM

Music

Rams Head Presents The Robert Cray Band: All Over Again Tour - 2027

The Key West Theater · 8:00 PM

Music

Dover String Quartet

Tennessee Williams Theatre · 7:00 PM

Theater & dance

Moulin Rouge

Waterfront Playhouse · 7:00 PM

Art & museums

Florida Keys Sanctuary Shipwreck Stories

Mel Fisher Maritime Museum · 6:30 PM

Free
Art & museums

Garden Tours

Key West Garden Club at West Martello · Through Feb 27

Theater & dance

Ailey II

Tennessee Williams Theatre · 7:00 PM

Event

Tennessee & La Dolce Vida: A Garden Party Fundraiser

Key West Art & Historical Society · 7:00 PM

Theater & dance

Liberation

Red Barn Theatre · Through Mar 20

Festivals & markets

64th Annual Conch Blowing Contest

Old Island Restoration Foundation · 7:00 PM

Free
Music

Jeffrey Chappell

Tennessee Williams Theatre · 7:00 PM

Theater & dance

Come from Away Salon Series Dinner

Waterfront Playhouse · 7:00 PM

Music

I Am, He Said: A Celebration of Neil Diamond

Tennessee Williams Theatre · 7:00 PM

Music

Celtic Angels Ireland

Tennessee Williams Theatre · 7:00 PM

Music

Beethoven's Ninth & Grand Opera Arias

Tennessee Williams Theatre · 7:00 PM

Music

Jacques Forestier

Tennessee Williams Theatre · 7:00 PM

Music

Jazz at Lincoln Center: World on a String

Tennessee Williams Theatre · 7:00 PM

Festivals & markets

Spring Migration Mania and Egg Hunt

Key West Tropical Forest & Botanical Garden · 6:00 AM

Theater & dance

Legally Blonde: The Musical (Broadway National Tour)

Tennessee Williams Theatre · 7:00 PM

Theater & dance

Short Attention Span Theatre: Creature Features

Red Barn Theatre · Through Apr 17

Art & museums

Exhibit Opening: BECOMING: The World of Carole Faye

Key West Art & Historical Society · 7:00 PM

Theater & dance

Dial M for Murder Salon Series Dinner

Waterfront Playhouse · 7:00 PM

Theater & dance

Key West International Dance Company: Tango at Gate 54B

Tennessee Williams Theatre · Through Apr 18

Art & museums

Exhibit Opening: Living Open: Art and Literature from Key West's LGBTQ+ Renaissance

Key West Art & Historical Society · 7:00 PM

Festivals & markets

Fantasy Fest 2027: Summer Camp Couture

Fantasy Fest · Through Oct 31

Coming up at The Key West Theater

Places in Key West

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