Key West Arts Events

Will Kimbrough - Live in the Chart Room

Pier House Resort & Spa 7 Sep 2026

Custom House Holiday Concert & Bazaar

Key West Art & Historical Society 11 Dec 2026

Bruce Cockburn at Key West Theater

Key West Theater 8 Nov 2026

Just a Few Friends Celebration, Key West

Key West 3 Sep 2026

Candlelight: Tribute to Fleetwood Mac

Key West Theater 11 Dec 2026

Classic Seger: Bob Seger's Greatest Hits Live (9PM)

Key West Theater 23 Jan 2027

Mac McAnally, Will Kimbrough, Howard Livingston & the Mile Marker 24 Band in Key West

201 Duval St 6 Sep 2026

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

Key West Theatre 14 Nov 2026

Key West Artisan Market at the Party in the Park

Truman Waterfront Park 6 Sep 2026

Candlelight: Coldplay vs. Imagine Dragons

Key West Theater 13 Nov 2026

Dolphin Watch & Snorkel Combo

Fury Water Adventures Key West 3 Sep 2026

Reef & Ritas Snorkeling Trip

Fury Water Adventures Key West 3 Sep 2026

Last Call - After Party at Smokin' Tuna

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

Rum Fest Key West Grand Tasting

513 Eaton St, Key West, FL 33040-6801, United States 15 Aug 2026

Candlelight: The Best of Hans Zimmer

Key West Theater 13 Nov 2026

Candlelight: Vivaldi's Four Seasons

Key West Theater 11 Dec 2026

Roger Bartlett Show with Emily Randle

The Key West Empourium 6 Sep 2026

Coconut Telegraph Trolley Tour

Pier House Resort & Spa 4 Sep 2026

Jesse Rice in Key West

Key West Theater 15 Aug 2026

Summer Bingo Night (Free Entry)

Key West Theater 17 Jun 2026

Reggae Lou & The Kind Budz

Key West Theater 29 Aug 2026

Damon Fowler - The Green Parrot, Key West, FL

The Green Parrot 28 Aug 2026

Buccaneer Booty's been Burgled from Key West Outdoor Exploration Game

Key West Aquarium 1 Sep 2026

Truman Waterfront Farmers Market

Truman Waterfront Park 3 Sep 2026

What I Did Fur Love: King & Queen Kick Off!

Key West Theatre 4 Sep 2026

Through the Lens – Early Buffett Concert Photography Exhibit Meet & Greet

Pier House Resort & Spa 4 Sep 2026

John Frinzi & Aaron Scherz

Key West Theater 2 Sep 2026

Tales From The Chart Room Bar

Pier House Resort & Spa 7 Sep 2026

Keep It Going After Party at the EmPOURium with Claire Finley

618 Duval St, Key West, FL 33040-6555, United States 5 Sep 2026

Early Welcome: Island Adventure Sand Bar

Fury Water Adventures Key West 2 Sep 2026

Just a Few Friends Walking Tour

Shrimpboat Sound 3 Sep 2026

VIP Tasting at the 3rd Annual Key West Rum Fest

Key West Theater 15 Aug 2026

A Pirate Looks Back, the Key West Jimmy Buffett Tribute Show

218 Whitehead St, Key West, FL 33040-6595, United States 2 Sep 2026

"Painting Paradise: A Guided Plein Air Experience Session One: Shrimp Boat Sound"

Shrimpboat Sound 4 Sep 2026

Pirate Looks Back Tribute Show: Ultimate Friends Edition

218 Whitehead St, Key West, FL 33040-6595, United States 4 Sep 2026

Meet the Author - Jimmy Buffett: A Little Golden Book Biography by Donna Rocco

Books & Books at The Studios 6 Sep 2026

Key West Theater

Key West Theater 30 Oct 2026

“Open Mic / No Mic Night” at Andy's Cabana

Andy's Cabana 3 Sep 2026

"Shrimp Boat Sound: Echoes From the Edge" Movie Panel Discussion

729 Fleming St, Key West, FL 33040-6827, United States 4 Sep 2026

Stories with Friends: Author Showcase & Book Signing

Books & Books at The Studios 5 Sep 2026

"Painting Paradise: A Guided Plein Air Experience Session Two: Louis Back Yard"

Louie's Backyard 5 Sep 2026

The Ocean Blue at Key West Theater

Key West Theater 7 Nov 2026

Keller Williams Trio at Key West Theater

Key West Theater 2 Jan 2027

Will Kimbrough

Key West Theater 30 Oct 2026

Wellen Park

Wellen Park Florida 22 Aug 2026

Happy Hour with the Historian | Remember the Maine: Explosion, Mystery, and the Road to War

Comedy Key West 13 Aug 2026

Kirby's Closet Pop Up at Sacred Space Gallery

529 Southard Street, Key West, FL, United States, Florida 33040 29 Aug 2026

Fantastic Body Art & Stunning Sunsets!!

Sunset Pier, Key West, FL 33040, United States 16 Oct 2026

Fantasy Fest 26th Annual Living Art Expo

0 Duval Street, Key West, FL, United States, Florida 33040 23 Oct 2026

Songs on the Water: Best Friends VIP Harbor Sail ft. Cliff Cody

241 Front St, Key West, FL 33040-8371, United States 5 Sep 2026

Chef's Encore - Bella Italia

291 Front St suite 207, Key West, FL, United States, Florida 33040 6 Nov 2026

First Sunday Open Mic Monthly Reading

327 Elizabeth St., Key West, Florida 33040 7 Jun 2026

Random Acts of Kindness Spree in Key West

201 Front St Garage 5 Oct 2025

Quilting with Margo Ellis: Modern Improv Quilting

729 Fleming St, Key West, FL 33040-6827, United States 4 Aug 2026

Key West Body Painting Fantasy Fest Body Painter

Key West 17 Oct 2026