Artist painting a canvas in a sunlit studio with brushes in the foreground.

Arts & Culture

In The Florida Keys, creativity flows as freely as the tides. From galleries filled with local paintings and sculptures to theaters, dance, live music, and street festivals, the islands wear their artistry in full color. Key West has long lured writers, dreamers, and free spirits, while each destination brings its own twist—think outdoor art walks, history museums, and quirky roadside treasures. Whether you’re browsing studios or catching a play, culture here feels refreshingly unbuttoned, sun-soaked, and impossible to forget.

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Islamorada

Gyotaku by Lisa Lee

Gyotaku by Lisa Lee — handcrafted fish-print art & unique marine gifts in Islamorada, where tradition meets tropical inspiration.

Key West

Key West Lighthouse & Keeper's Quarters

Climb 88 steps for sweeping views, explore historic keeper’s family quarters, and learn about maritime heritage at the Key West Lighthouse & Keeper’s Quarters Museum.

Key West

Gingerbread Square Gallery

Key West’s oldest private art gallery, showcasing original works in a historic Victorian setting.

Key West

Alan S Maltz Gallery

Discover stunning wildlife and scenic art by Florida’s official photographer Alan S. Maltz.

Islamorada

Islamorada Art Gallery By Pasta

Marine-inspired art gallery & working studio in Islamorada.

Key West

Amanda Johnson Gallery

Dive into Tropical Impressionism by Amanda Johnson - originals and giclees.

Key West

Frank Everhart Comedy Magic Shows

Frank Everhart — comedy-magic shows & entertainment by a master illusionist in Key West.

Key West

Tennessee Williams Theatre

Tennessee Williams Theater — immersive theater & experiential performances in Key West, where storytelling becomes adventure.

Key West

Suenami Art

Experience vibrant coastal seascapes, marine wildlife and tropical wave art by Susan Gillingham — an acclaimed South Florida artist blending Caribbean flair with ocean passion

Key Largo

Kona Kai Resort, Gallery and Botanic Gardens

Kona Kai Resort offers adults-only boutique accommodations with a private beach, botanical gardens, and art gallery in Key Largo, Florida Keys.

Weddings Max
50
Meetings Max
50

Key West

Stone Soup Gallery & Frame Shop

Stone Soup Gallery — Key West’s gallery of fine art, crafts & local expressions in a cozy, creative space.

Islamorada

Islamorada's Art on a Whim Gallery

Local artists and artisans selling beautiful works of art, jewelry & pottery at all prices levels.

Key West

Key West Ghost Tours: Southernmost Shadows and Ghosts

Discover Key West’s haunted history with a chilling walking ghost tour through cursed graveyards, eerie historic sites, and stories of restless spirits in the heart of Old Town.

Marathon

Shady Palm Art Gallery & Frame Shop

Discover unique local Florida Keys art, jewelry, and custom framing at Shady Palm!

Key West

San Carlos Institute

San Carlos Institute — Cuban heritage museum & cultural center in Key West, where history, art, and independence converge.