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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Key Largo

Key Largo Volunteer Fire Museum

Key Largo’s new fire rescue museum honors 70 years of local service & sacrifice.

Islamorada

Gyotaku by Lisa Lee

Gyotaku is the Japanese art of printing a fish directly onto paper, and Lisa Lee learned it in Japan from the master who developed the method she uses. The ink is non-toxic, which means the fish can still be filleted for dinner once the print is made.

Islamorada

The Hale Gallery

An Islamorada fine art gallery featuring rotating exhibitions from local and visiting artists.

Key West

Randy Roberts LIVE!

Randy Roberts — performance magic & illusion shows in Key West, where spectacle meets island enchantment.

Key West

Red Barn Theatre

Red Barn Theatre — professional live theater in Key West, where big stories come alive in an intimate, historic space.

Key West

Key West Tropical Forest & Botanical Garden

Discover the only frost-free tropical garden in the continental US—serene, native, and full of life!

Key West

Cocco & Salem Gallery

A gallery of Key West painters on Upper Duval, open since 2009 and anchored by Jim Salem, who is half the name over the door. Tuesday through Sunday, closed Mondays, and by appointment if that suits you better.

Key West

Key West International Dance Company

Experience vibrant cultural dance and bold artistry with Key West International Dance Company!

Key West

Zero Mile Art

The green Mile 0 sign at Whitehead and Fleming is the photograph people drive the whole Overseas Highway to take, and this shop sits on the corner. Art prints and local gifts inside, plus cold drinks and key lime pie, open until eight.

Taylor Hale Studio & Gallery

Taylor Hale is a Keys native who trained at Ringling and RISD, painted portraits in New England, then came home and started painting the sunset clouds he watched from his shifts at Morada Bay. His studio is tucked behind the Florida Keys Brewing Co. beer garden in the Morada Way Arts & Cultural District.

Key West

Key West Sunsets

Isaac Valdes sets up at the Sunset Celebration every night, with giclée prints, digital work and hand-carved pieces framed by his wife Danay in salvaged lobster trap wood. Find him at Mallory Square from about 6:15pm.

Key West

Whimsy Key West

Barb Sage paints roller skates, lamps, vintage mannequins and wooden signs in colors you can spot from across the room. Whimsy Key West works out of Sacred Space on Stock Island, a collective of nine local women artists.

Key West

Derubeis Fine Art of Metal Key West

Chris DeRubeis, acclaimed as the “Father of Conceptual Movement,” pioneers the signature style of Abstract Sensualism®, transforming metal into luminous, emotionally charged fine art that blends sculpture and painting in celestial abstraction.

Islamorada

Islamorada's Art on a Whim Gallery

Judith Chesher stocks her shop with work from around thirty Keys artists, and as she puts it, the Keys are full of artists doing all kinds of weird things. It sits in Rain Barrel Village, a few steps from a forty-foot lobster.

Key West

Art@ 830 Gallery

Hand blown glass, turned wood, ceramics and paintings on Caroline Street in the Historic Seaport, run by two artists who have been working in Key West for decades. Ask about Tony Gregory's Key West alphabet.