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.

Filters
Keys Season Deals
Destination
Category
Key West

Collections Key West

DE LA Gallery — large-format fine art photography in Key West, where museum-quality prints meet bespoke framing.

Key West

Steve Diossy Marine Art Gallery

Steve Diossy Marine Artist — vibrant coastal art, apparel & gallery celebrating ocean life with humor and heart.

Key West

Oldest House Museum & Gardens Key West

Old Island Restoration Foundation — preserving historic buildings & culture in Key West since 1960.

The Lower Keys

Big Pine Tattoo & Trade

Big Pine Tattoo & Trade — custom tattoos & trade shop in Miami, where artistry meets authenticity.

Key West

Effusion Gallery

Curated contemporary art and unique works by local and international artists in Key West.

Key West

The Birdcage Cabaret

The Birdcage Cabaret — live drag & variety cabaret in Key West, where glitz, music & bold performances light up the night.

Key West

Tennessee Williams Museum

Tennessee Williams Museum — dedicated to the life and works of the famed playwright in Key West’s Little White House complex.

Islamorada

The Hale Gallery

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

Key West

Backyards of Key West Gallery

Backyards of Key West Gallery offers vibrant, limited edition Giclée canvas prints capturing the island's iconic cottages, beaches, and landmarks, all handcrafted and ready to hang.

Marathon

Crane Point Hammock Museum & Nature Trails

Crane Point Museum & Nature Center in Marathon is a 63-acre nature preserve featuring tropical hardwood hammock trails, a natural history museum, wildlife exhibits, and kayak rentals.

Weddings Max
120
Meetings Max
120

Key West

Shade Ceramics and Shutter Photography

Shade & Shutter Key West is a serene, artisan gallery where handcrafted ceramics meet evocative nature photography.

Key West

Florida Keys Council of the Arts

KeysArts — the Florida Keys Council of the Arts nonprofit promoting local galleries, public art, festivals, events, and cultural experiences throughout the Florida Keys.

Key West

Elizabeth Bishop House & Garden

Elizabeth Bishop House — historic home of poet Elizabeth Bishop in Key West, where literary heritage meets island charm.

Key West

TooKEY's Gallery

TooKEY’s Gallery by Jessica Tookey — expressive fine art, mixed media and photography studio in Key West with custom commissions and lessons.

Marathon

Marathon Community Theatre & Cinema

Marathon Community Theatre & Cinema is a nonprofit cultural hub in the Florida Keys offering live theater, films, dance, art, and educational programming.