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 West

Shrimp Boat Sound Studio

Shrimpboat Sound Studio — historic recording studio in Key West, where legends like Jimmy Buffett made music in a humble, iconic space.

Key West

Harry S. Truman Little White House

Presidential museum in Key West.

Weddings Max
300
Meetings Max
50
Total Space
572 sq ft
Largest Room
572 sq ft

Marathon

Marathon High School Performing Arts Center

The Marathon High School Performing Arts Center in Marathon, Florida is a vibrant local venue for student theater, musicals and community performances in the heart of the Florida Keys.

Key West

Steve Diossy Marine Art Gallery

Steve Diossy designed Florida's Protect Wild Dolphins license plate in 1998, and it went on to become the state's best-selling specialty plate. His gallery at 404 Duval has the originals and the prints, and it closes for an hour at five every evening for happy hour.

Islamorada

Windley Key Fossil Reef Geological State Park

Windley Key Fossil Reef Geological State Park — a unique blend of geology, history and nature trails in Islamorada.

Key West

Gallery on Greene

Gallery on Greene is a premier fine art gallery in Key West’s Historic Seaport, specializing in representational works by renowned Key West and Cuban artists, with offerings spanning paintings, sculptures, and reproductions.

Weddings Max
100
Meetings Max
50
Total Space
2000 sq ft
Largest Room
2000 sq ft

Key West

San Carlos Institute

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

Islamorada

ElleSummersStudio

Elle Summers paints, and the paintings become yoga leggings, kimonos, maxi dresses, tote bags and throw pillows. Her studio sits on Morada Way, in the middle of Islamorada's arts district between mile markers 81 and 82.

Islamorada

DeClues Custom Framing

For good service and prices that are just right, come see us and we will frame your artwork and photographs.

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.

Key West

De La Gallery

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

Key West

Waterfront Playhouse Theater

Waterfront Playhouse — community theatre & live performances in Key West, where intimate storytelling meets tropical charm.

Islamorada

Gyotaku by Lisa Lee

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

Islamorada

Michelle Nicole Lowe, Artist

Michelle Nicole Lowe creates vivid watercolors and gallery art in Islamorada, celebrating Keys marine life and conservation.

Taylor Hale Studio & Gallery

Taylor Hale Fine Art — atmospheric ocean & sky oil paintings in Islamorada, where nature and imagination merge.