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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Category
Islamorada

Michelle Nicole Lowe, Artist

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

Key West

Mark Funkhouser Photography

Vibrant, storytelling photography capturing proposals, couples, families, events, headshots, and more throughout Key West, Florida.

Key West

Williams Hall

Williams Hall — restored historic community venue hosting concerts, cultural events, culinary experiences and inter-generational programs in Key West.

The Lower Keys

Little Duck Key Veterans' Memorial Beach

Explore Little Duck Key Veterans Memorial Beach - history and views.

Key West

Randy Roberts LIVE!

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

Key West

Yankee Freedom Dry Tortugas Ferry

Dry Tortugas National Park — remote Florida Keys paradise 70 miles west of Key West featuring historic Fort Jefferson, turquoise water, pristine beaches and world-class snorkeling.

Key West

Alex Vega Key West Firehouse Museum

Explore Key West's historic firehouse museum with unique artifacts and fun tours!

Meetings Max
25

Marathon

St. Columba Episcopal Church

St. Columba Episcopal Church — a vibrant community hub serving Marathon, Florida Keys.

Weddings Max
100
Meetings Max
100

Key West

Archeo Gallery

Archeo Gallery is a longtime Duval Street gallery showcasing story-driven art, bespoke rugs inspired by the Florida Keys, fine local jewelry, and rare ancient fish fossils.

Marathon

Pigeon Key and Marine Science Center

Historic island tours, snorkeling & Bridge-tram ride at Pigeon Key

Islamorada

Islamorada Art Gallery By Pasta

Marine-inspired art gallery & working studio in Islamorada.

Islamorada

Seaside Glassworks

Handcrafted glass art inspired by coastal beauty—discover unique creations!

Islamorada

Jessica Ann Art

Jessica Ann Art — original marine-life acrylic paintings in Florida Keys, where conservation meets Caribbean color.

Key West

Sails To Rails Museum at Flagler Station

Explore Key West history from tall ships to railroads at Sails to Rails Museum!

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