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

Randy Roberts LIVE!

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

Key West

Rams Head Presents

Rams Head Presents — live concerts & entertainment in Key West, where premium touring acts meet intimate island venues.

Key West

JAG Gallery

Key West's Jag Gallery: dynamic art, open exhibits, top artists.

Key West

Historic Tours of America

Trolley + walking historic tours of Key West.

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 West

90 Miles to Cuba

Discover unique antiques, art, and jewelry inspired by Key West & Cuba.

Key West

Key West Art Center & Gallery

Experience the vibrant creativity of Key West with local paintings, sculptures, and unique crafts. A must-visit for art lovers.

Key West

Key West Aquarium

Explore Key West Aquarium's vibrant marine life and interactive touch tanks!

Weddings Max
150
Meetings Max
150

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

Frank Everhart Comedy Magic Shows

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

Key West

Key West Outdoor Movies

Key West Outdoor Movies — free community movie nights under the stars at Fort East Martello, Key West.

Key West

Tennessee Williams Theatre

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

Key West

Key West Gallery

Key West Gallery features collections from world-renowned and emerging artists in fine art, limited editions, and VIP consultation services in the heart of Key West.

Key West

Edward B. Knight Pier

Popular with residents and tourists alike, the Edward B. Knight Pier is dog-friendly!