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
Destination
Category
Key West

Sunset Pier

Ocean Key Legacy Resort & Bar — iconic Key West destination featuring the famed Sunset Pier with cocktails, live music & nightly views.

Taylor Hale Studio & Gallery

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

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

Key West Cultural Center and Veterans Museum and William Weech American Legion Post 168

The Key West Cultural Center & Veterans Museum is a community initiative dedicated to preserving and celebrating the history, culture, and military heritage of the Florida Keys through exhibits, educational programs, and cultural events.

Key West

The Purple Cottage

The Purple Cottage — handcrafted stained & fused glass art from Key West, where coastal light meets colorful artistry.

Key West

Key West Outdoor Movies

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

Islamorada

Our Place in Paradise

Discover unique original art, pottery, and workshops in a welcoming Florida Keys gallery.

Key West

Island Style Gallery

Artful island treasures—crafts, gifts & originals that wink at paradise.

The Lower Keys

Island Groove Dance Studio

Ignite your passion with expert dance training in a supportive, vibrant community!

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.

The Lower Keys

Underwater Photography Gallery

Lombarduw Photography — fine art & portrait photography in the Florida Keys, where passion meets image.

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.