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
The Lower Keys

Little Duck Key Veterans' Memorial Beach

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

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.

Islamorada

Studio Sesh Arts

Studio Sesh Arts — contemporary gallery and creative hub in Islamorada showcasing emerging Southern artists.

Key West

Sunset Pier

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

Key West

San Carlos Institute

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

Key West

Ernest Hemingway Home & Museum

Explore the legendary Ernest Hemingway Home & Museum in beautiful Key West!

Key West

Historic Tours of America

Trolley + walking historic tours of Key West.

Marathon

Pigeon Key and Marine Science Center

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

Marathon

Marathon Community Theatre, Inc.

Cinema in the Florida Keys, featuring musicals, comedies, and classic films.

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

Lucy Hawk Art

Whimsical hand-cut papercut art; explore Lucy Hawk's Key West gallery.

Key West

Key West Pottery

Key West Pottery is a hands-on studio offering locally made ceramics, coastal pottery gifts, wheel-throwing classes, and a chance to create your own piece in island style.

Key West

Art On Duval Key West, A Procaccini Gallery

Explore an eclectic collection of original artworks, photography, and sculptures by local and international artists in the heart of Key West.

Southernmost Point of the Continental U.S.A.

Southernmost Point — iconic landmark & photo destination in Key West, where geography meets tropical charm.