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

Fort East Martello Museum

Explore Civil War history, unique art, and the eerie legend of Robert the Doll at Fort East Martello Museum.

Key West

Randy Roberts LIVE!

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

Key West

San Carlos Institute

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

Key West

801 Bourbon Bar

801 Bourbon Bar is Key West's legendary LGBTQ nightclub at 801 Duval Street — home to the world-famous 801 Girls drag show, daily specialty cocktails, karaoke, bingo, and nonstop fun from noon to 4 AM every single day.

Key West

Oldest House Museum & Gardens Key West

Old Island Restoration Foundation — preserving historic buildings & culture in Key West since 1960.

Key West

Abstracta

A small Duval Street gallery stocked with work that does not look like anybody else's on the street, including sculpture built out of reclaimed metal. It stays open into the evening, which makes it one of the few galleries you can browse after dinner.

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

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

Key West

Key West Lighthouse & Keeper's Quarters

Climb 88 steps for sweeping views, explore historic keeper’s family quarters, and learn about maritime heritage at the Key West Lighthouse & Keeper’s Quarters Museum.

Key Largo

Kona Kai Resort, Gallery and Botanic Gardens

Kona Kai Resort offers adults-only boutique accommodations with a private beach, botanical gardens, and art gallery in Key Largo, Florida Keys.

Weddings Max
50
Meetings Max
50

Islamorada

Islamorada Art Gallery By Pasta

Marine-inspired art gallery & working studio in Islamorada.

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.

Yankee Freedom- Dry Tortugas National Park Museum

Dry Tortugas Museum — historic interpretive center & Fort Jefferson exhibits in Key West, where maritime legacy meets interactive learning.

Key West

Garlic Grater with Love

Garlic Grater with Love is a 14-year-old artisan brand crafting distinctive handmade ceramic garlic grater bowls and eco-friendly scrubbie sponges, found at the Key West Artisan Market at Higgs Beach and available online for those who want to bring a piece of handmade artistry home from the Keys.

Key West

90 Miles to Cuba

A weather-beaten shell-cleaning shack in the Historic Seaport, now packed with ships' portholes, old anchors, antique postcards of Cuba and paintings of a Key West that mostly is not there anymore. It opens a few afternoons a week, so check before you walk over.