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

The Purple Cottage

Jennifer Resor cuts and kiln-fires glass in Key West, and because every piece is shaped and fired by hand, no two come out the same. Sold directly rather than through a storefront.

Key West

Backyards of Key West Gallery

Key West cottages, roosters, bar fronts and beaches, photographed around the island and then painted over by hand, stroke by stroke, on a tablet. Mark Baratto's gallery is tucked into the Shops at Mallory Square, across from Cuban Coffee Queen.

Key West

The Key West Amphitheater

The Key West Amphitheater — live music & concert venue in Key West, where island vibes meet high-energy performances.

Marathon

Marathon Air Museum

Join EAA Chapter 1241 in Marathon, FL—where aviation passion takes flight!

Key Largo

Mike Forster Memorial Park

A small county kayak and skiff ramp on the bayside at mile marker 95.2, with six trailer spaces, a picnic table and nothing else. Parking is tight, nonresidents pay by app, and the neighborhood streets carry $200 fines.

Key West

Key West Ghost Tours: Southernmost Shadows and Ghosts

Discover Key West’s haunted history with a chilling walking ghost tour through cursed graveyards, eerie historic sites, and stories of restless spirits in the heart of Old Town.

Key West

San Carlos Institute

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

Marathon

Crane Point Hammock Museum & Nature Trails

Crane Point Museum & Nature Center in Marathon is a 63-acre nature preserve featuring tropical hardwood hammock trails, a natural history museum, wildlife exhibits, and kayak rentals.

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Marathon

Marathon Community Theatre & Cinema

Marathon Community Theatre & Cinema is a nonprofit cultural hub in the Florida Keys offering live theater, films, dance, art, and educational programming.

Islamorada

David Wirth Gallery

David Wirth’s Wirth Gallery showcases striking marine sculptures, bespoke fish-hook creations, and unique slab wood art, all inspired by coastal life and craftsmanship.

Islamorada

The Art Guild of the Purple Isles

An artists' guild founded in 1966, now more than a hundred members strong, running six shows a year at venues across the Upper Keys. Most of it happens November through April, so time your visit if you want to catch something.

Key West

Bella Laine

Bella Laine is a Key West candle studio, boutique, and gallery offering hand-poured candles, jewelry, artwork, and gifts.

Key West

Artists Gallery at the Red Door

Red Door Gallery — curated fine art & artists in North Little Rock, where southern culture and diverse mediums 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

Randy Roberts LIVE!

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