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

St. Paul's Episcopal Church Key West

Founded in 1832 and the oldest congregation in Florida south of St. Augustine, St. Paul's Episcopal Church is one of Key West's most treasured historic landmarks, offering weekly worship, an annual concert series, and five on-grounds wedding and event venues at 401 Duval Street — all while undergoing a breathtaking historic restoration for its 200th anniversary in 2032.

Key West

TooKEY's Gallery

TooKEY’s Gallery by Jessica Tookey — expressive fine art, mixed media and photography studio in Key West with custom commissions and lessons.

Key West

Native Colors Inc

Native Colors is a Key West gallery & artisan shop showcasing unique art, metal sculptures, and local works from Florida Keys creators.

Taylor Hale Studio & Gallery

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

Marathon

Marathon Air Museum

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

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

Derubeis Fine Art of Metal Key West

Chris DeRubeis, acclaimed as the “Father of Conceptual Movement,” pioneers the signature style of Abstract Sensualism®, transforming metal into luminous, emotionally charged fine art that blends sculpture and painting in celestial abstraction.

Key Largo

The Key Players

The Key Players — community theater productions in the Upper Keys, where local talent and lively storytelling bring stages to life.

Key West

Ernest Hemingway Home & Museum

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

Key West

Amanda Johnson Gallery

Dive into Tropical Impressionism by Amanda Johnson - originals and giclees.

Key West

Art@ 830 Gallery

multidisciplinary gallery & studio in Key West, where vibrant creative expression meets immersive local art experiences.

Key West

Archeo Gallery

Archeo Gallery is a longtime Duval Street gallery showcasing story-driven art, bespoke rugs inspired by the Florida Keys, fine local jewelry, and rare ancient fish fossils.

Key West

SeaSister Island Gallery

Discover high-end contemporary art from local and international artists in vibrant Key West.

Key West

Millionaire Gallery

Millionaire Gallery specializes in high-end photography and fine art from world-class photographers, with locations in the Keys and online sales.

Key West

Zazoo Fine Art Gallery

ZaZoo Art — whimsical fine art & print gallery in Key West, where playful color meets island inspiration.