Best theatre in Key West

Evan Kingsley wrote on 9/24/2023. Last updated: 6/20/2024

Embarking on a cultural odyssey through the vibrant town of Key West, one is simply spoilt for choices. From reveling in the enthralling performances at storied establishments to admiring the distinctive artwork adorning the charming galleries, your senses are in for a delightful treat. Join us as we explore Key West's captivating array of theaters and galleries, where each one spins its own unique tale. Discover a world where the history meets the avant-garde – from the iconic Key West Theater and Red Barn Theatre to the exceptional Waterfront Playhouse, the inviting Tropic Cinema, and the distinctive Frangipani Gallery. Get ready to plunge into the heart of Key West's cultural sphere, savouring some of its best artistic treasures.

  • Key West Street
    A bustling street corner in Key West, featuring the typical Key West architecture with people walking and shopping on a sunny day.
    Key West Theater

    Nestled within the vibrant and sun-kissed heart of Key West, Key West Theater is a real treat for every culture vulture's palate. This quaint and delightful jewel of a venue bubbles over with an enchanting blend of charm, history, and undeniable talent. Whether you're a lifelong devotee of the arts or a curious newbie, this special place promises a medley of unforgettable shows, expertly curated to dazzle your senses and stir your soul. Be prepared to be captivated, entertained and transformed in this vibrant melting pot of creativity and talent, right in the heart of glorious Key West.

  • Historic theater building
    The Red Barn Theatre in Key West, showcasing its charming Victorian architecture and inviting front porch framed by lush greenery.
    Red Barn Theatre

    Welcome to the Red Barn Theatre, tucked away in the heart of vibrant Key West, Florida. This enchanting little venue provides not just a stage, but a storytelling platform, oozing charm from every weather-worn board. Nestled comfortably in a converted 19th-century carriage house, it buzzes with creative energy, bringing locally-enriched performances to its intimate setting. Expect a theatre experience where culture and history blend beautifully, inviting you into a world of dramatic narratives and comedic escapades. Come along, pull up a seat, and let the magic of the Red Barn Theatre embark you on a captivating, theatrical journey.

  • Dolphin jumping show
    A crowd of spectators at the Waterfront Playhouse in Key West enjoys a dolphin performing an acrobatic jump.
    Waterfront Playhouse

    Welcome to the Waterfront Playhouse, a historic gem nestled in the heart of scenic Key West, USA. This charming theatre, painted with tales of creativity across decades, is your home-grown passport to world-class performances. From captivating dramas to thrilling mysteries, and laugh-out-loud comedies, there's a story for everyone here amidst the tropical breezes. So, strap in for an unforgettable theatrical journey as we lift the velvet curtain on this much-loved local bastion of the arts!

  • Illuminated cinema facade
    The vibrant neon-lit facade of Tropic Cinema in Key West, inviting moviegoers for an evening show.
    Tropic Cinema

    Welcome, film lovers and daydreamers, to Tropic Cinema - the cultural heartbeat of sunny Key West, Florida! This isn't just any ol' movie house, no siree! It's Key West's premier independent film venue, and let me tell you, it's more than just its popcorn that'll have you coming back. Perfectly nestled within vibrant, tropical hues and a jovial community, this art deco dream-house celebrates the true soul of cinema. From foreign films to indie darlings, from thought-provoking documentaries to ageless classics, Tropic Cinema truly is a paradise for those who relish the flicker of the silver screen.

  • Frangipani Gallery Building
    The bright and welcoming Frangipani Gallery in Key West, housed in a historic two-story lime green building with a white picket fence.
    Frangipani Gallery

    Welcome to the artistic hub of Key West - the Frangipani Gallery. This vibrant nook, nestled in the heart of Key West, is a treasure trove of creativity. A collective gallery that displays the work of passionate local artists, Frangipani is where you will find everything from splashy idealistic paintings, to striking photography, sculpture, and jewelry. Step inside and you're bound to get awash in a whirlwind of colors and textures. The sheer energy bustling here is just indicative of Key West's vibrant artistic spirit. So if you’re an art lover or just looking to soak in the local culture, the doors at Frangipani Gallery are always wide open!


Evan Kingsley

Evan Kingsley

Hey, I’m Evan! Even though I’ve been bitten by a piranha, left stranded in the Sahara when my camel ditched me, and even spent a night in a Bhutanese jail over a supposedly stolen fruit (I swear I didn’t take it!), I still love traveling so much I don’t think I’ll ever stop. With over 130 countries under my belt, I’m always on the lookout for the next wild adventure… hopefully with fewer bites, camel betrayals, and misunderstandings over fruit!

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