Key West art gallery

A Day of Culture From The Southernmost House

Explore Key West Art Galleries, Museums, & Theaters

Our boutique Key West hotel on Duval Street is close to many unique cultural activities for you to discover during your visit. Upper Duval is home to exceptional Key West art, museums, and intimate theaters that host independent productions you will only see in the Florida Keys.

Our list of Key West art galleries begins at The Southernmost House and travels down Duval Street to some of our favorite artists. The shops contain an array of aesthetics, including international pieces as well as art inspired and created in Key West.  From jewelry to canvas, you will surely find the perfect piece of Key West art to take home.


Local Key West Art Galleries 

Alan Maltz Gallery

1210 Duval Street

The Alan Maltz Gallery specializes in photography that truly captures the subtleties of wildlife and the charms of daily life in Key West.

Archeo Gallery Key West

1208 Duval Street

The Archeo Galley features unique, handmade items such as teak furniture from Java, ceremonial art of Africa, and vibrant tribal Gabbeh rugs that are made of hand spun wool and knotted by nomads.

South Pointe Gallery

1201 Duval Street

The South Pointe Gallery offers an impressive collection of original vintage posters, most of which were collected in Europe. Poster subjects include: travel, theater, movies, liquor advertisements, and more.

Island Arts Co-Op

1128 Duval Street

This co-op was formed over 10 years ago by a handful of local artist residents and is filled with vibrant and creative works of art that reflect island lifestyle. Today they represent many of Key West's inspired resident artists.

Charest-Weinberg Gallery

1111 Duval Street

The staff at Charest-Weinberg Gallery is dedicated to helping you design an "art plan" for your entire house. The Key West gallery has an impressive display of paintings and sculpture, featuring both local and international artists.

Wild Side Gallery

1108 Duval Street

Wild Side Gallery features the work of more than forty artists who take inspiration from nature and the natural world. The gallery features jewelry, pottery, wood art, paintings, batiks, glass, and more.

Zbyszek Gallery

1102C Duval Street

The Zbyszek Gallery features works by husband and wife artists Zbyszek and Tippi Koziol. Inside the gallery you will find an inspired variety of original oils paintings, acrylics, sculptures, and "wearable art.”

SoDu Gallery

1100 Duval Street

This gallery was created by six talented local artists and contains an inspired collection of original works in a variety of mediums: paintings, pottery, fine-gold jewelry, gem-stone jewelry, sculpture, stained glass, photography, and furniture.

Monkey Apple Art Factory

1022 Duval Street

This Key West art gallery offers a novel approach to art by selling, "art by the square foot." Choose from the inspired collection of artwork on display, select the size you want from their price menu, and their in-house printing factory will produce a high-quality giclee on canvas - ready for hanging on your wall!

Glass Reunions Gallery Key West

825 Duval Street

This nationally recognized collection represents the work of over 200 contemporary American artists and features fine art glass, kaleidoscopes, gold and silver jewelry, creative lighting, and whimsical mobiles.

Gallery Key West

824 Duval Street

Gallery Key West contains an eclectic collection of fine art and home furnishings. Original paints, sculpture, and glassware by local artists are also available for purchase.

Kent Gallery

821 Duval Street

The Kent Gallery features a diverse, international collection of contemporary art by cutting edge artists that range from abstract to realism. Here you will find one-of-a-kind paintings, sculpture, fine art glass chandeliers, original hand woven Nepalese rugs, photography, enamel, ceramic, and original fine art jewelry.

Cuba Cuba Gallery

814 Duval Street

Cuba Cuba Gallery features paintings, ceramic sculpture, and other handmade items from Cuban artists. Enjoy mambo music while you shop for posters, books, maps, and t-shirts as well as fine cigars and cigar accessories.


Theaters &  Entertainment in Key West, FL

Tropic Cinema

There is no better retreat on a hot Florida day than a few hours in a comfy, air-conditioned theater! Opting for the unique, local experience at Tropic Cinema in Key West. This non-profit multiplex creates a classic cinema experience with their intimate setting, knowledgeable staff, and offbeat movie selection. Enjoy foreign and indie films as well as documentaries and Hollywood blockbusters.

Red Barn Theatre

Whether you want an intimate date night activity or you want to spend an evening drinking cocktails and being entertained with a group of friends, the Red Barn Theatre is the perfect location. Start off with a drink in the charming outdoor courtyard and then make your way into the cozy, rustic theater. With only 80 seats, it is a quaint venue with every seat providing a perfect up-close view to the stage. As soon as you see the first show, the Red Barn Theatre will definitely be added to your list of favorite Key West activities.

Waterfront Playhouse

Named "The Best Professional Theater in Florida" (Florida Monthly Magazine, 2010 & 2011), The Waterfront Playhouse is a not-for-profit, professional theater that attracts locals and tourists alike with a wide range of comedies, dramas, musicals, concerts, and world premieres. Located in a beautifully restored warehouse, there is no bad seat in this small theater.


Learn about Key West from our Local Museums

Hemingway Home & Museum

Anyone who has read American literature knows the name Ernest Hemingway. During your Key West stay, make your way over to the house where this literary master lived and wrote for over ten years. With its grand architecture and lush gardens, the Hemingway home is a truly beautiful and inspirational place. Did we mention the 45+ polydactyly (six-toed) cats that roam the grounds? You'll be sure to see them lounging about the rooms of Hemingway's house as you enjoy the educational tour. Don't miss the gift shop!

Harry Truman Little White House

Step back in time and into former president Truman's era at Key West's Little White House. As Florida's only presidential museum, the house is furnished from the time period that Truman used the house during his presidency. This is a highly educational and fun Museum in Key West for history buffs and anyone who loves learning about the United States!

The Key West Museum of Art & History at the Custom House

Follow a path once traveled by wreckers, pirates, and politicians to South Florida's most important historic building. See folk artist Mario Sanchez's colorful wood paintings of Old Key West. Stand in the very room where the U.S. decided to go to war with Spain. Learn about Ernest Hemingway's life in Key West, where he wrote many of his most famous novels, and see his bloodstained WWI uniform and other personal items that created his legendary status as an adventurer and writer.

Mel Fisher Maritime Museum

This Key West museum contains an extensive collection of artifacts from 17th century shipwrecks, such as the Henrietta Marie, Santa Margarita and the most famous, the Nuestra Señora de Atocha. Learn about the salvaging of shipwrecks and view artifacts from the wreckage such as gold coins, a chalice, and cannons. The gift shop features unique jewelry made of Emeralds from the Atocha (considered some of the finest in the world!) and is the perfect place to pick up a valuable keepsake rescued from the sea.

The Key West Lighthouse and Keeper's Quarters Museum

The 88-step circular iron stairway leading to the lighthouse deck is quite a climb, but the spectacular views of Key West and the nearby ocean are well worth the workout. Interactive exhibits explain the interesting history of the tower and nearby Keeper's Quarters that have been faithfully restored and maintained as they were before the lighthouse was deactivated in 1969. Don't miss this chance for beauty, history, and the best view of Key West!

1400 Duval St, Key West,
FL 33040 (305) 296-3141