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An aerial view of Mallory Square and Ocean Key Resort

Mallory Square, Key West

Mallory Square is popular for its spectacular sunset views, plethora of shops and wide variety of restaurants. The area is also home to the Key West Aquarium, Waterfront Playhouse Theater, Shipwreck Treasures Museum and Mel Fisher Maritime Heritage Museum. A popular gathering place since the early 1800s, Mallory Square is still one of the most popular tourist destinations in Florida.

A busker on a giant unicycle juggling fire sticks at night in Mallory Square

History of Mallory Square

Located on the waterfront of Key West Harbor, Mallory Square is a historic site and has been the scene of important events and activities throughout history.

In 1823, Commodore David Porter established a base of operations in Mallory Square for the US Navy’s West Indies Squadron. During the American Civil War, the area was used as a base by both Union and Confederate forces.

In 1961, the City of Key West and the Old Island Restoration Foundation decided to restore the square to its 19th-century grandeur. Today, Mallory Square is a popular tourist destination. It is home to shops, restaurants and historic sites. It is also the location of the famous Sunset Celebration, a daily event that attracts visitors from all over the world.

A crowd nat Mallory Square watching an event in the water at sunset

Sunset Celebration at Mallory Square

Two hours before sunset, locals and visitors gather in Mallory Square in preparation to watch the sun dip beyond the horizon each evening. Local artisans, street performers and vendors provide entertainment while waiting for the big moment.

Things to do Near Mallory Square

Nearby, Old Town Trolley Tours is one of the most popular attractions, offering visitors a unique and entertaining way to explore all that Key West has to offer. Other nearby entertainment includes the city’s historic district, beautiful beaches, eclectic shopping and island dining. Whether you’re seeking an adrenaline rush or a relaxing day outdoors, Mallory Square has something for everyone.

A sculpture garden near Ocean Key Resort

Key West Historic Memorial Sculpture Garden

Located on the historic waterfront, the Key West Memorial Sculpture Garden is home to the city’s most important art and history collections. The sculpture garden opened in September of 1997 along the original shoreline. .

A large group of people walking down the boardwalk at mallory Square

Mallory Square Festival Market

he Mallory Square Festival Market is a popular open-air shopping experience, featuring a wide range of vendors. Browse goods from food and drinks to arts and crafts, open daily at sunset. Popular items include fresh-grilled seafood, tropical fruit smoothies, handmade jewelry and locally made souvenirs.

The exterior of the Waterfront Playhouse

Waterfront Playhouse Theater

The Waterfront Playhouse Theatre is located in the heart of Mallory Square, and stands one of the area’s most iconic historic landmarks. Dating back to 1939, the Key West Players came together with famed playwright Tennessee Williams to restore a crumbling warehouse into the theatre that stands today. Now completely modernized for the twenty-first century, this not-for-profit, 150-seat theatre offers a variety of productions throughout the year.

KEY WEST AQUARIUM

Key West Aquarium

Opened in 1934, the Key West Aquarium was the first open-air aquarium in the United States. The building was then leased in 1943 to the military for use during World War II. In the 1960s, a roof was added to the structure to prevent algae growth in many of the tanks. In the late 1970s, the building underwent a multi-year restoration, enhancing interiors and directional signage and building the new Atlantic Shores Exhibit, a 50,000-gallon tank showcasing gamefish, tropical fish, sharks, sea turtles and more. In more recent years, the aquarium has continued to undergo routine maintenance and modernization. Guests are able to get up close and personal with the aquatic life that surrounds Key West, learning more about local marine animals and their habitats.

SHIPWRECK TREASURES MUSEUM

Key West Shipwreck Treasures Museum

Go back in time to 1856, when Key West was a thriving port town and grand wooden ships dotted the horizon. Through exhibits, artifacts and actors, the Key West Shipwreck Treasure Museum tells the story of the city’s early days and the wrecking industry that sustained the island’s pioneers. The main feature, the shipwrecked Isaac Allerton, was partially salvaged when she sank in 186 and was rediscovered in 1985 and brought to the museum for display.

HARRY S TRUMAN LITTLE WHITE HOUSE

Harry S Truman Little White House

Originally constructed in 1890 as naval housing, the Little White House on Front Street once hosted names including Thomas Edison and Edward Hayden. When Harry S. Truman was elected president, the home became his “winter White House,” where he wintered every year from 1946 to 1954. Today, the home is the only presidential site in the state of Florida.

Calendar of Events

Good times and good vibes are always on deck. Check out our activities and the local music scene at Ocean Key Resort and Sunset Pier.

  • A woman snorkelling with a sail boat in the water
    Jun05

    Snorkel Experience

    Dive into the 3rd largest coral barrier reef in the world and the only barrier reef in the continental United States.

    Date: May 8 - June 26, 2026

    Time: Friday's, varies by tour operator

    Location: Off-Site (Catamaran / Key West waters)

  • 2 large sailboats on the water during a gorgeous sunset
    Jun06

    Sunset Sails

    There is nothing quite like a Key West sunset, and the second-best place to view one (after the Sunset Pier, of course) is out on the water.

    Date: May 9, 2026 - June 27, 2026

    Time: Saturday's, Varies (sunset)

    Location: Off-Site (Key West waters)

  • A man offshore fishing
    Jun07

    World Class Fishing

    The Florida Keys are known for amazing fishing. From the flats and shallows, sight fishing for permit, tarpon or bonefish or in the deeper waters of the backcountry, on the hunt for snapper, grouper or tuna.

    Date: May 10, 2026 - June 28, 2026

    Time: Sunday's, Varies by charter

    Location: Off-Site (Florida Keys waters)

  • 2 people on a Fury Snorkel
    Jun09

    Double Dip Snorkel Trip

    Explore the turquoise waters of the 3rd largest coral barrier reef, teeming with fish, coral, sea turtles and more.

    Date: May 12, 2026 - June 30, 2026

    Time: Tuesday's, 2:00 pm – 5:00 pm

    Location: Off-Site (Catamaran / Key West reef)

  • Scavenger Hunt sign with wooden destination arrows
    Jun10

    Zero Duval Scavenger Hunt

    Experience a one-of-a-kind, interactive scavenger hunt in the downtown area of Old Town, starting at Zero Duval.

    Date: May 13, 2026 - June 24, 2026

    Time: Wednesday's, 10:00 am – 12:00 pm

    Location: Old Town Key West (starts at Zero Duval)

  • A lantern in the ground in a dark room and a ominous shadow in the background
    Jun11

    Haunted Tours

    Explore the SPOOKY side of Key West with a haunted historical tour.

    Date: May 14, 2026 - June 25, 2026

    Time: Thursday evenings (varies by operator)

    Location: Off-Site (Key West – walking or trolley tour)

  • 3 people biking on a Key Lime Bike tour
    Jun11

    Ocean Key Lime Bike Tour

    Sightseeing the Key West way with a leisurely island bike tour that can be done in flip flops!

    Date: May 14, 2026 - June 25, 2026

    Time: Thursday's, 10:00 am – 12:00 pm

    Location: Key West (guided bike tour)

  • A mix of fruit at the Farmer's Market
    Jun11

    Key West Farmers Market

    Visit the Key West Farmers Market every Thursday at the Truman Waterfront.

    Date: May 14, 2026 - June 25, 2026

    Time: Thursday's, 2:00 pm – 7:00 pm

    Location: Truman Waterfront

  • A group of people dressed as Hemingway at Hemingway Days
    Jul23

    Hemingway Days

    Fans of Ernest Hemingway’s literary greatness and vigorous life – including scores of bearded Hemingway look-alikes

    Date: July 23 - 27, 2026

    Time: Varies by event

    Location: Key West (Sloppy Joe's Bar, 201 Duval St., and other venues)

  • A parade in the streets for Fantasy Fest
    Oct16

    Fantasy Fest

    Fantasy Fest turns Key West into a spectacle of masked processions, parties, contests and dances attended by tens of thousands.

    Date: October 16 -25, 2026

    Time: Varies by event

    Location: Key West (multiple venues)