Mallory Square

Sights & Landmarks • Key West, Florida

Mallory Square in Key West, Florida, is a vibrant and bustling hub of activity that beckons visitors to experience the charm and beauty of the island. As one of the most popular sights and landmarks in Key West, Mallory Square offers a unique combination of historical significance and lively entertainment.

This renowned tourist attraction is known for its legendary sunset celebrations, where locals and tourists gather to witness the stunning sun setting over the Gulf of Mexico. Street performers, musicians, and vendors create a festive atmosphere, adding to the sense of excitement and energy that permeates the square.

In addition to the sunset celebrations, Mallory Square is home to a variety of intriguing shops, restaurants, and galleries, providing visitors with ample opportunities to explore and indulge in the local culture. The historic architecture of the surrounding buildings adds to the allure of the square, creating a picturesque backdrop for memorable experiences.

Whether you're seeking a relaxing evening admiring the sunset or looking to immerse yourself in the vibrant atmosphere of Key West, Mallory Square is a must-visit destination for anyone exploring this charming island city.

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Tours for Mallory Square

Exploring the area? Book a tour to fully experience everything Mallory Square has to offer. A guided tour will provide you with fascinating insights and hidden gems that you might miss on your own.

Private Sunset Cruise around Key West in Key West, Florida

Tour Provided by Viator

Private Sunset Cruise around Key West

Key West, Florida

Embark on a tour around the island of Key West. Your guide will be talking you through many points of interest around the island. Make sure to keep an eye out for wildlife throughout the tour. About 20 minutes before the sunset, your captain will find a quiet and private spot to watch the sun drop into the water uninterrupted by other boats, people, or land!

Schooner Appledore Day Sail with Full Bar in Key West in Key West, Florida

Tour Provided by Viator

Schooner Appledore Day Sail with Full Bar in Key West

Key West, Florida

Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comfortable. Feel the sense of adventure as the crew hoists the sails. Participate in this age-old tradition by helping raise the sails. Take a turn at the wheel and feel the exhilaration of captaining a traditional tall ship.

Key West Sunset Sail aboard legendary Schooner Appledore in Key West, Florida

Tour Provided by Viator

Key West Sunset Sail aboard legendary Schooner Appledore

Key West, Florida

Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comfortable. Feel the sense of adventure as the crew hoists the sails. Participate in this age-old tradition by helping raise the sails. Take a turn at the wheel and feel the exhilaration of captaining a traditional tall ship.

Classic Key West Schooner Sunset Sail with Full Open Bar in Key West, Florida

Tour Provided by Viator

Classic Key West Schooner Sunset Sail with Full Open Bar

Key West, Florida

There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, complete with a full open bar. This enchanting journey blends the timeless elegance of traditional sailing with the lively spirit of Key West, promising an unforgettable experience for all.

As you sail further into the sunset, the full open bar comes to life, offering an enticing array of cocktails, wines, and spirits to complement the evening's splendor. Sip on our signature Schooner Bloody Mary or Dark & Stormy as you watch the sky ignite with color. The skilled bartenders are on hand to craft your favorite drinks, ensuring that your glass is never empty as you drink in the sights and sounds of the sea.

As the schooner begins its journey back to Key West, you find yourself lost in the timeless rhythm of the sea, grateful for the opportunity to witness the beauty of a Key West sunset from the deck of a historic schooner.

Full day tour of The Florida Keys - Key Largo Islamorada Key West in Key West, Florida

Tour Provided by Viator

Full day tour of The Florida Keys - Key Largo Islamorada Key West

Key West, Florida

Tours are private, and include only your travel party of up to 6 people.
We customize the stops to what interests your group. We can make more, or less stops. Spend more, or less time at sights. It's YOUR day! We will make lots of suggestions, but want you to have the best experience possible so try to cater to your interests. You'll learn about many aspects of our unique history and unique eco-system. The Florida Keys is located in the middle of a National Marine Sanctuary! We have many unique and endangered animals, both on land and in our waters. And, at one point, Key West was the richest city in the state of Florida! How was THAT possible??

Want to beach hop all the way to Key West? Maybe jump off a bridge? Ya know...cause your friends are doing it! For real!

Just want to get to Key West and be pointed in the direction of the best bars? We can do that too! Adventurous enough to check out a clothing optional bar? Key West has those too!

Admission NOT included to any venue.

Private Full-Day Tour of Florida Keys from Miami Key Largo to Key West in Key West, Florida

Tour Provided by Viator

Private Full-Day Tour of Florida Keys from Miami Key Largo to Key West

Key West, Florida

Visit the one-and-only island city of KEY WEST!

Enjoy a narrated tour on the way down, and island music on the way back.
This is way more than just a shuttle service.

HIGHLIGHTS
• See the sights in Key West
• Stay for the Key West sunset
• Plenty of Free Time
• Stops of your choosing along the way
• Designated Driver
• Narrated Tour

Do what you want in Key West! We're doing the driving!

During your free time we recommend to sightsee, enjoy a happy hour, eat a nice dinner, check out Mallory Square at sunset, take a sunset sail. There's so much to do!

Sit back & enjoy the scenery as we drive down to Key West. Learn the history, culture, and ecology of the Florida Keys & Key West from your friendly local guide.

It's more like a road trip than a tour - ask questions, point out wildlife, stop to visit the Florida Keys landmarks of your choosing and more!

Bimini Charters - Private Luxury Catamaran 3-hr Sunset Sails in Key West, Florida

Tour Provided by Viator

Bimini Charters - Private Luxury Catamaran 3-hr Sunset Sails

Key West, Florida

Rent your own private yacht and savor the beautiful Key West sunset away from the crowds. Do it all on a luxury catamaran reserved just for you! Dolphin watch, jump off of the bows of the boat, sail along the Key West coastline, and enjoy cocktails with friends on your own private yacht! If the big, crowded boats are not for you, we're the perfect option for a more private sail catered specifically to your needs. Our boat is the cleanest you will find, with a spotless bathroom and an electric flush toilet. We are owner operated so every detail of your sail is important to us. We also allow you to bring your own food and cocktails on the boat to create your own perfect experience. The S/V Liberty is a luxurious 44-ft cat, offering 5 different seating areas, so you can spread out and savor the coastline as we sail by. Bigger groups and longer charter times available upon request. Let's go sailing!

Maritime Village to Micro State: A Self Guided Tour of Key West in Key West, Florida

Tour Provided by Viator

Maritime Village to Micro State: A Self Guided Tour of Key West

Key West, Florida

Key West is famous as mainland America's Caribbean resort town. Here, time slows down as the island vibes take over. But there is more to this island than umbrella drinks and warm breezes.

Key West has an incredible history, from its origins as a maritime village that profited heavily from salvaging wrecked ships and crews along the Great Florida Reef a few miles offshore, to the creation of the micro-state known as the Conch Republic. While in Key West, you will want to visit many of the sites that make the island distinct such as the Key West Lighthouse, the Hemingway House, the Little White House, and Southernmost Point.

On this tour, you will visit all of these and more, stopping for refreshments along the way at many of the island's signature restaurants and bars. You will hear stories of some of the island's more famous residents along with some lesser-known tales that have given Key West its unique place in American culture and history.

Interesting Places Nearby

Planning the perfect vacation? There are a ton of great places to explore. Checkout out these exciting locations and places near Mallory Square.

Key West Historic District in Key West, Florida

Key West Historic District

Key West, Florida

Southernmost Point of the Continental USA in Key West, Florida

Sights & Landmarks

Southernmost Point of the Continental USA

Key West, Florida

Ernest Hemingway Home and Museum in Key West, Florida

Ernest Hemingway Home and Museum

Key West, Florida

Fort Zachary Taylor in Key West, Florida

Nature, Parks, & Gardens

Fort Zachary Taylor

Key West, Florida

Key West Aquarium in Key West, Florida

Key West Aquarium

Key West, Florida

Key West Lighthouse and Keeper's Quarters Museum in Key West, Florida

Key West Lighthouse and Keeper's Quarters Museum

Key West, Florida

Key West Shipwreck Treasure Museum in Key West, Florida

Key West Shipwreck Treasure Museum

Key West, Florida

Smathers Beach in Key West, Florida

Smathers Beach

Key West, Florida

Harry S. Truman Little White House in Key West, Florida

Harry S. Truman Little White House

Key West, Florida

Mel Fisher Maritime Museum in Key West, Florida

Mel Fisher Maritime Museum

Key West, Florida