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Enjoy Key West and the Florida Keys

Hello Key West Travelers

Welcome to Enjoy Key West, your ultimate guide to experiencing the vibrant charm of Key West and the breathtaking beauty of the entire Florida Keys! Whether you’re dreaming of lively Duval Street nights, serene days by the beach and beautiful turquoise waters, or exploring the unique history and natural wonders of this island paradise, EnjoyKeyWest.com is here to help you plan an unforgettable adventure. Get ready to discover the best of the Keys, from delicious dining and thrilling water sports to hidden gems and iconic sunsets.


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Tourist Transportation

Getting Around Key West: Ditch the Car!

Navigating to Enjoy Key West is all about embracing the island vibe – and that means leaving your car behind whenever possible. Scooters and bikes are the go-to for locals and savvy travelers, offering the freedom to explore at your own pace. In fact, walking is often your best bet for short distances, letting you soak in the charming streets and vibrant atmosphere.

Why the car-free push? Parking in Key West is notoriously scarce and pricey, with daily rates easily adding up. If your plan is strictly to soak up the Key West scene and stay within the island, you really don’t need a rental car at all.

However, if you’re keen on exploring the wider Florida Keys – from Islamorada to Marathon – a car becomes a necessity to truly experience the iconic Overseas Highway and all it has to offer. Just be prepared to park it once you’re back in Key West!


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Tourist Transportation

Getting Around Key West: Ditch the Car!

Navigating to Enjoy Key West is all about embracing the island vibe – and that means leaving your car behind whenever possible. Scooters and bikes are the go-to for locals and savvy travelers, offering the freedom to explore at your own pace. In fact, walking is often your best bet for short distances, letting you soak in the charming streets and vibrant atmosphere.

Why the car-free push? Parking in Key West is notoriously scarce and pricey, with daily rates easily adding up. If your plan is strictly to soak up the Key West scene and stay within the island, you really don’t need a rental car at all.

However, if you’re keen on exploring the wider Florida Keys – from Islamorada to Marathon – a car becomes a necessity to truly experience the iconic Overseas Highway and all it has to offer. Just be prepared to park it once you’re back in Key West!


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Editor’s Choice to Enjoy Key West Hotels

Key West Mallory Square

Transportation

Like flowers that bloom in unexpected places, every story unfolds with beauty and resilience

Key West Mallory Square

Tours

Like flowers that bloom in unexpected places, every story unfolds with beauty and resilience

Key West Mallory Square

Ghost Stories

Like flowers that bloom in unexpected places, every story unfolds with beauty and resilience


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Editor’s Picks: Top 3 Key West Restaurants

Key West Mallory Square

Transportation

Like flowers that bloom in unexpected places, every story unfolds with beauty and resilience

Key West Mallory Square

Tours

Like flowers that bloom in unexpected places, every story unfolds with beauty and resilience

Key West Mallory Square

Ghost Stories

Like flowers that bloom in unexpected places, every story unfolds with beauty and resilience


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Key West Southern Most USA Place

About the event

Held over a weekend, the event is structured around a series of exhibitions, workshops, and panel discussions. The exhibitions showcase a curated selection of photographs that tell compelling stories from

Key West Southern Most USA Place

About the event

Held over a weekend, the event is structured around a series of exhibitions, workshops, and panel discussions. The exhibitions showcase a curated selection of photographs that tell compelling stories from

Tourist Transportation

Getting Around Key West: Ditch the Car!

Navigating to Enjoy Key West is all about embracing the island vibe – and that means leaving your car behind whenever possible. Scooters and bikes are the go-to for locals and savvy travelers, offering the freedom to explore at your own pace. In fact, walking is often your best bet for short distances, letting you soak in the charming streets and vibrant atmosphere.

Why the car-free push? Parking in Key West is notoriously scarce and pricey, with daily rates easily adding up. If your plan is strictly to soak up the Key West scene and stay within the island, you really don’t need a rental car at all.

However, if you’re keen on exploring the wider Florida Keys – from Islamorada to Marathon – a car becomes a necessity to truly experience the iconic Overseas Highway and all it has to offer. Just be prepared to park it once you’re back in Key West!


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Picture of a flower

New arrivals

Like flowers that bloom in unexpected places, every story unfolds with beauty and resilience, revealing hidden wonders.


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Fontainebleau Miami Beach Breakfast in Bed
Fontainebleau Miami Beach Breakfast in Bed

The Stories Podcast

Storytelling, expert analysis, and vivid descriptions. The Stories Podcast brings history to life, making it accessible and engaging for a global audience.

Subscribe on your favorite platform


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Welcome to Key West: History, Charm & Island Life

Welcome to Key West, the captivating island paradise at the southernmost tip of the continental United States. Here, turquoise waters meet a vibrant, bohemian spirit, steeped in a rich and colorful history.

Stroll along the lively Duval Street, where music fills the air, unique shops beckon, and delicious dining awaits. But beyond the vibrant facade, Key West holds a fascinating past. It was once the wealthiest city per capita in the U.S. thanks to its “wrecking” industry, salvaging treasures from the treacherous reefs.

One of Key West’s most enduring legacies is its connection to legendary author Ernest Hemingway. He made this island his home for most of the 1930s, finding inspiration for classics like “To Have and Have Not” within its laid-back charm. Visit the iconic Ernest Hemingway Home and Museum, where you can explore his former residence, writing studio, and encounter the famous six-toed cats said to be descendants of his beloved pet.

Discover stunning sunsets at Mallory Square, explore pristine coral reefs, or simply relax on a white-sand beach. Key West offers an unforgettable blend of natural beauty, cultural richness, and endless opportunities for adventure and relaxation, all wrapped in a uniquely historic package. Come experience the magic of this charming island!

This way to Paradise Enjoy Key West

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Key West Marilyn Monroe

Lewis W. Hine studied sociology before moving to New York in 1901 to work at the Ethical Culture School, where he took up photography to enhance his teaching practices

Key West Marilyn Monroe

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The Bull & Whistle Bar: A Key West Legend

Step into a true Key West institution at The Bull & Whistle Bar, often just called “The Whistle.” This iconic three-story establishment on Duval Street isn’t just a bar; it’s a living piece of Key West history, dripping with stories and local character.

Housed in a building dating back to the early 1900s, The Bull & Whistle has seen it all. It started life as a boarding house, then became a notorious brothel, and later, during the Prohibition era, a secret speakeasy and even a hideout for smugglers. Its walls could certainly tell a tale or two!

Today, The Bull & Whistle offers three distinct experiences under one roof:

  • The Bull (Ground Floor): This open-air bar is always buzzing with live music and a lively crowd. It’s a classic Key West experience, perfect for soaking in the energy of Duval Street.
  • The Whistle (Second Floor): Head upstairs for a more relaxed vibe, with pool tables, games, and a spacious wrap-around balcony that offers fantastic views for people-watching below. It’s a favorite haunt for locals, known for its authentic Key West charm.
  • The Garden of Eden (Rooftop): For the truly uninhibited, the rooftop offers a clothing-optional experience with panoramic views of the island. By day, it’s a unique sunbathing spot; by night, it’s a vibrant space with a DJ, perfect for dancing under the stars.

The Bull & Whistle embodies Key West’s independent spirit and colorful past. It’s a must-visit for anyone looking to experience the authentic, historic, and wonderfully quirky side of the island!


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