Key West

Welcome to Key West, Florida’s southernmost point and one of the most eclectic, sun-soaked destinations in the U.S. With its laid-back vibes, pastel-painted streets, and deep-rooted Conch culture, Key West is more than just a tropical getaway — it’s a state of mind. Whether you’re sipping margaritas on Duval Street, kayaking through mangrove tunnels, or chasing sunsets at Mallory Square, this quirky island invites you to ditch your itinerary and let adventure find you.

Why Go to Key West

key-west-travel-guide
key-west-travel-guide
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A Brief History of Key West

Known for its defiant spirit, Key West once staged a mock secession from the U.S. in 1982, dubbing itself the Conch Republic in protest of a federal roadblock. The stunt worked — tourism surged, and the island’s reputation as a free-spirited, unconventional haven was solidified. From Ernest Hemingway’s typewriter to the historic Old Town’s conch-style houses, the island brims with colorful tales of rebels, writers, and rogues.

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Best Beaches in Key West

While Key West isn’t known for vast sandy beaches, it still boasts some stunning Florida beach options:

  • Smathers Beach: The island’s longest beach, great for sunbathing, paddleboarding, or floating the day away.

  • Fort Zachary Taylor Beach: A local favorite, blending history and turquoise waters ideal for snorkeling.

  • Higgs Beach: Mellow, accessible, and perfect for families with a nearby dog park and cafe.

  • South Beach Small but iconic — it's near the Southernmost Point and ideal for a quick dip.

Pro Tip: Beach space in Key West can be limited. Arrive early, especially in spring and winter months, when crowds are at their peak.

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Where to Catch a Key West Sunset

Few things are more magical than a Key West sunset — and the island treats this daily ritual like a festival:

  • Mallory Square: Fire-eaters, musicians, and acrobats line the pier in a nightly celebration.

  • Sunset Sails: Book a catamaran cruise for a front-row seat on the water with hors d'oeuvres and an open bar.

Fort Zachary Taylor: If you're looking for a quieter spot, bring a blanket and a bottle of wine.

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Best Nightlife in Key West

Key West comes alive after dark, and its legendary nightlife ranges from rowdy to refined:

Fantasy Fest (held in October) transforms the island into a giant, costumed block party — not for the faint of heart.

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Local Culture & Customs

Key West’s residents — affectionately called Conchs — are fiercely proud of their island identity. The community is inclusive, artsy, and unapologetically offbeat. Roosters roam freely, Key lime pie is practically a religion, and everything moves at “island time.”

Conch Train Tour: Great for first-timers wanting a narrated overview of the island.

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Top Key West Tours & Outdoor Activities

Skip the car. Explore by foot, rent a bike, or hop on a moped — it’s the Conch way.

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What to Eat in Key Westt

  • Key West is a melting pot of Caribbean, Cuban, and classic Southern flavors. Here's what to try:

    • Seafood: Conch fritters, grilled mahi-mahi, and Key West pink shrimp.

    • Cuban Cuisine: El Siboney serves hearty Cuban plates loved by locals.

    • Catch & Cook: Bring your own fresh catch to select restaurants and have it prepared to order.

    And yes — don’t leave without a slice of Key lime pie. Kermit’s and Blue Heaven both lay claim to the best, but you be the judge.

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When to Visit Key West

  • Best Time: March to May — fewer crowds, perfect weather, and lower prices.

  • High Season: December to February — beautiful, but expensive.

Hurricane Season: June to November — deals abound, but keep an eye on the forecast.

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Where to Stay in Key West

  • Where to Stay in Key West

    Budget travelers can also find excellent B&Bs, hostels, and boutique inns throughout the island.

    Let Key West Set Your Pace

    Key West isn’t about checking off boxes — it’s about embracing the moment. It’s a place where shoes are optional, strangers become friends, and every corner holds a story. Whether you’re