Beaches

Key West: A Tropical Trip to the Southern Edge of Florida

Discover America's Caribbean island, famous for its sunsets, literary history, and Cuban heritage

7 min read Key West, Florida

Quick summary

Best time to visit

March to May

Best for

Beaches, nightlife, history

Recommended days

3-4 days

Nearby airport

Key West International (EYW)

Key West is the southernmost point of the continental United States, located closer to Havana than to Miami. This small tropical island is famous for its laid-back attitude, spectacular sunsets, and wooden architecture with tin roofs. Throughout its history, it has been a haven for pirates, treasure hunters, famous writers like Ernest Hemingway, and Cuban exiles who brought the cigar industry and Caribbean culture with them. Today, Key West offers a unique blend of historic charm, vibrant nightlife on Duval Street, and crystal-clear waters perfect for diving and snorkeling.

Why visit

  • ["The southernmost point of the U.S.
  • just 90 miles from Cuba"
  • "Daily sunset celebration at Mallory Square"
  • "Ernest Hemingway Home and Museum with its six-toed cats"
  • "Historic "Conch" architecture and palm-lined streets"
  • "Coral reefs for world-class snorkeling and diving"]

Top things to do

Celebrate sunset at Mallory Square

Every evening, locals and tourists gather at this waterfront square to watch the sun sink into the Gulf of Mexico. The celebration includes musicians, jugglers, acrobats, and food vendors, creating a daily carnival atmosphere.

Visit the Hemingway Home

The famous writer lived and wrote here in the 1930s. The beautiful Spanish colonial house is filled with his belongings, but the biggest attraction is the dozens of polydactyl (six-toed) cats roaming the property, descendants of Hemingway's original cat.

Take a photo at the Southernmost Point

The iconic concrete buoy painted red, black, and yellow marks the southernmost point of the continental United States. The sign reminds visitors that Cuba is just 90 miles away across the Florida Straits.

Stroll down Duval Street

The island's main street stretches from the Gulf of Mexico to the Atlantic Ocean. It is lined with historic bars (like Sloppy Joe's), restaurants, art galleries, and shops. It is the epicenter of Key West's nightlife.

Try Key Lime Pie

You can't leave without trying the island's official dessert. Made with the juice of small, tart Key limes, egg yolks, and condensed milk on a graham cracker crust. Every restaurant claims to have the best recipe.

Key West's Cuban connection

The island’s original Spanish name is Cayo Hueso. Due to its proximity to Cuba, Key West has had a deep connection with the Caribbean island for more than 150 years. In the 1860s, thousands of Cubans migrated to Key West fleeing the war of independence against Spain, bringing the cigar manufacturing industry with them. In the late 19th century, Key West was among Florida’s wealthiest and most populous cities, driven largely by the cigar industry. Cuban national hero José Martí visited the island several times to rally support for Cuban independence. Today, this heritage lives on in the San Carlos Institute, cigar makers, Cuban coffee, and the island’s Caribbean atmosphere.

Recommended video

To better understand the history, culture, or atmosphere of this destination, watch this selected video.

The video belongs to its respective creator on YouTube.

Plan your trip

Related guides

Affiliate disclosure: This article contains affiliate links. If you book accommodation, tours, or services through these links, we may earn a commission at no extra cost to you. This helps us keep our travel content free and up-to-date.