Explore the Unique Charm of Key West

Introduction to Key West

Key West stands out as one of the most fascinating and unique cities in the United States. Nestled at the very tip of the Florida Keys, this city boasts a tropical climate and an eclectic atmosphere. Notable writers, artists, and musicians have made Key West their home, contributing to its storybook architecture and carnival-like vibe, which blend together to create a relaxed ambiance.

Many homes, boats, and businesses in the Florida Keys were severely damaged by Hurricane Irma in September 2017. However, Key West was fortunate to experience less devastation. Most businesses and attractions reopened within a few weeks, ensuring that visitors could enjoy the city’s charm without major interruptions.

The Keys became easily accessible in 1912 when Henry Flagler built a railroad line to Key West. Although the track was destroyed by a hurricane in 1935 and never rebuilt, the scenic 123-mile Overseas Highway, complete with 42 bridges, now connects the Keys to the mainland. Despite its proximity to Miami, Key West retains a unique character that blends elements of New Orleans, the Caribbean, and pure fun. The drive from Miami to Key West is renowned as one of the most picturesque in the United States. Additionally, Key West serves as an incredible port of call for cruise passengers visiting the Caribbean.

For cruise passengers, navigating Key West is quite easy. Cruise ships can dock near Mallory Square, the central park in Key West, or at the nearby Truman Annex, with all the shops, restaurants, and lively bars on Duval and Whitehead Streets just a short walk away.

Historical and Geographical Sites

When you have only a day in port, it is essential to make the most of your time. While many visitors choose to relax at a local bar, others enjoy wandering the streets to discover charming shops. For those interested in delving into the rich history of Key West and capturing a memorable photo at one of its iconic sites, consider visiting the following three locations.

• Truman Little White House: This historical site and the nearby tourist trams are within easy walking distance from Mallory Square. President Harry S. Truman made 11 visits to this historic home at the Key West Naval Station, using it as a winter retreat to escape the weather in Washington, DC. Today, the Little White House serves as a museum, offering fascinating insights into U.S. presidential history.
• Hemingway Home: The most famous resident of Key West was likely the writer Ernest Hemingway, who lived in a charming old house now known as the Hemingway Home for about a decade. Hemingway and his wife, Pauline, settled in Key West in 1928, where he maintained his routine of early morning writing followed by exploration of the town. After moving, he also found a passion for deep-sea fishing. A visit to the home is like stepping back in time, where you can see his office, the infamous swimming pool (Key West’s first), and the six-toed cats that roam the property.
• The Southernmost Point Buoy: A trip to Key West is incomplete without snapping a photo in front of the Southernmost Point in the continental United States. Although there is usually a line, it moves quickly. Both the Trolley Tour bus and the Conch Train offer stops near this iconic location, allowing visitors to easily hop off and capture the moment.

Best Ways to Explore Key West

While cruise ships provide tours to many of Key West’s highlights, the most enjoyable way to experience this vibrant town is aboard the Old Town Trolley or Conch Tour Train. The hour-long journey takes visitors through key sites, including the Hemingway Home, Southernmost Point, Harry Truman Little White House, and Duval Street. Covering over 14 miles of historic scenery, the trolley/train offers entertaining narratives about Key West’s captivating stories.

Exploring the back streets of Key West by walking or biking provides a delightful opportunity to experience the city’s charm at a leisurely pace. Organized tours may not be necessary to enjoy everything Key West has to offer, but the Old Town Trolley and Conch Tour Train certainly add an element of fun to the adventure!