Key West is a tropical paradise that offers visitors a unique blend of natural beauty, vibrant history, and rich culture. This enchanting island at the southernmost point of the continental United States has endless things to do in Key West Florida. With so much to see and do, it’s the perfect place for a relaxing getaway or an adventure-filled vacation.

Let’s explore the top Key West attractions you absolutely must not miss during your next vacation in Key West!

The Ernest Hemingway Home and Museum

The Ernest Hemingway Home and Museum is one of Key West’s most revered historic sites. This beautifully preserved property offers a rare glimpse into the life of the legendary writer. The home, completed in 1851, is where Hemingway penned some of his most famous works. Visitors can take guided tours that start every 15 minutes, learning about Hemingway’s remarkable life and literary achievements. A highlight of the property is the stunning in-ground swimming pool, a rare luxury during the 1930s. The lush gardens surrounding the pool are filled with the fragrant scent of gardenias, offering a serene escape. Imagine Hemingway, his wife Pauline, and their guests lounging by the pool on a warm summer evening. It’s a magical experience that fans of the author will not want to miss.

Fort Zachary Taylor Historic State Park, Key West, Florida

Fort Zachary Taylor Historic Park

For history buffs, a visit to Fort Zachary Taylor Historic Park is essential. This National Historic Landmark played a crucial role in Florida’s early development and the Civil War. Construction of the fort began in 1845, and it was later named after U.S. President Zachary Taylor. The park spans 54 acres and offers narrated tours that delve into the fort’s compelling history, complete with Civil War cannons and insights into its construction. Apart from the historical significance, Fort Zachary Taylor is home to one of Key West’s best beaches. The vibrant underwater habitat is perfect for snorkeling, with sightings of tropical fish, lobsters, and colorful corals.

Key West Butterfly and Nature Conservatory

Step into a world of fluttering beauty at the Key West Butterfly and Nature Conservatory. This enchanting glass-domed sanctuary is home to hundreds of free-flying butterflies, exotic birds, and even two majestic flamingos. It’s no wonder the conservatory has been named the “Best Place to Take the Kids” and the “Best Attraction in Key West.” As you stroll through the lush tropical habitat, you’ll encounter over 50-60 species of butterflies from around the globe. The conservatory also features a unique gift shop and the Wings of Imagination gallery, showcasing stunning butterfly-themed artwork by Sam Trophia. This whimsical attraction is a must-see for nature lovers and families.

Mallory Square

No trip to Key West is complete without a visit to Mallory Square. This vibrant area has always been the hub of social and commercial life in Key West, dating back to the 1820s. Today, it remains the heart of the city, lined with restaurants, shops, theaters, museums, and live entertainment. One of Mallory Square’s most famous features is its nightly Sunset Celebration. As the sun dips below the horizon, entertainers, artists, and food vendors create a lively atmosphere that’s perfect for an evening out. The square offers an array of dining options, from delectable seafood to Cuban and Caribbean fare, ensuring there’s something to satisfy every palate.

Truman Little White House

For a dose of presidential history, the Harry S. Truman Little White House is a must-visit. This historical site was originally built in 1890 as naval officers’ housing and has hosted several notable visitors, including inventors and scientists. However, it is best known as the winter White House of President Harry S. Truman. Truman spent a total of 175 days of his presidency here, tackling significant issues such as the rebuilding of Europe and the onset of the Cold War. Visitors can take guided tours to learn more about the house’s history and its role in American politics. It’s a fascinating glimpse into the life and times of one of the nation’s most influential leaders.

Duval Street

Duval Street is Key West’s most famous thoroughfare, known for its lively atmosphere and diverse array of attractions. Lined with historic buildings, trendy shops, and vibrant nightlife, Duval Street is the perfect place to soak up the island’s unique charm. Visitors can explore boutique stores offering everything from hammocks and flip-flops to designer clothes and handmade jewelry. The street is also home to iconic bars and eateries, including Sloppy Joe’s Bar, a favorite haunt of Ernest Hemingway. For a touch of history, the Oldest House Museum and Garden, dating back to 1829, provides insight into the island’s maritime heritage. 

The Overseas Highway

One of the most beautiful drives in the United States, the Overseas Highway connects Key Largo to Key West with a series of breathtaking bridges. Completed in 1982, this 113-mile stretch of roadway offers stunning views of the Atlantic Ocean, Florida Bay, and the Gulf of Mexico. The highway incorporates 42 bridges, including the impressive Seven Mile Bridge.

Travelers can pull over at various points along the highway to take in the magnificent scenery, snap photos, and enjoy the fresh sea breeze. Whether you’re driving, cycling, or simply admiring the view, the Overseas Highway is an unforgettable experience.

Southernmost Point

A visit to Key West wouldn’t be complete without stopping at the Southernmost Point buoy. This iconic landmark marks the southernmost point of the continental United States and is just 90 miles from Cuba. The buoy is a popular spot for tourists to snap photos and enjoy breathtaking views of the Atlantic Ocean. Located in a charming Key West neighborhood, the Southernmost Point is a symbol of the island’s unique geographical significance. It’s it’s of of the most must-see Key West attractions that captures the essence of Key West’s allure.

Plan Your Next Visit!

Are you ready to explore things to do in Key West during your next visit? Browse our entire selection of Key West rentals today and find the perfect match for your stay!

Key West Luxury Rentals with Bayfront Suites

If you’re looking to treat yourself, Key West has plenty of luxury rentals that bring comfort and style to the next level. Bayfront suites with stunning ocean views, private pools, and top-notch amenities are perfect for those looking to relax in a lavish setting. Whether you’re traveling with family, friends, or as a couple, our rentals in Key West cater to every need. If you prefer a more traditional experience, there are numerous rental options available throughout Key West. Staying in one of our waterfront Key West rentals allows you to immerse yourself in the local culture and enjoy the island at your own pace. Key West is a destination that promises an unforgettable experience with its diverse attractions and activities. Whether you’re drawn to its rich history, natural beauty, or vibrant nightlife, there’s something for everyone to enjoy. So pack your bags, book your stay, and get ready to explore the wonders of Key West, Florida.