One of the unique things to do in Key West is strolling down Duval Street. This pedestrian-friendly avenue is lined with eclectic shops, popular restaurants, and vibrant bars that capture the island’s unique character. For Key West first-time visitors, exploring Duval Street is essential for getting a feel of the island’s lively atmosphere. By day, you’ll discover a mix of art galleries, boutiques and cafes where local artists and vendors showcase their work. It’s the perfect place to find one-of-a-kind souvenirs and handmade goods that reflect the island’s laid-back vibe. As the sun sets, the street transforms into a lively nightlife scene, featuring live music, entertainment and bustling bars.

Step into history at the Truman Little White House, once a retreat for President Harry S. Truman. This historic residence has been preserved as a museum, allowing visitors to tour its rooms and learn about its role in American history. As one of the unique things to do in Key West, it’s a chance for first-time visitors to gain insight into the island’s connection to national events. Guided tours take you through the home, where you’ll hear stories about Truman’s time spent here and see preserved artifacts from his presidency. The house is set in a quiet, picturesque neighborhood, offering a peaceful contrast to the bustling areas nearby.

The La Concha Hotel, an iconic spot in Key West, has earned a reputation for its ghostly tales and rich history. Built in 1926, this hotel has welcomed countless guests over the years, including some who may have never left. Known for its distinctive architecture and historic charm, La Concha is rumored to be haunted by spirits who roam the halls. For Key West first-time visitors, it offers an intriguing mix of elegance and mystery. Guests often report unusual occurrences, from flickering lights to unexplained sounds, adding a touch of the supernatural to their stay.

The Artist House is another historic gem that’s said to be home to several spirits. With its colorful Victorian architecture and unique decor, this charming house has a personality all its own. Open for tours, the Artist House invites Key West first-time visitors to explore its rooms and learn about its storied past. Known for its eerie atmosphere, the house offers tales of ghostly residents that leave a lasting impression.

Captain Tony’s Saloon is more than just a bar; it’s a legendary establishment deeply woven into Key West’s history. Originally the site of the city morgue, it’s rumored to host spirits who make themselves known after dark. For Key West first-time visitors, a visit to Capt Tony’s offers a unique glimpse into the island’s more eerie side. Stories of ghostly patrons and mysterious happenings are common, and the walls are adorned with mementos from past visitors, adding to the bar’s unusual charm. It’s a stop that combines history, mystery, and an unforgettable local vibe.

One of the most truly unique things to do in Key West, consider the Ghosts & Gravestones^® Tour. This spine-chilling adventure takes you on a journey through the city’s darker side, exploring haunted locations and listening to eerie tales of pirates, shipwrecks and ghostly encounters. Your knowledgeable Ghost Host will share chilling stories of murder, disease and misfortune, transporting you back in time to a Key West filled with mystery and intrigue. Whether you believe in the paranormal or simply enjoy a good scare, this tour is a must-do for anyone seeking a unique and unforgettable experience.

Smathers Beach is a favorite among locals and visitors, offering a long stretch of white sand perfect for sunbathing, swimming and enjoying water sports. For Key West first-time visitors, this beach provides the quintessential island experience with its clear waters and soft sand. You’ll often find people playing beach volleyball, trying paddleboarding or simply lying back with a good book. Food trucks and vendors along the beach offer refreshments, making it easy to spend an entire day here without having to leave for lunch or snacks. With beautiful sunsets that paint the sky, Smathers Beach is one of the unique things to do in Key West.

For a more laid-back option, Higgs Beach is perfect for picnicking, relaxing and enjoying a quiet beach day. This beach has a welcoming, serene atmosphere, with fewer crowds than some of the more popular spots. It’s known for its peaceful vibe and scenic views, making it a lovely destination for Key West first-time visitors looking to experience the island at a slower pace. Higgs Beach also features a nearby pier, which is a great spot for leisurely walks over the water. The surrounding area includes a playground, dog park, and picnic tables, allowing visitors to enjoy a day with family, friends, or pets. There’s even an on-site restaurant if you’re in the mood for a bite.

One of the best ways to experience Key West is through its cuisine, especially its fresh seafood offerings. Waterfront restaurants serve locally caught grouper, snapper and the famous conch fritters that are beloved in the area. For Key West first-time visitors, sampling the seafood here is an essential part of the experience, offering a direct connection to the island’s fishing heritage. Many restaurants provide views of the water, so you can dine with a beautiful backdrop. Try a seafood platter, indulge in lobster dishes, or enjoy a fish taco for a true taste of the local culture. The seafood here is renowned for its flavor, freshness, and authenticity.

For a taste of Key West’s Cuban influence, head to El Meson de Pepe^SM, a popular restaurant that has become a staple of the island’s dining scene. Serving authentic Cuban dishes, it’s a top choice for Key West first-time visitors who want to experience the rich, flavorful cuisine inspired by nearby Havana. The menu includes classics like ropa vieja, picadillo, and Cuban sandwiches, and the restaurant’s lively setting adds to the experience. With its warm, inviting atmosphere, vibrant live music, and flavorful menu, dining at El Meson de Pepe^SM offers a taste of Cuba right in the heart of Key West and is one of the unique things to do in Key West for a memorable cultural experience.