Key West, Florida, is a paradise filled with sun, sea, and fun activities. Whether you’re a nature lover or a history buff, the island offers plenty of exciting experiences for all kinds of travelers. From lively streets to scenic beaches, here are some of the top things to do in Key West that will make your trip unforgettable.
Explore Duval Street
Address: Duval Street
| Type | Entertainment and Nightlife, Free, Cafes, Neighborhood/Area, Shopping, Sightseeing |
| Time to Spend | 2 hours to Half Day |
History and Significance: Duval Street is Key West’s main thoroughfare, historically a hub of activity, from its early pirate days to its modern-day role as a lively center of arts and culture.
What to Expect: A vibrant street filled with cafes, shops, and art galleries. Expect lively entertainment, colorful street performers, and local boutiques.
Visitor Information: It’s an open, pedestrian-friendly street, so it’s best to explore on foot. Duval Street is easily accessible and well-lit at night for evening strolls.
Duval Street is one of the most iconic spots in Key West, a must-see for anyone visiting this lively island. This bustling street stretches over a mile and is lined with charming cafes, quirky shops, and vibrant art galleries. As you walk through, you can experience the local culture, stop by the Cuban Coffee Queen for a delicious espresso, or enjoy live music at Sloppy Joe’s. It’s the perfect place for people-watching, and the best part is, you can enjoy all of this for free!
Relax at Mallory Square
Address: 400 Wall St.
| Type | Free, Neighborhood/Area, Sightseeing |
| Time to Spend | Less than 1 hour |
History and Significance: Mallory Square, with its iconic pier, has been Key West’s gathering point for centuries, with its sunset celebrations becoming a tradition.
What to Expect: Live performances, art exhibits, street vendors, and one of the most beautiful sunsets you’ll ever see.
Visitor Information: Located in Old Town, open daily. Arrive early for the best sunset spots. Admission is free, though parking can be challenging during peak hours.
Mallory Square offers one of the best sunset views in Key West. Located at the northwest tip of the island, this lively spot is famous for its daily Sunset Celebration, a free event featuring street performers, local artists, and food vendors. Arriving early allows you to secure a good viewing spot to watch the stunning sunset. It’s an experience like no other, making Mallory Square a top destination for both locals and tourists. Don’t forget to bring your camera to capture the magic!
Southernmost Point of the U.S.
Address: 1400 Whitehead St.
| Type | Free, Monuments and Memorials, Sightseeing |
| Time to Spend | Less than 1 hour |
History and Significance: This buoy marks the southernmost point in the continental United States, positioned just 90 miles from Cuba.
What to Expect: A colorful, iconic marker and scenic views, perfect for photos. Learn about Key West’s strategic position during the Cold War.
Visitor Information: Open 24/7 for photo opportunities. Expect crowds, especially during peak tourist season. No entry fee, though nearby parking is limited.
Key West is home to the Southernmost Point of the United States, marked by a colorful buoy at the intersection of Whitehead and South Streets. Just 90 miles from Cuba, it’s an iconic photo spot for visitors. Besides taking in the scenic view, take a moment to reflect on the historical significance of this location. Nearby, you’ll find plaques that honor the lives of Cubans who made the dangerous journey to America and the history of Key West’s Black community.
Visit Ernest Hemingway’s Home
Address: 907 Whitehead St.
| Type | Museums, Historic Homes/Mansions, Sightseeing |
| Time to Spend | 1 to 2 hours |
History and Significance: The Hemingway House is a historic home and museum dedicated to the famous author who lived in Key West during the 1930s.
What to Expect: A glimpse into Hemingway’s life with preserved rooms, artifacts, and a lush garden.
Visitor Information: Guided tours are available daily. Tickets required for entry. Located at 907 Whitehead St., the house is a must-see for literature fans.
Key West’s Ernest Hemingway Home and Museum offers a fascinating look into the life of the iconic writer. Located on Whitehead Street, this grand residence is where Hemingway wrote parts of his most famous works. The house is a U.S. National Historic Landmark and boasts one of the first indoor plumbing systems in the area. As you explore, you’ll encounter memorabilia from his life and career. For literature lovers, this historical home offers a deeper connection to the man behind classics like “A Farewell to Arms.”
Fort Zachary Taylor Historic State Park
Address: 601 Howard England Way
| Type | Beaches, Parks and Gardens, Recreation, Sightseeing |
| Time to Spend | Half Day to Full Day |
History and Significance: Built in the 1800s, the fort played a role in the Civil War and Spanish-American War, now a state park.
What to Expect: A historic fort, beautiful beach, and wildlife trails. Great for history lovers and beachgoers alike.
Visitor Information: Entrance fee required. Open daily from 8:00 AM to sunset. There are picnic areas and restrooms available for visitors.
For those looking to combine history with beach time, Fort Zachary Taylor Historic State Park is the place to be. Located on the western tip of Key West, it offers one of the cleanest beaches on the island, with calm waters perfect for snorkeling. While you’re there, explore the historic fort built in the mid-1800s, which played a role in both the Civil War and the Spanish-American War. With its unique blend of recreation and history, this park is a must-visit for any traveler.
Key West Boat Tours
Address: Key West, FL, USA
| Type | Recreation, Tours, Sightseeing |
| Time to Spend | 2 hours to Half Day |
History and Significance: The waters around Key West have been vital to the island’s economy, with boat tours offering a way to explore its surrounding beauty.
What to Expect: Snorkeling, fishing, and sunset tours through clear, warm waters. Expect diverse marine life and breathtaking coastal views.
Visitor Information: Tours operate year-round with various providers. It’s best to book in advance, especially during peak seasons.
Key West is known for its breathtaking waters, and one of the best ways to explore them is by boat. There are numerous boat tours available, from sailing and snorkeling excursions to fishing charters and sunset cruises. The Florida Keys Reef, located just off the coast, is a popular destination for snorkeling tours, as it’s the only living coral barrier reef in North America. Kayaking tours through the mangrove islands are also available, offering a peaceful way to discover the island’s natural beauty.
Relax at Smathers Beach
Address: 2601 S Roosevelt Boulevard
| Type | Beaches, Free, Recreation, Sightseeing |
| Time to Spend | Half Day to Full Day |
History and Significance: Smathers Beach is one of Key West’s largest beaches and a favorite for locals and tourists alike, offering stunning coastal views.
What to Expect: Relaxed atmosphere, clear waters for swimming, and sunbathing on soft sand.
Visitor Information: Open to the public, with parking and facilities available. Popular during the daytime and holidays. Rentals for water sports are offered.
Smathers Beach is the largest and most popular beach in Key West. This half-mile stretch of soft white sand is perfect for a day of relaxation under the sun. With calm waters ideal for swimming, plenty of shade, and amenities like food trucks, chair rentals, and bathrooms, it’s a great place to spend a few hours or the whole day. Although the beach is close to the airport, making it easy to spot planes, it can also get crowded during spring break and peak tourist season.
Harry S. Truman Little White House
Address: 111 Front St. Naval Air Station
| Type | Museums, Historic Homes/Mansions, Sightseeing |
| Time to Spend | 1 to 2 hours |
History and Significance: This historic site served as President Truman’s winter retreat and a key location for important political meetings during his presidency.
What to Expect: Guided tours that cover Truman’s time in Key West, showcasing his meetings and the historic house.
Visitor Information: Located at the naval base, tours are available daily. Tickets required for entry. It’s a must for history and presidential enthusiasts.
History buffs will love visiting the Harry S. Truman Little White House, located at the Naval Air Station in Key West. Originally built in 1890, this home served as the winter retreat for President Harry Truman during his presidency. It became known as the Little White House after Truman spent a significant amount of time there, meeting with world leaders and discussing important policies. The house has been preserved as a museum, offering visitors a glimpse into the political history of Key West and the United States.
Key West Lighthouse & Keeper’s Quarters Museum
Address: 938 Whitehead St.
| Type | Museums, Sightseeing |
| Time to Spend | 1 to 2 hours |
History and Significance: The lighthouse has guided ships safely since the mid-1800s, making it one of the most enduring symbols of Key West.
What to Expect: A climb to the top of the lighthouse for panoramic views of the island, plus exhibits inside the Keeper’s Quarters Museum.
Visitor Information: Open daily, tickets are required. It’s a small museum with limited parking, so arrive early to avoid crowds.
If you’re up for a bit of a climb, the Key West Lighthouse offers amazing views of the island and surrounding waters. After scaling 88 spiral steps, you’ll reach the top, where you can take in a panoramic view of the city. Don’t miss the Keeper’s Quarters Museum, which details the history of the lighthouse and its role in guiding ships to safety. Located near the Ernest Hemingway Home and Museum, it’s easy to combine both attractions in one visit for a deeper understanding of Key West’s past.
Discover the Waters at the Key West National Wildlife Refuge
Address: Wildlife refuge in Florida
| Type | Sightseeing |
| Time to Spend | 2 hours to Half Day |
History and Significance: This refuge protects the unique marine ecosystem of the Florida Keys, providing a sanctuary for wildlife, especially migratory birds.
What to Expect: Boat tours, kayaking, and wildlife observation in a serene, natural setting. Expect to see dolphins, manatees, and tropical birds.
Visitor Information: Tours are available by boat. Entry is free, but guided tours may have fees. Check for seasonal closures or restrictions.
For nature enthusiasts, a visit to the Key West National Wildlife Refuge is an unforgettable experience. Located just a short boat ride from the island, this protected area is home to diverse wildlife, including dolphins, sea turtles, and numerous bird species. Whether you choose to kayak through the mangrove forests or enjoy a peaceful walk along the shoreline, this refuge offers a serene escape from the hustle and bustle of the more tourist-heavy spots in Key West. It’s a hidden gem for anyone who loves the outdoors.
Take a Key West Trolley Tour
Address: Key West, FL, USA
| Type | Tour |
| Time to Spend | 1 to 2 hours |
History and Significance: The trolley takes you through the heart of Key West, providing historical context for many of the island’s most famous sites.
What to Expect: A narrated, hop-on-hop-off tour, showcasing Key West’s history, culture, and top attractions in a comfortable, air-conditioned trolley.
Visitor Information: Trolley tours are offered year-round. Tickets are available online or at the stop. Children under a certain age ride free.
A Key West Trolley Tour is a great way to explore the island without worrying about transportation. This hop-on, hop-off trolley takes you to some of the most iconic spots in Key West, including the Southernmost Point and Ernest Hemingway’s Home. The guided tour is informative and offers a fun way to learn about the island’s history, architecture, and culture. Whether you’re short on time or just want to relax, the trolley tour provides a comprehensive overview of the best sights in Key West.
Go on a Dolphin Watching Tour
Address: Seawall Slip, 231
| Type | Tour |
| Time to Spend | 1 to 3 hours |
History and Significance: Dolphin-watching tours allow you to experience Key West’s coastal waters while spotting bottlenose dolphins, which thrive here due to the clear, warm waters.
What to Expect: A boat ride with a naturalist guide, and the possibility of seeing dolphins, turtles, and other wildlife in their natural habitat.
Visitor Information: Tours are available year-round. Make reservations in advance to secure a spot, especially during peak times. Don’t forget to bring sunscreen!
Key West is known for its stunning natural beauty, and one of the best ways to experience it is by going on a dolphin-watching tour. These tours take you into the waters of the Florida Keys, where you’ll have the opportunity to see bottlenose dolphins in their natural habitat. These playful creatures are often spotted swimming alongside the boat, creating an unforgettable experience. Whether you’re a seasoned wildlife enthusiast or a first-time visitor, a dolphin-watching tour in Key West is a must-do activity for any animal lover.
Sunset Sail with Live Music
Address: Key West, FL, USA
| Type | Sightseeing |
| Time to Spend | 1 to 2 hours |
History and Significance: Sunset sails have long been a Key West tradition, offering a peaceful way to end a day of exploration while enjoying the sunset over the Gulf of Mexico.
What to Expect: A relaxing boat ride with live music, drinks, and spectacular sunset views. Expect a memorable, laid-back evening.
Visitor Information: Departure times vary depending on the season. Booking in advance is recommended. Some boats offer private charters for special occasions.
A Key West sunset sail is one of the best ways to experience the island’s beauty from a different perspective. Hop aboard a sailing boat and enjoy breathtaking views of the ocean as the sun sets behind the horizon. Many sunset cruises offer live music, creating a relaxing atmosphere as you sail through the waters. You can also enjoy refreshing drinks and appetizers as you take in the stunning surroundings. It’s the perfect romantic or laid-back activity for those wanting to unwind after a day of sightseeing.
Key West Butterfly & Nature Conservatory
Address: 1316 Duval St.
| Type | Zoos and Aquariums, Sightseeing |
| Time to Spend | 1 to 2 hours |
History and Significance: This conservatory is dedicated to the protection of butterfly species, featuring tropical plants and butterflies in a climate-controlled environment.
What to Expect: An indoor, garden-like space with hundreds of butterflies flying freely, along with exotic birds and lush greenery.
Visitor Information: Open daily, with tickets required for entry. Guided tours are available, and it’s a peaceful escape from the bustling streets of Key West.
The Key West Butterfly & Nature Conservatory is a beautiful and peaceful place to visit, especially for nature lovers. This indoor tropical paradise is home to hundreds of butterflies and exotic birds. As you walk through the lush, flower-filled garden, you’ll be surrounded by vibrant colors and calming sounds of nature. It’s a serene escape, offering a chance to connect with wildlife while learning about the different species that inhabit the island. Don’t forget to check out the gift shop for unique souvenirs!
Key West Ghost Tours
Address: Key West, FL, USA
| Type | Tours |
| Time to Spend | 1 to 2 hours |
History and Significance: Key West has a rich history of paranormal activity, from pirate tales to haunted buildings, making it a popular destination for ghost tours.
What to Expect: A guided evening walking tour through haunted locations, filled with eerie stories and local legends. Expect a spooky, fun experience.
Visitor Information: Tours are available nightly, with reservations recommended. Wear comfortable shoes as it involves walking. Some tours are family-friendly, while others are geared toward adults.
If you’re into spooky adventures, a Key West ghost tour should be on your list. This guided walking tour takes you through some of the island’s most haunted spots, where you’ll hear eerie stories and legends about the area’s past. The guides are full of interesting facts, and the tours often include visits to historic sites such as cemeteries, old homes, and eerie alleyways. Whether you’re a skeptic or a true believer in the supernatural, the Key West ghost tour provides an exciting way to explore the island’s haunted history.