Things to Do in Key West: Your 2026 Guide

Looking for the ultimate Key West experience in 2026? Our guide is packed with Things to Do in Key West, from sun-soaked beaches to historic landmarks. Discover the best Key West has to offer and make your next trip unforgettable!

Explore Historic Old Town Key West

For practical details and last-minute changes, use City of Key West.

Old Town Key West is the heart and soul of this vibrant island, brimming with history, culture, and charm. As you wander through its streets, you’ll encounter a unique blend of architectural styles, from classic Victorian mansions to quaint conch-style houses. Moreover, the vibrant colors and lush tropical gardens create a picturesque setting that is perfect for leisurely exploration. In addition to its aesthetic appeal, Old Town Key West offers a wealth of historical landmarks and cultural attractions, making it a must-visit destination for any traveler.

Discover Duval Street and Mallory Square

No visit to Old Town is complete without a stroll down Duval Street, the area’s main thoroughfare. This lively street is lined with boutiques, art galleries, restaurants, and bars, offering something for everyone. Furthermore, as you explore, be sure to venture off the beaten path and discover the hidden alleyways and side streets that are filled with local character. Another iconic landmark in Old Town is Mallory Square, famous for its nightly Sunset Celebration. Here, you can witness breathtaking sunsets while enjoying live music, street performers, and local food vendors.

Exploring Old Town also means delving into the rich maritime history of Key West. Visit the Historic Seaport to see where the island’s fishing and sponging industries thrived. Nowadays, it’s a great spot to watch the boats come in and out, enjoy fresh seafood, and perhaps book a seafood walking tour. Additionally, be sure to explore the numerous museums and historical sites that offer insights into the island’s past. These include the Mel Fisher Maritime Museum and the Custom House Museum.

For a comprehensive experience of Things to Do in Key West, make sure to allocate ample time to discover Old Town. Whether you’re interested in historical landmarks, cultural attractions, or simply soaking up the island vibe, Old Town Key West is an unforgettable destination. Discover more Key West Attractions. To further enhance your visit, consider a guided cultural walking tour that will immerse you in the local flavors and stories.

Sunset Celebration at Mallory Square

The Sunset Celebration at Mallory Square is a quintessential Key West experience, a vibrant nightly festival that captures the island’s laid-back and artistic spirit. Every evening, as the sun begins its descent into the Gulf of Mexico, Mallory Square comes alive with street performers, artisans, food vendors, and musicians. It’s a sensory explosion that embodies the unique character of the Florida Keys, drawing both locals and tourists alike. Moreover, the celebration offers a perfect blend of entertainment and natural beauty, making it a must-see attraction for anyone visiting Key West.

Experiencing the Magic

As you stroll through Mallory Square, you’ll encounter a diverse array of performers. From skilled jugglers and daring fire-eaters to talented musicians and witty comedians, the entertainment is as varied as it is captivating. Furthermore, local artisans display their handcrafted goods, offering unique souvenirs and mementos of your visit. The air is filled with the aroma of delicious street food, ranging from fresh seafood to Key lime pie, adding to the festive atmosphere. Therefore, arriving early is a good idea to secure a prime viewing spot and explore all the square has to offer.

Pro Tip: Don’t forget your camera! The sunset views are spectacular, and you’ll want to capture the magical moments of the celebration.

The highlight of the evening is, of course, the sunset itself. As the sun dips below the horizon, the sky transforms into a canvas of brilliant colors, painting a breathtaking backdrop for the ongoing festivities. The crowd often erupts in applause as the last sliver of sun disappears, marking a perfect end to the day. Following the sunset, the celebration continues with music, entertainment, and a lively social atmosphere. In fact, many visitors find themselves lingering long after dark, enjoying the vibrant energy of Mallory Square.

For those looking to enhance their experience, consider a sunset sailing trip that offers stunning views of the sunset from the water. Alternatively, a sunset dinner cruise provides a relaxing way to enjoy the scenery with delicious food and drinks. Moreover, seeing the sunset from the water adds a unique perspective to this already special event. Overall, the Sunset Celebration at Mallory Square is an unforgettable experience and one of the top Things to Do in Key West. If you are looking for more Key West Activities, check out this guide.

To make the most of your visit to Key West, book your experiences in advance and ensure you don’t miss out on any of the magical moments. Explore cultural walking tours for an in-depth look at the island’s history and cuisine.

Snorkeling and Diving Adventures

Key West, surrounded by vibrant coral reefs and clear turquoise waters, is a paradise for both snorkeling and diving enthusiasts. The warm Gulf Stream waters teem with marine life, offering unparalleled opportunities to explore underwater ecosystems. Whether you are a seasoned diver or a first-time snorkeler, Key West provides diverse sites catering to all skill levels. Moreover, numerous local operators offer guided tours and equipment rentals, ensuring a safe and memorable experience exploring the aquatic wonders.

Popular Snorkeling and Diving Spots

Several locations around Key West stand out as prime spots for underwater exploration. The coral reefs, easily accessible by boat, are home to colorful fish, sea turtles, and various other marine creatures. Additionally, the famous Looe Key Reef, part of the Florida Keys National Marine Sanctuary, offers diverse dive sites ranging from shallow reefs perfect for snorkeling to deeper areas ideal for scuba diving. Furthermore, experienced divers often explore shipwrecks like the Vandenberg, an intentionally sunk vessel creating an artificial reef that attracts a plethora of marine life. Don’t miss out on these incredible Key West Activities.

Pro Tip: Always check weather conditions and visibility before heading out. Consider booking a guided tour to ensure you visit the best spots and receive expert guidance for a safe and enjoyable experience.

For those new to snorkeling or diving, several shallow reef locations near Key West offer gentle conditions and abundant marine life. These sites provide a comfortable introduction to the underwater world, allowing beginners to gain confidence and experience the beauty of the coral reefs up close. Likewise, certified instructors are available to provide lessons and guidance, ensuring a safe and educational experience. Exploring the underwater world is definitely one of the top Things to Do in Key West.

Besides the reefs, Key West also offers unique diving experiences such as night dives and wreck dives. Night dives reveal a different side of the reef ecosystem, with nocturnal creatures emerging to feed. Wreck dives, on the other hand, provide the opportunity to explore historical shipwrecks teeming with marine life. Consider adding a Key West reef snorkel with open bar to your itinerary.

To discover more about Key West Outdoor Activities, explore more activities here, offering more insights into local adventures and experiences.

Ready for an underwater adventure? Book your snorkeling tour in Key West today!

Water Sports Extravaganza

Key West is a paradise for water sports enthusiasts, offering an array of exhilarating activities set against the backdrop of the stunning turquoise waters of the Florida Keys. Whether you’re a seasoned pro or a beginner eager to try something new, the island provides ample opportunities to dive into aquatic adventures. From high-speed thrills to serene explorations, the water sports scene in Key West is vibrant and diverse. Indeed, it is a core part of the island’s appeal.

Jet Skiing: Speed and Scenery

Jet skiing is one of the most popular Things to Do in Key West for adrenaline seekers. Several tours allow you to zip around the island, taking in breathtaking views of the coastline and the surrounding waters. Moreover, guided tours often include stops at secluded spots and provide insights into the local ecosystem. For those looking for an extended adventure, consider the Key West Jet Ski Island Tour, offering a comprehensive exploration of the area. Also, you can explore various Key West Activities for more options.

Pro Tip: Book your jet ski tour in advance, especially during peak season, to ensure availability and secure the best rates.

In addition to jet skiing, Key West offers a plethora of other water sports options. Parasailing provides a bird’s-eye view of the island, while windsurfing and kiteboarding harness the power of the wind for an exciting ride. Furthermore, paddleboarding and kayaking offer a more tranquil way to explore the mangrove tunnels and shallow waters, allowing you to observe marine life up close. The Key West 2-Hour Mangrove Kayak Tour is a fantastic option for nature lovers. Besides, don’t forget to check out other Key West Outdoor Activities.

Many local companies offer rentals and lessons for various water sports, catering to all skill levels. These services often include safety briefings and equipment to ensure a safe and enjoyable experience. Before engaging in any water sport, it’s important to check weather conditions and follow the instructions provided by the instructors. By doing so, you can fully enjoy the Key West Experiences the island offers.

Whether you’re seeking high-octane thrills or a peaceful exploration of the marine environment, Key West’s water sports scene has something for everyone. Plan your adventure today and immerse yourself in the aquatic playground that makes Key West a premier destination. You can also discover more Key West Attractions to round out your trip.

Ready for an unforgettable experience? Book your water sports adventure now: Explore Key West by Jet Ski.

Discover the Ernest Hemingway Home and Museum

The Ernest Hemingway Home and Museum stands as a testament to the legendary author’s life in Key West. Nestled in the heart of Old Town, this historic landmark provides a captivating glimpse into Hemingway’s world, showcasing his writing habits, personal artifacts, and the unique six-toed cats that roam the property. As you wander through the meticulously preserved rooms and lush gardens, you’ll gain a deeper understanding of the environment that inspired some of his most famous works. Moreover, the museum offers a unique blend of literary history and tropical charm, making it an essential stop for any visitor.

A Step Back in Time

Visiting the Hemingway Home is like stepping back into the 1930s. The Spanish Colonial architecture, coupled with the author’s original furnishings, creates an immersive experience. During your visit, you can explore the spacious living areas, admire the vintage décor, and learn about the daily life of Hemingway and his family. Furthermore, knowledgeable guides share fascinating stories and anecdotes, providing context to the exhibits. The museum not only highlights Hemingway’s literary achievements but also his adventurous spirit and love for the island. It’s undoubtedly one of the top Things to Do in Key West for history and literature enthusiasts. Before planning your visit, be sure to check out more Key West attractions.

Pro Tip: Arrive early in the morning to avoid the crowds and have a more intimate experience exploring the Hemingway Home and Museum.

Beyond the historical significance, the Hemingway Home is famed for its colony of six-toed cats, descendants of Hemingway’s original feline companions. These cats are not only a charming attraction but also an integral part of the museum’s appeal. As you stroll through the gardens, you’re likely to encounter these friendly creatures, adding a touch of whimsy to your visit. Additionally, the beautifully landscaped grounds provide a tranquil setting, allowing you to appreciate the natural beauty of Key West while reflecting on Hemingway’s legacy. For more Key West Activities, explore additional options.

Whether you’re a dedicated Hemingway fan or simply seeking a unique cultural experience, the Ernest Hemingway Home and Museum offers something for everyone. It’s an enriching destination that combines history, literature, and the captivating allure of Key West. Indeed, it encapsulates the essence of the island’s vibrant past and enduring appeal. Be sure to add this gem to your list of must-see Key West Experiences. To discover other historical sites, see more outdoor activities in Key West. Consider booking a Conch Train Tour in Key West for a comprehensive overview of the area.

Ready to immerse yourself in the world of Hemingway? Book your guided tour today!

Take a Day Trip to the Dry Tortugas National Park

Embarking on a day trip to Dry Tortugas National Park is an unforgettable experience for anyone visiting Key West. Located approximately 70 miles west of Key West, this remote park offers a unique blend of history, natural beauty, and unparalleled snorkeling and diving opportunities. The journey itself, whether by ferry or seaplane, is an adventure, providing stunning views of the turquoise waters and vibrant marine life that surround the Florida Keys. Moreover, the Dry Tortugas stand as a testament to both natural wonder and historical significance, making it a top choice for Things to Do in Key West.

Exploring Fort Jefferson

The centerpiece of Dry Tortugas National Park is Fort Jefferson, a massive 19th-century coastal fortress. As one of the largest brick structures in the Americas, it offers a fascinating glimpse into the nation’s past. Visitors can explore its many rooms and levels, imagining life as a soldier stationed at this remote outpost. Furthermore, the fort’s design and construction are engineering marvels that reveal the strategic importance of the Dry Tortugas. In addition, guided tours are available, providing insights into the fort’s history and significance. Exploring Fort Jefferson is undoubtedly one of the most captivating Key West Activities available via a day trip.

Pro Tip: Bring sunscreen, a hat, and plenty of water, as shade is limited on the island. Also, consider bringing your own snorkeling gear to fully enjoy the underwater wonders.

Beyond the historical allure of Fort Jefferson, Dry Tortugas National Park is renowned for its exceptional snorkeling and diving. The clear, shallow waters surrounding the islands teem with colorful coral reefs and diverse marine life. Snorkelers can easily spot tropical fish, sea turtles, and various other aquatic creatures. Divers, on the other hand, can explore deeper reefs and shipwrecks, offering an even more immersive underwater experience. These underwater adventures are among the best Key West Outdoor Activities for nature enthusiasts.

While planning your visit, remember that access to Dry Tortugas National Park is primarily by ferry or seaplane. Both options require advance booking, as space is limited. The ferry offers a more affordable and leisurely way to reach the park, while the seaplane provides a faster and more scenic journey. Consider your preferences and budget when making your choice. No matter how you get there, a day trip to Dry Tortugas will undoubtedly be a highlight of your Key West Experiences.

Ready for an unforgettable adventure? Book your Dry Tortugas day trip now!

Relax on Smathers Beach

Smathers Beach, the largest public beach in Key West, offers a perfect escape for those seeking sun, sand, and serenity. Situated along the southern shore of the island, this expansive beach is easily accessible and provides a wide array of activities for visitors of all ages. With its soft, white sand and gentle, clear waters, Smathers Beach is an ideal spot for swimming, sunbathing, or simply unwinding with a good book. Moreover, its convenient location and numerous amenities make it a must-visit destination when exploring Things to Do in Key West. The calming atmosphere and picturesque scenery ensure a relaxing day by the sea.

Activities and Amenities

Smathers Beach boasts an impressive range of activities, from thrilling water sports to leisurely beach strolls. Visitors can rent beach chairs and umbrellas for a comfortable day under the sun, or indulge in water activities such as jet skiing, windsurfing, and paddleboarding. Volleyball nets are also available for those looking to engage in some friendly competition. Additionally, several vendors offer food and beverage services, ensuring you stay refreshed throughout your visit. For those seeking adventure, consider a jet ski tour around the island.

Pro Tip: Arrive early to secure the best spot on the beach, especially during peak season. Don’t forget to apply sunscreen regularly and stay hydrated!

Besides the various activities, Smathers Beach is also known for its stunning views and vibrant atmosphere. The palm-lined shore provides ample shade, and the gentle sea breeze adds to the overall sense of relaxation. It’s a great place to meet fellow travelers and locals, creating memorable Key West Experiences. Moreover, the beach is well-maintained and regularly cleaned, ensuring a pleasant and safe environment for everyone. As you plan your itinerary, remember that Smathers Beach is one of the most popular Key West Attractions.

Furthermore, Smathers Beach is not just a daytime destination; it’s also a fantastic place to witness breathtaking sunsets. As the sun dips below the horizon, the sky transforms into a canvas of vibrant colors, providing a perfect backdrop for romantic walks or quiet reflection. Many visitors choose to stay until evening to capture the magical moments and create lasting memories. Indeed, a visit to Smathers Beach is more than just a beach day; it’s an immersive experience that encapsulates the spirit of Key West. You can discover other exciting Key West Activities to enhance your trip.

If you are interested in seeing more of what Key West has to offer, be sure to explore more activities.

Ready to uncover the best Things to Do in Key West? Start planning your island adventure today and create memories that will last a lifetime!

Frequently Asked Questions