Key West is known for its laid-back charm, colorful history, and deep connection to the sea. Whether you’re exploring the legacy of literary icons, uncovering maritime adventures or climbing historic landmarks for unbeatable views, the island is packed with fascinating sites. Many Key West attractions tell the story of the island’s past while offering unique experiences for visitors today. From presidential retreats to Civil War forts, there’s something for every history lover, adventurer, and curious traveler looking to discover what makes this island so special. With year-round warm weather, Key West provides the perfect setting for exploring these landmarks at any time of year.
Iconic Historical Attractions
Ernest Hemingway Home & Museum
Few places capture the essence of Key West’s creative spirit like the Ernest Hemingway Home & Museum. Nestled in the heart of Old Town, this Spanish Colonial estate was where Hemingway lived and wrote some of his most celebrated works, including To Have and Have Not. Walking through the home, visitors can see Hemingway’s writing studio, where his vintage typewriter still sits, and explore the lush gardens that served as a retreat during his years on the island. Roaming the property are the famed six-toed cats, direct descendants of the felines Hemingway kept as pets. Whether you’re a literary enthusiast or simply interested in learning about one of America’s most influential writers, this remains one of the most cherished Key West attractions. With guided tours and engaging historical insights, visitors can step into the world of Hemingway and experience the creative atmosphere that inspired some of his most famous works.
Key West Lighthouse and Keeper’s Quarters Museum
Standing tall against the island’s skyline, the Key West Lighthouse has been a guiding light for sailors since the 1800s. Climbing the 88 steps to the top rewards visitors with panoramic views of the island and its turquoise waters stretching to the horizon. The Keeper’s Quarters Museum provides an intimate look into the lives of those who maintained the lighthouse, sharing stories of the challenges they faced in keeping ships safe. The contrast between the historic quarters and the modern town surrounding it offers a glimpse into how much Key West has changed over time. The climb may be a challenge, but the breathtaking scenery from the top makes every step worth it.
Harry S. Truman Little White House
Tucked away in the peaceful Truman Annex neighborhood, the Harry S. Truman Little White House is Florida’s only presidential museum and a fascinating part of American history. Originally built as a naval officers’ quarters in the late 1800s, the home became a winter retreat for President Harry S. Truman, who spent 175 days of his presidency here. Guided tours take visitors through rooms that remain just as they were during Truman’s stays, offering insight into both his work and personal life on the island. From policy discussions to poker games, the home saw it all. Other presidents, including Eisenhower and Kennedy, also used the house for official functions, cementing its place as one of the most historically significant Key West attractions. The home’s carefully preserved furnishings and exhibits provide an intimate look at the man behind the presidency, making it a compelling stop for history lovers.
Fort Zachary Taylor Historic State Park
A blend of history and nature, Fort Zachary Taylor Historic State Park offers visitors a chance to step back into the 19th century while enjoying some of the island’s best outdoor spaces. The fort itself played a key role in the Civil War and still houses the largest collection of seacoast cannons in the country. Walking through its corridors, visitors can imagine life as a soldier stationed at this coastal stronghold. Beyond its historical importance, the park is home to one of the most beautiful beaches in Key West, making it a perfect spot to relax after exploring the fort. Shady picnic areas, clear waters for snorkeling, and scenic walking trails make this one of the most well-rounded Key West attractions, offering both educational experiences and opportunities for outdoor adventure. The fort’s unique location along the coast makes it an excellent place to watch the sunset, adding to its appeal for both history lovers and those seeking a scenic retreat.
Key West Shipwreck Treasure Museum
During the 1800s, shipwreck salvaging was the backbone of Key West’s economy, earning it the nickname “the wrecking capital of the world.” The Key West Shipwreck Treasure Museum brings this era to life through interactive exhibits, historical artifacts and live storytelling. Visitors can see real treasures recovered from sunken ships, learn about the daring wreckers who made their fortunes salvaging cargo, and even climb the museum’s 65-foot lookout tower for sweeping views of the harbor. The museum’s combination of history and immersive storytelling makes it one of the most engaging Key West attractions, especially for those interested in the island’s deep connection to the sea. It’s a rare opportunity to step into the shoes of the wreckers who once shaped Key West’s economy, with exhibits that highlight both the risks and rewards of this unique profession.
Art and Culture in Key West
Key West has always been a magnet for artists, writers and creative minds drawn to its laid-back vibe and stunning island scenery. The island’s art and culture scene is a blend of history, creativity, and storytelling, with museums, galleries and exhibits that showcase everything from famous literary figures to contemporary works by local artists. Whether you’re exploring an artist’s studio, stepping into the world of Tennessee Williams or touring one of the island’s historic sites, these Key West attractions offer a deeper look at what makes the island so special.
The Studios of Key West
For a firsthand look at the island’s creative energy, visit The Studios of Key West. This space serves as a hub for local and visiting artists, offering a mix of gallery exhibits, live performances, and hands-on workshops. Located in a historic Art Deco building, The Studios features rotating exhibitions that highlight everything from paintings and sculpture to photography and mixed media.
In addition to its gallery spaces, The Studios hosts events such as artist talks, theater performances and writing workshops, making it a dynamic place to experience the local arts scene and a great way to connect with the artistic spirit of Key West.
Tennessee Williams Key West Exhibit
Key West was home to legendary playwright Tennessee Williams for more than 30 years, and his influence on the island is celebrated at the Tennessee Williams Key West Exhibit. This small but fascinating museum is filled with rare photographs, letters and personal memorabilia that tell the story of Williams’ time on the island.
Visitors can see a replica of his writing studio, complete with his typewriter, and learn about the works he created while living in Key West. The exhibit also explores his connection to the island’s culture, from his love of the local theater scene to his friendships with other artists and writers. For literature lovers and history buffs, this is a must-see stop that offers a personal look into the life of one of America’s greatest playwrights.
Key West Art & Historical Society
The Key West Art & Historical Society is dedicated to preserving the island’s unique history and culture. It operates four landmark museums, including the Custom House Museum, a striking red-brick building that once served as Key West’s customs office. Today, it houses exhibits on everything from local art and maritime history to the island’s role in the Civil War.
Inside, visitors can explore displays featuring artifacts, paintings, and stories that bring Key West’s past to life. The museum regularly updates its exhibits, so there’s always something new to see. Other locations under the society’s care include the Fort East Martello Museum, which showcases local folk art and military history, and the Lighthouse and Keeper’s Quarters Museum, offering a look at the lives of the island’s lighthouse keepers.
With so many stories to uncover, the Key West Art & Historical Society provides an in-depth look at the people and events that have shaped the island. It’s a great stop for history lovers, art enthusiasts and anyone curious about the culture behind some of the most iconic Key West attractions.
Old Town Trolley Tour
A great way to experience Key West’s culture and history is by hopping aboard the Old Town Trolley Tour. With live narration from friendly and knowledgeable guides, this tour takes visitors through the heart of the island, making stops at its most famous landmarks and hidden gems.
Along the way, riders can hop off at Key West attractions like the Ernest Hemingway Home & Museum, the Custom House Museum, and the Tennessee Williams Key West Exhibit to explore at their own pace. The trolley also passes by local art galleries, historic buildings, and colorful Conch houses, giving visitors a true feel for the island’s artistic and cultural charm.
With its friendly and entertaining guides, scenic routes and flexible hop-on, hop-off access, the Old Town Trolley Tour makes it easy to soak in Key West’s history and creative energy.
Nature and Outdoor Wonders
Key West’s natural beauty is as much a part of its charm as its historic streets and lively culture. From pristine beaches and lush wildlife sanctuaries to breathtaking sunsets and crystal-clear waters, the island offers a variety of ways to explore the outdoors.
Dry Tortugas National Park
For those looking to experience one of the most remote and unspoiled places in Florida, Dry Tortugas National Park is an unforgettable destination. Located about 70 miles west of Key West, this secluded park is accessible only by boat or seaplane, with the Yankee Freedom serving as the official ferry. The journey across the Gulf of Mexico is part of the adventure, offering stunning views of open waters before arriving at this breathtaking island paradise.
The park is home to Fort Jefferson, one of the largest coastal forts ever built in the United States. Visitors can walk through its historic corridors, climb to the top for panoramic views and learn about its fascinating past as both a military outpost and a prison during the Civil War. Beyond the fort, Dry Tortugas offers some of the best snorkeling in the Florida Keys, with coral reefs teeming with marine life just steps from shore. The park is also a prime spot for bird-watching, as it serves as a nesting ground for many migratory species. Whether you’re exploring history, enjoying the quiet beaches or admiring the local wildlife, this is one of the most unique Key West attractions for nature lovers.
Key West Butterfly & Nature Conservatory
The Key West Butterfly & Nature Conservatory is a peaceful retreat that offers visitors a chance to step into a tropical paradise. Inside this glass-enclosed sanctuary, hundreds of butterflies glide through lush gardens filled with exotic plants, waterfalls and delicate flowers. The soft sounds of trickling water and gentle music enhance the tranquil atmosphere, making it a perfect place to slow down and appreciate nature.
In addition to the butterfly habitat, the conservatory features a Learning Center, where visitors can learn about the butterfly life cycle and the importance of conservation. The space also includes a collection of nature-inspired artwork, blending science and creativity.
Fort Zachary Taylor Beach
For those who enjoy a mix of history and natural beauty, Fort Zachary Taylor Beach is an ideal spot. Located within Fort Zachary Taylor Historic State Park, this beach is known for its clear waters, making it one of the best places in Key West for swimming and snorkeling. Just offshore, coral formations provide a habitat for a variety of tropical fish, making it an easy and accessible place for underwater exploration.
Beyond the beach, visitors can explore Fort Zachary Taylor, a well-preserved Civil War-era fort that played an important role in U.S. military history. Walking through its corridors, visitors can see original cannons, learn about its strategic significance and enjoy scenic views from the top of the fort. The park also features picnic areas shaded by tall trees, offering a comfortable place to relax after a day of exploring. Whether you’re drawn to the history, the ocean or the peaceful surroundings, this is one of the most well-rounded Key West attractions for visitors of all interests.
Key West Sunset at Mallory SquareSM
Watching the sunset in Key West is more than just a nightly occurrence — it’s a community event. Mallory SquareSM is the heart of this tradition, where locals and visitors gather for the Sunset Celebration every evening. Street performers, musicians, and local artisans line the waterfront, creating a festive atmosphere that perfectly captures the island’s character.
As the sun sinks into the Gulf of Mexico, the sky fills with shades of gold, pink and deep orange, offering one of the most stunning views on the island. Whether you want to enjoy live music, browse handcrafted souvenirs or simply take in the scenery, this is an experience that truly embodies the spirit of Key West. It’s no surprise that watching the sunset at Mallory SquareSM is considered one of the most memorable Key West attractions.
Key West Aquarium
The Key West Aquarium, one of the oldest attractions on the island, provides an interactive way to learn about the marine life of the Florida Keys. Opened in 1935, the aquarium was originally an open-air facility, later enclosed to protect both visitors and the delicate ecosystems inside. Today, it houses a variety of local marine species, from tropical fish and stingrays to eels and sea cucumbers.
Interactive exhibits allow guests to see marine life up close, with touch tanks featuring starfish and other invertebrates. The aquarium also plays a role in local conservation efforts, working to educate visitors on the importance of protecting the delicate ecosystems of the Keys.
Unique Adventures and Activities
Beyond its stunning beaches and historic sites, Key West is filled with one-of-a-kind experiences that offer a deeper look into the island’s culture, wildlife, and hidden stories.
Conch Tour Train
One of the most classic ways to see Key West is aboard the Conch Tour Train, a beloved attraction that has been taking visitors through the island’s streets since 1958. This open-air sightseeing train provides a narrated journey through the heart of Old Town, passing some of the most historic and well-known sites, including Mallory SquareSM, the Hemingway Home, and the Southernmost Point.
Along the way, expert guides share fascinating stories about the island’s past, from its days as a haven for pirates and wreckers to its rise as a cultural and literary hot spot. The train’s leisurely pace allows passengers to soak in the charm of Key West’s colorful architecture, lively streets and hidden gems that might otherwise be missed.
Dolphin-Watching Tours
For a glimpse into the incredible marine life surrounding Key West, dolphin-watching tours offer the chance to see these intelligent and playful creatures in their natural habitat. Unlike aquariums or staged performances, these tours take guests out onto the open water, where wild dolphins can be observed leaping through the waves and socializing in pods.
Experienced guides provide insight into the behavior and biology of these remarkable mammals, explaining their communication methods and unique social structures. Many tours also include snorkeling stops, where visitors can explore the coral reefs that make Key West’s waters so special. Swimming among colorful fish, sea sponges, and even the occasional sea turtle makes for an experience that is both relaxing and educational. These excursions showcase the incredible biodiversity of the Florida Keys while offering an environmentally responsible way to connect with nature.
Scuba Diving and Snorkeling Trips
Beneath the surface of Key West’s waters lies an underwater world that few get to see up close. Scuba diving and snorkeling trips give visitors the opportunity to explore North America’s only living coral barrier reef, a fragile and vibrant ecosystem that supports countless species of marine life.
Snorkelers can float above the reef, observing schools of tropical fish weaving through coral formations, while certified divers can descend deeper to explore shipwrecks and underwater caves. The Vandenberg wreck, one of the most famous dive sites in the region, is a sunken military ship that now serves as an artificial reef, attracting everything from barracudas to angelfish.
For beginners, there are plenty of guided snorkeling excursions that provide all the necessary equipment and instruction, ensuring a safe and enjoyable experience.
Fishing Charters
Fishing has long been a way of life in the Florida Keys, and today, visitors can experience the thrill of the open sea with a Key West fishing charter. Whether casting a line inshore or heading out for a deep-sea adventure, these excursions cater to all skill levels and fishing styles.
Inshore charters offer the chance to catch species like tarpon, snapper and grouper, while offshore trips target larger game fish such as mahi-mahi, sailfish, and even marlin. Local captains, many of whom have been fishing these waters for generations, know the best spots to reel in a great catch. Some charters even provide the option to have your fresh catch cooked at a local restaurant, turning your fishing trip into a true sea-to-table experience.
For those who enjoy the sport but prefer a more laid-back outing, reef fishing provides a relaxing way to enjoy the water while still bringing home an impressive haul. No matter the type of excursion, fishing in Key West offers a unique connection to the island’s seafaring heritage.
Ghosts & Gravestones® Tour
As the sun sets over Key West, another side of the island begins to reveal itself. The Ghosts & Gravestones® Tour takes visitors beyond the postcard-perfect views and into the eerie past of one of the most haunted cities in America.
Passengers board the “Trolley of the Doomed,” a fitting name for this after-dark experience that explores the island’s most chilling stories. Expert guides share spine-tingling tales of infamous spirits, unsolved mysteries and historic landmarks that still hold lingering energy from the past. The tour makes stops at some of Key West’s most haunted sites, including the infamous Fort East Martello, home to the legendary Robert the Doll.
Unlike typical history tours, Ghosts & Gravestones® offers an immersive experience where the stories feel just as alive as the city itself.
Shopping and Dining in Key West
Exploring Key West’s shops and restaurants is just as much a part of the experience as its beaches and historic sites. The island’s culture comes to life in its colorful storefronts, open-air cafés, and waterfront dining spots.
Duval Street
Lined with boutique shops, restaurants, and lively bars, Duval Street is one of the busiest and most exciting streets in Key West. Running from the Gulf of Mexico to the Atlantic Ocean, this stretch is perfect for a leisurely stroll where you can explore a mix of small businesses, local art galleries, and souvenir shops.
Shoppers will find unique gifts ranging from handmade jewelry and tropical clothing to Cuban cigars and local crafts. Many stores highlight the work of Florida Keys artists, offering paintings, sculptures and island-inspired décor. When it’s time to take a break, grab a seat at one of the many open-air bars or restaurants, where live music is almost always part of the atmosphere.
Local Restaurants
Key West’s food scene is a blend of Caribbean flavors, fresh seafood, and island-inspired dishes. Whether you’re in the mood for a quick, casual bite or an elegant meal by the water, there are plenty of Key West attractions that serve up unforgettable flavors.
El Meson de PepeSM
For authentic Cuban cuisine, El Meson de PepeSM is a must-visit. Located next to Mallory SquareSM, this family-run restaurant has been serving up traditional Cuban dishes for more than three decades.
The menu features classics like ropa vieja, mojo-marinated pork, and Cuban-style seafood, all prepared with bold, savory flavors. A meal here isn’t just about the food — the restaurant’s lively atmosphere, live Latin music, and colorful décor create an immersive experience that celebrates the island’s Cuban heritage.
Blue Heaven
Tucked away in a lush garden courtyard, Blue Heaven is a quirky, must-visit restaurant in Key West. Known for its relaxed setting and history as a former boxing ring where Ernest Hemingway once refereed matches, this spot is unlike any other.
The restaurant serves Caribbean-inspired dishes, with favorites like lobster eggs Benedict, banana pancakes and fresh seafood. Their Key lime pie is legendary, topped with a towering meringue that makes it one of the most recognizable desserts on the island. Guests can dine outdoors under towering trees, surrounded by colorful art and the occasional wandering rooster, making Blue Heaven a true slice of Key West life.
Latitudes
For a dining experience that feels like an escape, Latitudes on Sunset Key offers a setting like no other. Accessible only by ferry, this waterfront restaurant pairs elegant cuisine with unmatched ocean views.
The menu focuses on locally sourced seafood, expertly prepared steaks, and fresh island ingredients, with standout dishes like lobster bisque and yellowtail snapper. Latitudes provides an unforgettable experience for those looking to combine fine dining with the natural beauty of Key West.
Key Lime Pie Shops
Few desserts are as closely tied to a place as Key lime pie is to Key West. With its perfect mix of tart and sweet flavors, this iconic treat is a must-try while visiting the island.
One of the best-known spots to get a slice is Kermit’s Key Lime Shop, where visitors can enjoy both traditional and chocolate-dipped frozen versions of the pie. Another popular spot is Blue Heaven, where the pie is served with a towering meringue topping that’s just as famous as the dessert itself.
Beyond the pie, many bakeries and shops sell key lime-flavored treats, including cookies, candies and sauces, making it easy to take a taste of Key West home with you. Whether you’re enjoying a slice at a café or grabbing a box of Key lime goodies as a souvenir, this island specialty is a delicious way to remember your visit.
Seasonal Highlights
Key West is a year-round destination, but certain times of the year bring extra magic, transforming the island into a lively celebration of music, culture and holiday spirit. These Key West attractions highlight the island’s festive side, drawing visitors back year after year to experience its unforgettable seasonal charm.
Fantasy Fest (October)
Every October, Key West becomes the ultimate playground during Fantasy Fest, a 10-day festival filled with elaborate costumes, themed parties and nonstop entertainment. This world-famous event attracts visitors from around the globe, all eager to take part in the island’s most extravagant celebration. The festival features an exciting lineup of parades, masquerade balls, and live performances, all set against Key West’s colorful streets.
One of the biggest highlights is the Fantasy Fest Parade, where massive floats, dazzling lights and high-energy music take over Duval Street in a display of creativity and free-spirited fun. Costume contests and body painting competitions add to the spectacle, with locals and visitors embracing the festival’s playful and artistic spirit.
Key West Songwriters Festival (May)
Music lovers flock to the island each May for the Key West Songwriters Festival, a five-day celebration that brings together some of the most talented songwriters in the industry. As the largest festival of its kind, it features intimate, live acoustic performances at venues across the island, from small waterfront bars to breezy outdoor stages.
What makes this festival special is the opportunity to hear the stories behind the songs directly from the artists who wrote them. Many of the performances take place in casual, up-close settings, making for an unforgettable connection between musicians and audiences.
Holiday Festivities
The holiday season in Key West brings a unique blend of tropical warmth and festive charm, turning the island into a twinkling wonderland. The Harbor Walk of Lights kicks off the celebrations, illuminating the waterfront with sparkling holiday displays, from towering Christmas trees to light-covered boats. Strolling along the harbor at night, with the ocean breeze in the air and the lights reflecting on the water, creates a magical seasonal moment.
Another beloved tradition is the Key West Lighted Boat Parade, where sailboats, fishing vessels, and even paddleboards are adorned with holiday lights, sailing through the harbor in a festive procession. Locals and visitors gather along the docks, enjoying the parade’s creativity and holiday cheer.
For a glimpse into the island’s historic side, the Holiday Historic Inn Tours offer an inside look at Key West’s beautifully decorated historic homes and inns, each adorned in seasonal splendor.
Old Town Trolley’s Sights and Lights Tour
One of the most magical ways to experience Key West during the holidays is aboard the Old Town Trolley’s Sights and Lights Tour. This seasonal favorite takes guests on a festive ride through the island’s most dazzlingly decorated neighborhoods, offering a front-row seat to the holiday magic that fills the streets.
Guests can sip on complimentary cider or hot chocolate while enjoying holiday music and cheerful narration from the friendly and knowledgeable Old Town Trolley guides. The tour showcases some of the most beautifully lit homes and businesses, highlighting the creativity and community spirit that make Key West attractions so special during this time of year. Perfect for families, couples or anyone looking to get into the holiday spirit, the Sights and Lights Tour is a must-do tradition for capturing the joy of the season.
Conclusion
Key West is a destination unlike any other, blending history, art, nature and lively celebrations into one unforgettable experience. No matter when you visit, the island welcomes you with its unique charm, colorful history, and an energy that keeps travelers coming back year after year.
FAQs
What are the must-see attractions in Key West?
Key West offers a wealth of attractions to explore, from historic sites like the Ernest Hemingway Home & Museum and the Southernmost Point to natural wonders such as Dry Tortugas National Park and the Key West Butterfly & Nature Conservatory. Don’t miss iconic spots like Mallory SquareSM, where you can catch stunning sunsets, or Duval Street for dining, shopping and vibrant nightlife.
How much time do I need to explore Key West attractions?
To fully enjoy the key attractions in Key West, a three- to four-day visit is ideal. This allows enough time to experience the town’s history, enjoy the beaches, take part in water activities and soak in the laid-back island atmosphere. However, even a single day in Key West can be enjoyable with a well-planned itinerary.
What is the best time of year to visit Key West?
The best time to visit Key West is between December and April, during the dry season. The weather is comfortably warm, making it ideal for outdoor exploration and water activities. This time also coincides with the peak tourist season and lively events, so be sure to plan in advance.
Are Key West attractions family-friendly?
Absolutely! Key West has plenty of family-friendly attractions, including beaches, boat tours, the Key West Aquarium and family-oriented museums. Activities such as snorkeling, glass-bottom boat rides and visiting the Butterfly & Nature Conservatory are great for kids and adults alike.
Do I need to book tours in advance for Key West attractions?
While some tours and activities can be booked on the spot, it’s highly recommended to reserve in advance, especially during peak travel seasons. Popular excursions like snorkeling trips, sunset cruises, and trolley tours tend to fill up quickly, so planning ahead ensures you don’t miss out.
