What to do in Raccoon Key, FL

Activities, attractions and tours


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Top places to visit

1. Duval Street

Coming to Florida’s Key West and not experiencing Duval Street is missing one of the area’s most important commercial roads. It’s the main street on the island. Visit at any time. At the end of the day, when the heat abates and beachgoers have packed up, the street truly comes into its own. Being bored on Duval Street is a rarity.
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Duval Street featuring signage

2. Mallory Square

This popular town square, adjacent to excellent dining and lively bars is home to one of Key West’s longest-running traditions. Perched on the edge of the Gulf of Mexico, Mallory Square hosts Key West’s Sunset Celebration every evening of the year. Watch as the square bursts with color and sound as hundreds of visitors to the island converge to watch one of the most picturesque sunsets in the United States. Surrounding the square are some of Key West’s best restaurants, great shopping and hotels catering to all budgets.
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Mallory Square featuring signage, a square or plaza and outdoor art

3. Southernmost Point

Visit the Southernmost Point of the United States for a unique photo opportunity and views toward Cuba. Pose in front of the huge structure emblazoned with the words, “Southernmost Point Continental U.S.A.” and “90 miles to Cuba,” for a memorable photograph.
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Southernmost Point showing signage

4. Smathers Beach

On an island filled with private beaches, this popular stretch of public shoreline is among the most majestic. Featuring over a half-mile (0.8 kilometer) of white, palm-lined sand, Smathers Beach is a destination for water sports lovers and those seeking quiet time in the sun. Spend a day snorkeling, kayaking or playing beach volleyball as you make friends on the beach known for its social atmosphere.
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Smathers Beach featuring a luxury hotel or resort, a beach and tropical scenes

5. Fort Zachary Taylor Historic State Park

Fort Zachary Taylor Historic State Park is a sublime natural setting that provides idyllic swimming and birdwatching conditions. At its core is the historic Fort Taylor and what is thought to be the world’s largest Civil War arms collection. Bring U.S. history to life by walking down the passageways of this well-preserved fortress.
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Fort Zachary Taylor Historic State Park showing military items, heritage elements and interior views

6. Ernest Hemingway Home and Museum

Visit the Ernest Hemingway Home and Museum to reveal the eccentricities of Ernest Hemingway’s life. For most of the 1930s, one of the most revered authors of the 20th century lived in a Spanish colonial house in the heart of tropical Key West. Meet six-toed cats and see the studio in which some of Hemingway’s most famous novels were written. Find a vast collection of art, hunting trophies and household items as you wander through the house and gardens.
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Ernest Hemingway Home and Museum featuring heritage elements and a house

7. South Beach

Conveniently located at the end of one of Key West’s main streets and just a short walk from the center of the town, this tiny beach is the most popular on the island. While its warm water, perfect swimming conditions and stunning views attract many visitors, some visit South Beach simply to say they’ve been to the southernmost beach in the continental United States. Find a spot on the crowded beach to immerse yourself in the lively Key West atmosphere or simply stop by for a quick swim on your way into town.
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South Beach featuring tropical scenes, general coastal views and a beach

8. Key West Butterfly and Nature Conservatory

Lose yourself in a cloud of “flowers of the sky” as you amble along the walkway through this tropical glasshouse. Home to approximately 60 different species of butterflies, the Key West Butterfly & Nature Conservatory is a beautiful experience. The conservatory is often among the most recommended attractions in the city. Families will appreciate the educational areas of the museum, while those wanting to unwind will enjoy sitting beneath tropical trees next to cascading waterfalls.
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Key West Butterfly and Nature Conservatory featuring flowers, zoo animals and animals

What to do in Raccoon Key