What to do in Sugarloaf Key, FL

Activities, attractions and tours

Sugarloaf Key
Sugarloaf Key
Sugarloaf Key
Sugarloaf Key
Sugarloaf Key

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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

What to do in Sugarloaf Key


Popular places to visit

Explore areas of Sugarloaf Key

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Sugarloaf Shores

Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Florida Keys Beaches and Sugarloaf Beach.

Sugarloaf Shores

Day trip destinations from Sugarloaf Key

Frequently asked questions

Is Sugarloaf Key worth visiting?
Known for its hiking and walking trails, discovering cool things to do in Sugarloaf Key is a breeze. Don't forget to add Florida Keys Beaches to your itinerary when here.
How do I spend a day in Sugarloaf Key?
When you've checked off key attractions like Florida Keys Beaches and Sugarloaf Beach, spend some time experiencing Sugarloaf Key's retail and dining scene.
What is the top tourist attraction in Sugarloaf Key?
Florida Keys Beaches is one of the top tourist attractions in Sugarloaf Key and should be high on every itinerary of the area.
Is three days enough to stay in Sugarloaf Key?
If you just want to see the leading attractions, three days is more than enough time for a trip to Sugarloaf Key. Book for a week or more for the chance to truly appreciate the local vibe, tour nearby highlights and discover some hidden gems.
Is Sugarloaf Key a walkable city?
Some major attractions in Sugarloaf Key, like Florida Keys Beaches and Sugarloaf Beach, are within walking distance. You can also explore several of the city's neighbourhoods on foot. Just 3 kilometers from central Sugarloaf Key is Lower Sugarloaf Key and Sugarloaf Shores is 2 kilometers away.
What are some activities to do in Sugarloaf Key with kids?
Planning what to do in Sugarloaf Key with kids is easier than ever. Whether you're getting away with little ones or teenagers, there are loads of family-friendly sights to keep everyone entertained here.

What to do in Sugarloaf Key for adults?
Adults of all ages will find lots of things to do in Sugarloaf Key. Whether you're into local cuisine, outdoor activities or just love discovering new places, there's something here for everyone.
Are there free things to do in Sugarloaf Key?
In Sugarloaf Key, Florida Keys Beaches is a popular spot for anyone planning to see the city without taking their wallet out. Also, stroll around the local parks and neighbourhoods, and ask a local tour guide for ideas. It's a simple way to discover the best free things to do in Sugarloaf Key.