Things to do in Sugarloaf Key

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Sugarloaf Shores showing a bay or harbor and a sunset
Sugarloaf Shores featuring a sunset and tropical scenes
Sugarloaf Shores showing a bay or harbor, a house and a sunset
Sugarloaf Shores which includes a bay or harbor and a house
Sugarloaf Shores showing a house, a sunset and a bay or harbor

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Sugarloaf Key must see attractions

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. 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 featuring signage as well as a large group of people

3. 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 which includes a sunset and a bay or harbor as well as a large group of people

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 showing a luxury hotel or resort, tropical scenes and a beach

5. South Beach

At the end of Key West’s main shopping and dining street, tiny South Beach provides sun, sand and waves just a short walk from the centre of town. The warm waters of this popular beach are perfect for swimming. Here you can say you’ve been to the southernmost beach of the continental United States. This beach is also where author and playwright Tennessee Williams swam daily.
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South Beach featuring a sandy beach and general coastal views as well as a small group of people

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


 

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Sugarloaf Shores featuring a bay or harbor

Sugarloaf Shores

While Sugarloaf Shores isn't home to many top sights, Florida Keys Beaches and Sugarloaf Beach are some notable places to visit nearby.

Sugarloaf Shores

 

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Popular day trips from Sugarloaf Key

Frequently asked questions

Is Sugarloaf Key worth visiting?
One of the most common things to do in Sugarloaf Key is visit Florida Keys Beaches. Tick this leading attraction off your list, then experience more of the area's hiking and walking trails.
How do I spend a day in Sugarloaf Key?
Once you've checked off top attractions like Florida Keys Beaches and Sugarloaf Beach, spend some time exploring Sugarloaf Key's retail and food scene.
What is the top tourist attraction in Sugarloaf Key?
Don't leave without visiting Florida Keys Beaches, ranked the top tourist attraction in Sugarloaf Key.
Is three days enough to stay in Sugarloaf Key?
If you only want to see the leading attractions, three days is plenty of time for a vacation in Sugarloaf Key. Book for a week or more for the chance to really experience the local vibe, tour nearby hotspots and explore off the beaten path.
Is Sugarloaf Key a walkable city?
With vibrant neighborhoods and leading attractions within walking distance of the city center, Sugarloaf Key is a great place to see on foot. Wander between Florida Keys Beaches and Sugarloaf Beach. Then take a stroll around Lower Sugarloaf Key, located 2 miles from downtown, and Sugarloaf Shores, which is roughly 1 mile away.
What are some activities to do in Sugarloaf Key with kids?
If you're looking for tours and attractions for all ages, we've got some fantastic ideas for what to do in Sugarloaf Key with kids.

What to do in Sugarloaf Key for adults?
From delicious food and cultural gems to thrilling adventures and one-of-a-kind experiences, there are plenty of great things to do in Sugarloaf Key for adults.
Are there free things to do in Sugarloaf Key?
From relaxing in parks to wandering around exciting neighborhoods, it's easy to find free things to do in Sugarloaf Key. If you need new ideas, ask for tips from a local tour guide. Florida Keys Beaches is a top spot for anyone wishing to save on their traveling adventures.

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