Things to do in Sugarloaf Key

Activities, attractions and tours
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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Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

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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Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.

3. 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 sandy beach, a luxury hotel or resort and tropical scenes

4. 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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Snap a memorable photograph from the edge of North America at this monumental landmark.

5. 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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The southernmost beach in the continental United States is a convenient sandy enclave, just minutes from the center of town.

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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Meet six-toed cats and watch as the life of one America’s great writers unfolds before your eyes at his former home.

Popular places to visit

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Key West Golf Club

Play a round of golf in Key West at Key West Golf Club, and enjoy other activities such as boating. Amble around the area's seaside or seek out the cycling trails.

Key West Golf Club
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Florida Keys Beaches

4.5/5(12 reviews)

Why not spend a lazy afternoon at Florida Keys Beaches during your trip to Long Beach Estates?

Florida Keys Beaches
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Stock Island Yacht Club & Marina

4.5/5(38 reviews)

Explore the waterfront of Stock Island Yacht Club & Marina and enjoy activities such as boating in Key West. Discover the area's beautiful sunsets and lively bars.

Stock Island Yacht Club & Marina
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Boca Chica Beach

Why not spend a lazy afternoon at Boca Chica Beach during your trip to Key West? Stroll along the area's seaside or simply savour its lively bars.

Boca Chica Beach
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Key West Tropical Forest and Botanical Garden

Enjoy the beautiful sunsets and explore Key West Tropical Forest and Botanical Garden, a lovely green space in Key West. Stroll along the area's seaside or experience its lively festivals.

Key West Tropical Forest and Botanical Garden
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Robbie's

3/5(1 review)

Explore the waterfront of Robbie's and enjoy activities such as boating in Key West. Wander the seaside and beautiful beaches in the area.

Robbie's
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Key West Naval Station

After visiting Key West Naval Station, make a plan to see the other sights and activities in Key West. Experience the area's lively festivals and great live music.

Key West Naval Station
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Fort East Martello Museum and Gallery

Built to protect the Florida Keys from a Confederate attack, this towering fort is today home to historic relics and intriguing works of 20th-century art.

Fort East Martello Museum and Gallery
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Shark Key

Commune with nature and explore the great outdoors at Shark Key during your travels in Key West. In the area, take in the great live music and beautiful sunsets.

Shark Key

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
Key West

Key West