What to do in Sugarloaf Key, FL

Activities, attractions and tours

Sugarloaf Key
Sugarloaf Key
Sugarloaf Key
Sugarloaf Key
Sugarloaf Key

Sugarloaf Key Attractions

Let Expedia help you to experience the best that Sugarloaf Key has to offer! If you’re planning a trip to Sugarloaf Key, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling to Sugarloaf Key with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes.

Places of interest in Sugarloaf Key

Sugarloaf Key is crammed with must-see places to visit and things to do. We can help you decide where to stay in Sugarloaf Key, and make it a breeze to explore Sugarloaf Key and the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Sugarloaf Key to make sure that you enjoy your holiday to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind.

If you’re planning a visit to Sugarloaf Key, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights in Sugarloaf Key.

Sugarloaf Key attractions

Sugarloaf Key has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions in Sugarloaf Key to keep you entertained. Expedia makes it easy to book your flight, hotel and rental car in advance, making for hassle-free travel and freeing you up to explore the sights of Sugarloaf Key.

Looking for things to do in Sugarloaf Key can be time-consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine of Sugarloaf Key or catch up with the vibrant local culture, our guides to Sugarloaf Key attractions ensure that you’ll have a successful trip, whatever the season. Happy trails!


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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. 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.

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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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.

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. 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.

6. 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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The displays of old weapons and interpretive panels in a fort at the heart of the southernmost state park in the continental U.S. provide information about the Civil War.

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

 

Looking for fun things to do nearby? Check things to do near me to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

 


 

Day trip destinations from Sugarloaf Key