What to do in Sugarloaf Key, FL

Activities, attractions and tours

Sugarloaf Shores showing a bay or harbor and a sunset
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 Key Attractions

Let Expedia help you experience the best that Sugarloaf Key has to offer! If you’re looking for fun itinerary ideas, 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 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.

Activities and Tours

Sugarloaf Key is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore 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 experience 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, 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.

Sugarloaf Key Attractions

Expedia 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 to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Sugarloaf Key.

Looking for things to do 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 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.

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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. 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

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 showing a square or plaza, signage and outdoor art

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 which includes a luxury hotel or resort, tropical scenes and a beach

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

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What to do in Sugarloaf Key

Discover the most popular places to visit in Sugarloaf Key

Stopped by the sea on a ride down the Overseas Highway from Miami to Key West. The bike is a KZ750 lent to me by the guy living in the condo next door. #TheKeys #florida #beach #kawasaki

Sugarloaf Beach

Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?

Sugarloaf Beach

Upper Sugarloaf Sound

Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.

Upper Sugarloaf Sound

Upper Sugarloaf Key

Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.

Upper Sugarloaf Key

Explore areas of Sugarloaf Key

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

 

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

South Beach featuring tropical scenes, general coastal views and a beach

Key West

View To Old Bahia Honda Bridge, Part Of The Florida Keys Overseas Heritage Trails, From West Summerland Key On A Sunny Autumn Day With A Clear Blue Sky And A Few Clouds

Summerland 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 kilometres from central Sugarloaf Key is Lower Sugarloaf Key and Sugarloaf Shores is 2 kilometres 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.

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