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Routes
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United States
Monroe County

Key West

The best city hikes and walks around Key West

4.8

(27)

1,005

hikers

60

hikes

Urban hiking trails around Key West are characterized by generally flat terrain, offering coastal paths and routes through tropical forests. The island's unique position provides a blend of marine ecosystems and subtropical landscapes. Key West features diverse environments such as mangrove ecosystems, botanical gardens, and coastal areas. The highest points are typically small hills or elevated coastal sections, with minimal overall elevation gain across most routes.

Best urban hiking trails in Key West

  • The most popular urban hiking route is…

Last updated: April 25, 2026

18

hikers

#1.

Southernmost Point Buoy loop from Key West

1.87km

00:28

0m

0m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate
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Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate
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Tips from the Community

Bear S.
October 27, 2025, The Ernest Hemingway Home and Museum

A must-see in Key West.

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TW lived in Key West for about 30 years.

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The Key West Shipwreck Treasure Museum houses a 20-meter-high observation tower offering views of the city and the ocean. The observation tower is part of the Key West Shipwreck Treasure Museum, which celebrates the city's maritime history. Visitors can learn about the dangers of shipwrecks and the salvage industry that once made Key West prosperous.

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Bloggmaus
July 16, 2025, Duval Street

Duval Street is a bustling street in the heart of Key West, Florida. It is known for its lively atmosphere, numerous restaurants, bars, shops, and live music venues. The street is a popular meeting place for tourists and locals alike, offering both daytime and evening entertainment, as well as opportunities for strolling and shopping.

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There's an admission charge, too. But Bobby's view is great.

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Is also a museum and can be visited for an entrance fee

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A starting or endpoint of the US 1

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Sue
April 8, 2025, Smathers Beach

Smathers Beach, named after George Smathers (1913-2007), a former U.S. Senator from Florida and a friend of President John F. Kennedy, is the largest public beach in Key West, stretching about half a mile along the Atlantic Ocean. It begins at mile marker zero and is beautifully lined with coconut trees. On September 2, 2013, long-distance swimmer Diana Nyad made history by arriving at Smathers Beach after swimming 110 miles from Havana, Cuba, becoming the first person to complete the journey without a shark cage.

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Frequently Asked Questions

How many urban hiking trails are available in Key West?

Komoot offers over 60 urban hiking routes around Key West, ranging from easy strolls through historic streets to moderate loops exploring coastal areas. Most of these are easy, making them accessible for various fitness levels.

What kind of terrain can I expect on urban hikes in Key West?

Urban hikes in Key West are generally flat, reflecting the island's low elevation. You'll primarily encounter paved paths, sidewalks, and some boardwalks, with occasional sections through tropical hammocks or along sandy coastal areas. The highest elevation gain on any of our featured routes is minimal, around 14 meters.

Are there family-friendly urban walks in Key West?

Yes, Key West offers many family-friendly urban walks. The generally flat terrain and numerous points of interest make them suitable for all ages. Routes like the Southernmost Point – Tennessee Williams Museum loop are short and pass by iconic landmarks, perfect for a leisurely family outing.

Can I bring my dog on urban trails in Key West?

Many urban areas and parks in Key West are dog-friendly, but specific rules vary. It's always best to check local signage for leash requirements and restrictions in certain areas. Generally, dogs on leashes are welcome on most sidewalks and public paths, but may be restricted from some beaches or indoor attractions.

What are some notable landmarks or points of interest I can see on urban walks?

Key West's urban trails are rich with history and culture. You can explore iconic spots like the Southernmost Point Buoy, the historic Key West Lighthouse, and the vibrant Duval Street. Many routes also pass by the Ernest Hemingway Home and Museum and the Key West Shipwreck Museum.

Are there urban loop trails in Key West?

Yes, many urban routes in Key West are designed as loops, allowing you to start and end at the same point. Examples include the St. Pauls Episcopal Church – Southernmost Point Buoy loop, which offers a comprehensive tour of the city's highlights, and the Tennessee Williams Museum – Fort Zachary Taylor State Park loop.

What is the best time of year for urban hiking in Key West?

The best time for urban hiking in Key West is typically from late fall to early spring (November to April). During these months, the weather is cooler and drier, with comfortable temperatures for walking. Summers can be very hot and humid, with a higher chance of rain and tropical storms.

Where can I find parking for urban hiking trails in Key West?

Parking in Key West, especially in the historic Old Town, can be challenging. Many areas have metered street parking or paid parking garages. Consider parking a bit further out and walking in, or utilizing public transportation options like the Duval Loop bus. Some routes, particularly those starting near parks, may have dedicated parking lots.

What do other hikers enjoy most about urban hiking in Key West?

The komoot community highly rates urban hiking in Key West, with an average score of 4.75 stars. Reviewers often praise the unique blend of historical sites, vibrant street life, and stunning coastal views. The flat, accessible paths and the opportunity to discover hidden gems and tropical flora are also frequently highlighted.

Are there opportunities to see wildlife on Key West's urban trails?

While primarily urban, Key West's unique subtropical environment means you can still encounter wildlife. Keep an eye out for various bird species, including pelicans and herons, especially near coastal paths and parks like Fort Zachary Taylor State Park. You might also spot lizards and butterflies in garden areas or tropical hammocks.

Are there any urban trails that pass by cafes or places to eat?

Absolutely! Key West's urban trails often weave through areas with numerous cafes, restaurants, and bars. Routes that traverse Duval Street or the historic Old Town will offer plenty of opportunities to stop for a refreshment or a meal, allowing you to experience the local culinary scene.

What should I wear for urban walks in Key West, especially in summer?

Given Key West's warm, humid climate, especially in summer, light, breathable clothing is essential. Opt for moisture-wicking fabrics, a wide-brimmed hat, and sunglasses. Comfortable walking shoes are a must. Don't forget sunscreen and a reusable water bottle to stay hydrated.

How easy are the urban hiking trails in Key West?

Most urban hiking trails in Key West are considered easy, with 45 out of 60 routes on komoot categorized as such. The terrain is predominantly flat, making them suitable for casual walkers and those looking for a relaxed exploration of the city. There are also a few moderate options for those seeking slightly longer distances, like the Fort Zachary Taylor State Park – Southernmost Point Buoy loop.

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