4.7
(17)
480
hikers
61
hikes
Hikes around Stock Island Florida primarily consist of coastal walks and paths through tropical landscapes. The area is characterized by its low elevation, with routes following shorelines, boardwalks, and sections of the Florida Keys Overseas Heritage Trail. The terrain is generally flat, offering easy walking paths through mangrove ecosystems and tropical hardwood hammocks, such as those found in the Key West Tropical Forest & Botanical Garden.
Last updated: May 18, 2026
5.0
(2)
7
hikers
9.87km
02:29
10m
10m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
9
hikers
6.49km
01:38
0m
0m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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5.0
(4)
13
hikers
12.2km
03:04
10m
10m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
4.0
(2)
6
hikers
12.4km
03:06
10m
10m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
12
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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Popular around Stock Island
A must-see in Key West.
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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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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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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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Small jetty directly on the city beach.
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Yes, there are over 60 walking and hiking routes to explore around Stock Island. The majority of these are easy, flat paths perfect for a leisurely stroll, with a smaller number of moderate routes for those looking for a slightly longer outing.
The area is very highly rated by the komoot community. Hikers often praise the unique coastal scenery and the easy-to-follow paths that blend natural beauty with a glimpse into the authentic Florida Keys lifestyle.
Yes, some areas are dog-friendly. The Key West Tropical Forest & Botanical Garden is a great option, offering a peaceful, shady retreat with trails where you can walk your leashed dog.
Absolutely. The terrain around Stock Island is mostly flat, making it ideal for families. A great choice is the Smathers Beach loop from Stock Island, which is a pleasant coastal walk. For a different experience, the paths within the Key West Tropical Forest & Botanical Garden are also very accessible and engaging for all ages.
Many routes offer beautiful ocean vistas. The Florida Keys Overseas Heritage Trail provides long stretches of scenic coastal views. For a route that specifically explores the waterfront, consider the Western Union - Segelschiff – Harbor Walk loop from New Town, which takes you along the historic seaport.
For dedicated nature trails, the Key West Tropical Forest & Botanical Garden is a sanctuary for native plants and animals. Another popular spot is The Key West Nature Preserve, known for its boardwalks through mangrove habitats where you can spot crabs and coastal birds. Fort Zachary Taylor Historic State Park also features nature trails alongside its historic fortress.
Lightweight, breathable clothing is essential due to the warm, humid climate. Wear comfortable walking shoes or sturdy sandals. It's also crucial to bring sun protection, including a hat, sunglasses, and sunscreen, as many paths have limited shade. Don't forget insect repellent, especially if you're walking near mangroves or in the evening.
Yes, there are several loop trails available. For a longer, more comprehensive exploration of the area, the Key West Lighthouse – Southernmost Point Buoy loop from Stock Island offers a substantial circular route covering many local landmarks.
Yes, the Florida Keys Overseas Heritage Trail passes directly through Stock Island. You can walk or bike along this multi-use path, which connects the islands and incorporates historic railroad bridges, offering a unique perspective on the Keys.
Fort Zachary Taylor Historic State Park is a top-rated local favorite, offering a mix of scenic nature trails, a historic fort, and beach access. For a quieter experience focused on native plants, Indigenous Park is another excellent choice.
Key West and the Lower Keys have a public bus system that can get you close to many points of interest and trailheads, particularly those in Key West. It's a good idea to check the latest bus routes and schedules to plan your trip, as service to more remote trail access points may be limited.


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