Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Hikes
United States
Monroe County

Stock Island

The best walks and hikes around Stock Island

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.

Best hiking trails around Stock Island

  • The most popular hiking route is Historic House in Key West – Southernmost Point Buoy loop from Key West, a 4.3 mile (7.0 km) trail that takes about 1 hour 45 minutes to complete. This route explores the historic streets and waterfront of neighboring Key West.
  • Another top favourite among local hiking enthusiasts is Southernmost Point Buoy – St. Pauls Episcopal Church loop from Stock Island, a moderate 11.9 mile (19.2 km) path. This longer route provides an extensive exploration of Key West's landmarks starting from Stock Island.
  • Local hiking enthusiasts also love the Smathers Beach loop from Stock Island, a 4.1 mile (6.7 km) trail leading along the coast, often completed in about 1 hour 40 minutes.
  • Hiking around Stock Island is defined by paved multi-use trails, coastal boardwalks, and paths through nature preserves. The network of routes provides options for both short, leisurely walks and longer distance hikes.
  • The routes in Stock Island are highly rated by the komoot community with an average score of 4.9 stars from more than 30 reviews. More than 1,000 hikers have used komoot to explore Stock Island's varied terrain.

Last updated: May 18, 2026

5.0

(2)

7

hikers

#1.

Southernmost Hockey Club loop from Key West

9.87km

02:29

10m

10m

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

Navigate with device

Send to Phone

Save

Moderate

5.0

(1)

9

hikers

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

Easy
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

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

Moderate

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

Moderate

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

Easy
Sign up for free to see 57 more hikes around Stock Island.

Get access to more routes and recommendations from other explorers.

Sign up for free

Already have an account?

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around Stock Island

Cycling around Stock Island

Road Cycling Routes around Stock Island

Running Trails around Stock Island

Tips from the Community

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

A must-see in Key West.

Translated by Google

0

0

Kerstin
October 16, 2025, Southernmost Point

Spectacular sunrise!

Translated by Google

0

0

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.

Translated by Google

3

0

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

Translated by Google

0

0

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

Translated by Google

0

0

A starting or endpoint of the US 1

1

0

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.

1

0

Small jetty directly on the city beach.

Translated by Google

1

0

Frequently Asked Questions

Are there many hiking trails on Stock Island?

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.

What do other hikers think of the trails around Stock Island?

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.

Can I bring my dog on hikes near Stock Island?

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.

Are there any easy, family-friendly walks?

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.

Where can I find trails with good ocean views?

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.

What are the best places for nature and wildlife viewing?

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.

What should I wear for hiking in the Florida Keys?

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.

Are there any circular walks or loop trails?

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.

Can I hike along the Florida Keys Overseas Heritage Trail from Stock Island?

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.

Where can I find a good park for a walk?

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.

Is it possible to get to trailheads using public transport?

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.

Most popular routes around Stock Island

Cycling around Stock Island

Most popular attractions around Stock Island

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Explore more

Browse the best Hikes in other regions.

Everglades National ParkMarjory Stoneman Douglas WildernessGreat White Heron National Wildlife RefugeFlorida Keys WildernessMarathonKey WestKey West National Wildlife RefugeKey Colony Beach

Nearby adventure guides

Things to Do around Key West

Things to Do in Florida Keys Wilderness

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy