Best walking routes in Key West

8 routes ranked on sights, efficiency, hills & length — real foot distance and elevation.

4.2 scoreHills 0/104.6 kmBest Nov–Apr
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Ranked routes

Same score for every walk. Click a card to expand details on the map.

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#1
Viewpoint

One Hour in Key West: A Short Walk

1 hour

6 stops2.3 km1 h 5 min

2.3 kmdistance1 h 5 minwith stops6stops+0 mgain
4.0 sights7.3 efficiency0.0 hills8.5 length
Open in Google Maps ↗
Stops & elevation
Walking only 30 min+ up to 3 h insides+0 m climb along route
  1. Key West lighthouse
  2. Ernest Hemingway House
  3. Sloppy Joe's
  4. Key West Aquarium
  5. Mel Fisher Maritime Heritage Museum
  6. Harry S. Truman Little White House
0–8 m

Photo: ViewpointBubba73CC BY-SA 3.0

5.1/10
#2
Viewpoint

Key West Loop Walk from Ernest Hemingway House

Loop

11 stops5.5 km2 h 15 min

5.5 kmdistance2 h 15 minwith stops11stops+11 mgain
3.2 sights7.4 efficiency0.2 hills7.8 length
Open in Google Maps ↗
Stops & elevation
Walking only 1 h 15 min+ up to 5 h 5 min insides+11 m climb along route
  1. Ernest Hemingway House
  2. San Carlos Institute
  3. Sloppy Joe's
  4. Key West Shipwreck Museum
  5. Key West Aquarium
  6. Western Union
  7. Harry S. Truman Little White House
  8. Mel Fisher Maritime Heritage Museum
  9. USCGC Ingham
  10. Fort Zachary Taylor Historic State Park
  11. Key West lighthouse
0–8 m

Photo: ViewpointBubba73CC BY-SA 3.0

4.7/10
#3
Viewpoint

Self-Guided Walking Tour of Key West

Walking tour

11 stops6.4 km2 h 25 min

6.4 kmdistance2 h 25 minwith stops11stops+6 mgain
3.6 sights7.5 efficiency0.1 hills5.9 length
Open in Google Maps ↗
Stops & elevation
Walking only 1 h 25 min+ up to 3 h 45 min insides+6 m climb along route
  1. Key West Cemetery
  2. Key West Historic District
  3. Southernmost point buoy
  4. Key West lighthouse
  5. Ernest Hemingway House
  6. Sloppy Joe's
  7. Key West Aquarium
  8. Harry S. Truman Little White House
  9. Mel Fisher Maritime Heritage Museum
  10. USCGC Ingham
  11. Fort Zachary Taylor Historic State Park
0–8 m

Photo: ViewpointThe original uploader was ScottyBoy900Q at English Wikipedia. (Original text: photographer unknown.)Public domain

4.5/10
#4
Viewpoint

Key West Parks Walk

Parks

5 stops5.2 km1 h 50 min

5.2 kmdistance1 h 50 minwith stops5stops+6 mgain
3.5 sights7.7 efficiency0.1 hills5.3 length
Open in Google Maps ↗
Stops & elevation
Walking only 1 h 10 min+ up to 45 min insides+6 m climb along route
  1. McCoy Indigenous Park
  2. Key West Butterfly and Nature Conservatory
  3. Key West lighthouse
  4. Fort Zachary Taylor Historic State Park
  5. Key West Aquarium
0–8 m

Photo: ViewpointU.S. Department of TransportationPublic domain

4.5/10
#5
Viewpoint

Key West Museum Walk

Museums

5 stops2.0 km50 min

2.0 kmdistance50 minwith stops5stops+0 mgain
3.0 sights7.7 efficiency0.0 hills5.6 length
Open in Google Maps ↗
Stops & elevation
Walking only 25 min+ up to 4 h 20 min insides+0 m climb along route
  1. Ernest Hemingway House
  2. San Carlos Institute
  3. Key West Shipwreck Museum
  4. Mel Fisher Maritime Heritage Museum
  5. Harry S. Truman Little White House
1–7 m

Photo: ViewpointAndreas LameckerCC BY 2.5

4.3/10
#6
Viewpoint

Key West Old Town Walking Tour

Old town

6 stops4.9 km1 h 35 min

4.9 kmdistance1 h 35 minwith stops6stops+0 mgain
2.5 sights7.0 efficiency0.0 hills5.9 length
Open in Google Maps ↗
Stops & elevation
Walking only 1 h 5 min+ up to 1 h 5 min insides+0 m climb along route
  1. Key West AIDS Memorial
  2. West Martello Tower
  3. Basilica of St. Mary Star of the Sea
  4. Key West Historic District
  5. Southernmost point buoy
  6. Fort Zachary Taylor Historic State Park
0–5 m

Photo: ViewpointDaniel SchwenCC BY-SA 4.0

3.9/10
#7
Viewpoint

Hidden Gems of Key West in 2 Hours

Hidden gems

7 stops4.7 km1 h 50 min

4.7 kmdistance1 h 50 minwith stops7stops+0 mgain
1.3 sights7.3 efficiency0.0 hills6.6 length
Open in Google Maps ↗
Stops & elevation
Walking only 1 h 5 min+ up to 1 h insides+0 m climb along route
  1. The Armory
  2. San Carlos Institute
  3. Key West Historic District
  4. Basilica of St. Mary Star of the Sea
  5. West Martello Tower
  6. McCoy Indigenous Park
  7. African Cemetery at Higgs Beach
0–7 m

Photo: ViewpointCarlos LumpuyCC BY-SA 3.0

3.5/10
#8
Viewpoint

Hidden Gems of Key West: Off-the-Beaten-Path Walk

Hidden gems

11 stops5.8 km2 h 20 min

5.8 kmdistance2 h 20 minwith stops11stops+5 mgain
1.3 sights7.3 efficiency0.1 hills3.4 length
Open in Google Maps ↗
Stops & elevation
Walking only 1 h 20 min+ up to 1 h 40 min insides+5 m climb along route
  1. McCoy Indigenous Park
  2. Wildlife Rescue of the Florida Keys
  3. Key West AIDS Memorial
  4. African Cemetery at Higgs Beach
  5. West Martello Tower
  6. Basilica of St. Mary Star of the Sea
  7. Key West Historic District
  8. The Armory
  9. San Carlos Institute
  10. Key West Shipwreck Museum
  11. Western Union
-1–6 m

Photo: ViewpointThe original uploader was Averette at English Wikipedia.CC BY-SA 1.0

3.0/10

Hills: higher = steeper along the walk. Stairs (when shown): metres of mapped stairways near the route — approximate, not a step countvisit times are estimates.

Key West walking stats

From the 8 rated routes62 stops total22 unique places.

Most climbKey West Loop Walk from Ernest Hemingway House+11 m along route
Most stops / kmOne Hour in Key West: A Short Walk2.6 stops per km
Least climbOne Hour in Key West: A Short Walk+0 m along route
Most stairsSelf-Guided Walking Tour of Key West~16 m mapped stairways (approx., not step count)
Longest / shortest6.4 km2.0 kmSelf-Guided Walking Tour of Key West / Key West Museum Walk
Places on routes22unique stop ids
How we score. Same formula for every route: Sights 50% (how notable the stops are)Efficiency 25% (less backtracking between stops)Hills 10% (how steep the walk is)Length fit 15% (distance vs the kind of walk). Stairs stay a fact in metres, not a quality bar. Avg score in the hero is the mean across all ranked walks.

Key West FAQ

Short answers from this city’s data.

Best first-visit walk?
One Hour in Key West: A Short Walk (2.3 km, 1 h 5 min with stops) ranks #1 here.
Best months to walk Key West?
Nov–Apr are usually the nicest months for walking.
Shortest walk?
Key West Museum Walk2.0 km, walking 25 min.
One hour in Key West?
One Hour in Key West: A Short Walk: walking 30 min, with stops 1 h 5 min, 6 stops.
One-day plan?
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Stairs and hills?
Hills is 10% of the score (higher = steeper along the walk). Stairs are not scored — when shown, they are metres of mapped stairways near the route (approximate; not a step count). Example: stairways ≈ 0 m.
Can I change stops?
Yes — open in Maps, edit, then paste into Lineo for a cleaner order.