Key West walking route: Mallory Square to Southernmost Point

Explore Key West, Florida's top attractions on this 3.6 km route covering iconic landmarks like Mallory Square Sunset Celebration, Ernest Hemingway Home and Museum, Duval Street, and the Southernmost Point. The route includes beaches, historic sites, and unique attractions including Fort Zachary Taylor Historic State Park and the Key West Butterfly and Nature Conservatory.

Distance
3598.5 km
Mode
route
Start
Key West Best Things To Do
End
Kermit's Key West Key Lime Shop
Stops
17
Video author
travmap
Updated

Stops on this route

  1. Key West Best Things To Do
  2. Sunset at Mallory Square — Waterfront plaza hosting daily sunset celebrations with street performers, artists, and vendors creating a lively evening atmosphere.
  3. Ernest Hemingway Home and Museum — Historic house museum featuring the former residence of author Ernest Hemingway, known for resident cats
  4. Duval Street — Heart of Key West featuring bars, restaurants, shops and galleries
  5. Southernmost Point — Colorful marker at the southernmost tip of the island, 90 miles from Cuba
  6. Fort Zachary Taylor Historic State Park — Civil War-era fort with beach, swimming, snorkeling and nature trails
  7. Take a Ghost Tour — Guided evening walks through historic streets revealing supernatural tales and colonial-era history of Key West's most haunted locations.
  8. Smathers Beach — One of the largest and most popular beaches with soft white sand and clear water
  9. Key West Butterfly and Nature Conservatory — Lush tropical environment with hundreds of butterflies, exotic plants, birds and turtles
  10. My #1 travel tip for you — Arrive early at popular attractions and book water activities in advance to maximize experiences during peak seasons.
  11. The Perry Hotel & Marina Key West — Historic waterfront hotel offering direct marina access, prime sunset views, and central location near downtown attractions.
  12. Ocean Key Resort & Spa — Beachfront luxury resort featuring full-service spa, multiple dining options, and panoramic views of the Atlantic Ocean.
  13. The Reach Key West — Upscale resort on one of the only private beaches in Key West, recently renovated
  14. Mallory Square Sunset Celebration — Iconic sunset viewing spot with street performers and vendors
  15. Florida Keys National Marine Sanctuary — Snorkeling and diving destination with colorful fish and sea turtles
  16. Ghosts and Gravestones Tour — Popular haunted tour visiting Key West's most haunted locations
  17. Kermit's Key West Key Lime Shop — Local specialty shop showcasing key lime pie production

Useful for your trip

Timing
Arrive at Mallory Square early in the evening to get a good spot by the water for the best sunset view.
Tip
Visit the Ernest Hemingway Home and Museum to see the famous six-toed cats who are descendants of Hemingway's own pets.
Food
Try key lime pie at Kermit's Key West Key Lime Shop where you can watch them make the pies.
Transport
Take a snorkeling or diving tour to explore the Florida Keys National Marine Sanctuary with colorful fish, sea turtles, and dolphins.
Tip
Do a Duval Street crawl by hopping from bar to bar to experience the nightlife and make new friends.
Tip
Visit the Southernmost Point marker at the southern tip of the island for an iconic photo; there's usually a line but it moves quickly.
Tip
Take a ghost tour like Ghosts and Gravestones to explore haunted sites and learn about Key West's darker history.
Timing
Watch the sunrise at Smathers Beach if you're an early riser for a peaceful escape with ocean views.
Tip
Visit the Key West Butterfly and Nature Conservatory for a peaceful escape with hundreds of butterflies in a tropical environment.
Where to stay
The Perry Hotel & Marina offers waterfront rooms with private balconies and marina access for water adventures like fishing and kayaking.

Video on this route

Best Things To Do In Key West Florida 2026 4K

More routes nearby

Map