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Private Walking Tour of Key West

Walk through Old Town Key West with a long-time local, see & learn about the unique places you can visit during your vacation.

**If it's too far or too hot to walk, you have the option of hopping on the Duval Loop bus with your guide for only $1 per person** It's air-conditioned with several convenient stops throughout Old Town.

These tours are private so you can ask questions and we can customize the tour to your interests. Your tour guide is knowledgeable about everything Key West, so don't hesitate to let us know what interests you and what you want to know about Key West.

per adult from




90 to 120 minutes


Mobile ticket

Select Date and Travellers

No tour options available.

  • What's included :
    • Friendly Knowledgeable Tour Guide
    What's excluded :
    • Entry/Admission - Key West Lighthouse and Keeper's Quarters Museum
    • Entry/Admission - The Ernest Hemingway Home and Museum
  • This is a typical itinerary for this product

    Stop At: Key West, Key West, Florida Keys, Florida

    Walk with a local through iconic Old Town Key West.

    Duration: 2 hours

    Pass By: Key West Historic Seaport, 201 William St, Key West, FL 33040-6679

    Walk the docks and see the schooners, sailboats, fishing boats, mega-yachts, snorkel excursion boats, and sunset sail charter boats in the historic Key West marina. Find a variety of local seafood restaurants, happy hour locations, and learn the history and culture of this special part of Key West.

    Pass By: Duval Street, Key West, FL 33040

    Revel at world-famous Duval Street, the "Longest little Main Street in the World". It stretches from the Gulf of Mexico to the Atlantic Ocean! See famous bars, and maybe famous people too! Learn some history and hear stories while you sightsee and people-watch.

    Pass By: Mallory Square, 400 Wall St, Key West, FL 33040-6633

    Depending on the time you choose for your tour, we'll either experience the daily Sunset Celebration or we'll show you where the it takes place at Mallory Square so you can go on your own. See the world-famous Key West Sunset, browse & purchase local art on display, see amazing performances by local street performers.

    Pass By: Key West Aquarium, 1 Whitehead St, Key West, FL 33040-6634

    We'll show you where you can find the Key West Aquarium, our first tourist attraction.

    Pass By: Key West Museum of Art & History at the Custom House, 281 Front St, Key West, FL 33040-8313

    See the towering red brick building that was once the Key West Custom House. Learn about the building and some of the artifacts inside this unique museum.

    Pass By: Mel Fisher Maritime Heritage Museum, 200 Greene St, Key West, FL 33040-6516

    See where you can find real Spanish Treasure! Your guide will tell you the captivating story of treasure salvor Mel Fisher and what you can find inside the museum.

    Pass By: Audubon House & Tropical Gardens, 205 Whitehead St, Key West, FL 33040-6522

    Walk by the Audubon House, see the tropical gardens from the sidewalk, and hear the story of how this historic Key West home came to be known as the Audubon House. If you like ghost stories, let your guide know & you'll hear all about the creepy haunting of this location.

    Pass By: Harry S. Truman Little White House, 111 Front St, Key West, FL 33040-8311

    We'll show you where the Little White House is located so you can visit the place Harry Truman called home for over 150 days of his presidency. It is now a presidential museum full of artifacts and photos of Truman's everyday life in Key West.

    Stop At: US 1 Mile Marker 0, 490 Whitehead St, Key West, FL 33040-6545

    Stop for two photos at this location! Heading South is the beginning of US Highway 1 and heading North is the End of US Highway 1. Find out why the road ends here when it really continues, and why South is the beginning and North is the End. (So confusing, but your tour guide will explain!)

    Duration: 5 minutes

    Stop At: Duval Street, Key West, FL 33040

    Walk a few blocks on Duval Street and find some places you'll definitely want to come back to. Shopping, restaurants & bars, tattoo parlors, and more! The people-watching is world-class on this street!

    Duration: 30 minutes

    Stop At: Key West Lighthouse and Keeper's Quarters Museum, 938 Whitehead St, Key West, FL 33040-7423

    Your guide will show you where the best vantage point is to view and photograph the Key West Lighthouse. Learn the history and legends of the Key West lighthouses.

    Duration: 5 minutes

    Stop At: Southernmost Point, Whitehead Street, Key West, FL 33040

    Visit the Southernmost Point in the Continental United States! Your guide will take your picture in front of the marker and knows how to take the shot without standing in line!

    Duration: 10 minutes

    Pass By: Key West Butterfly and Nature Conservatory, 1316 Duval St, Key West, FL 33040-3132

    Your guide will show you where this extraordinary butterfly house is located. One of Key West's best attractions, your guide will tell you what it's like inside and what to wear to encourage the butterflies to use you as a landing zone.

    Stop At: The Ernest Hemingway Home and Museum, 907 Whitehead Street, Key West, FL 33040-7473

    Walk to the home of Ernest Hemingway so you can later take an incredible tour of this historic landmark. Take a picture from the sidewalk & hear a few fun stories about Hemingway's life in Key West.

    Duration: 5 minutes

  • Departure Point :
    627 Eaton St, Key West, FL 33040, USA
    Departure Time :
    9:00 AM
    Return Detail :
    1415 Duval St, Key West, FL 33040, USA
    Hotel Pickup :
    • Confirmation will be received at time of booking
    • Wheelchair accessible
    • Stroller accessible
    • Service animals allowed
    • Near public transportation
    • Transportation is wheelchair accessible
    • Surfaces are wheelchair accessible
    • Most travelers can participate
    • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
    • This is a private tour/activity. Only your group will participate
    • Hand sanitizer available to travelers and staff
    • Guides required to regularly wash hands
    • Paid stay-at-home policy for staff with symptoms
    • Contactless payments for gratuities and add-ons
    • Face masks not required for vaccinated guests.
  • You can present either a paper or an electronic voucher for this activity.
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.



Age Req.


Fitness Req.


Group Size


Organised by Up The Keys LLC

Activity ID: V-46648P9

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