PRIVATE Welcome to Key West Walking Tour
- Live Guide
- Instant Confirmation
- Private Tour
- E-Ticket





Welcome to Key West! Stroll through Old Town Key West with a long-time local, see & learn about the unique places you can visit during your vacation. This is a private tour just for your group = we won't group you with others. Perfect for your wedding party, couples, family & friends, bachelor and bachelorette party, birthday party, reunion, corporate groups, and more! It's even fun for solo travelers! **If it's too far or too hot to walk, you have the option of hopping on the Duval Loop bus with your guide** 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. Total distance about 1 1/2 miles.
Itinerary Details
Operated by: Up The Keys Tours
Stop At: Key West
Walk with a local through iconic Old Town Key West.
Duration: 2 hour
Pass By: Key West Butterfly and Nature Conservatory
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: Southernmost Point
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
Stop At: The Ernest Hemingway Home and Museum
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
Stop At: Key West Lighthouse and Keeper's Quarters Museum
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: US 1 Mile Marker 0
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
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
Pass By: Key West Historic Seaport
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
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: Key West Aquarium
We'll show you where you can find the Key West Aquarium, our first tourist attraction.
Pass By: Mallory Square
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 Museum of Art & History at the Custom House
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: Audubon House & Tropical Gardens
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
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.
Pass By: Mel Fisher Maritime Heritage Museum
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.