PRIVATE Welcome to Key West Walking Tour
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September 2026
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Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
4.9/5
Based on 22 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is PRIVATE Welcome to Key West Walking Tour worth booking?
PRIVATE Welcome to Key West Walking Tour is a 1.5-hour experience in Key West, United States, from $138 per person. It scores 61 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 4.9/5 rating across 22 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 61 / 100
- Rating
- 4.9/5 (22)
- Duration
- 1.5 hours
- From
- $138 per person
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 private tour is customizable, meaning you can request to adj
What you get
About this experience
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 private tour is customizable, meaning you can request to adjust the meeting point to better suit your day, and even request what kind of stories you'd like to hear. Perfect for wedding party, couples, family & friends, bachelor/bachelorette, birthdays, reunion, corporate groups, and more! **If it's too far or too hot to walk, you can hop on the Duval Loop bus with your guide** It's air-conditioned with several convenient stops throughout Old Town. The best part about your own private tour is you can ask questions and customize the tour to your interests! Feel free to include notes in your booking about: - what you want to know about Key West - points of interest you'd like to include - if you're celebrating an event - mobility challenges or other needs we can accommodate Total distance about 1 1/2 miles.
What's included
Included
- Friendly Knowledgeable Tour Guide
Not included
- Duval Loop bus with your guide for only $1 per person
What you'll see and do
Key West
Walk with a local through iconic Old Town Key West.
120 minutes here
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.
Pass by without stopping
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!
10 minutes here
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.
5 minutes here · Admission not included
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.
5 minutes here · Admission not included
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!)
5 minutes here
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!
30 minutes here
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 without stopping
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 without stopping
Key West Aquarium
We'll show you where you can find the Key West Aquarium, our first tourist attraction.
Pass by without stopping
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 without stopping
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 without stopping
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 without stopping
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 without stopping
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.
Pass by without stopping
Where it starts and ends
Meeting point
Key West
Meet your guide at the flags
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
We end the tour in the Mallory Square area. Your guide will point you in the right direction of your next destination.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 12 travelers per booking
- Operated by
- Up The Keys Tours
Know before you go
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Transportation options are wheelchair accessible
- All areas and surfaces are wheelchair accessible
- Suitable for all physical fitness levels
Photos
What travelers are saying
Outty’s summary of the themes that recur across 22 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
5 mentionsReviewers describe the commentary as informative rather than scripted.
The guide
3 mentionsTravelers single out the guide as the reason the experience works.
Traveler reviews
22 verified traveler reviews for PRIVATE Welcome to Key West Walking Tour. Ratings and reviews provided by Viator and Tripadvisor.
Great time with”Whiskey Rick”!
Our tour guide, “Whiskey Rick”, was great! He was fun, very knowledgeable, and offered lots of tips on things to do in KW
Response from the operator: LOL! He really is a great guy isn't he! Thank you so much for the review. Troy
via Tripadvisor
First Time Visit to Key West
Since this was our first time to Key West we took this tour to become familiar with the island. Yvonne did a great job showing us where the different sites were located. She also suggested different places to eat including Kaya Island Eats which had really good Key Lime pie. We went to Kaya Island Eats twice and did not have to wait either time. Would recommend this tour for any first time visitors to Key West.
Response from the operator: Thank you so much for the awesome review! We try to make every experience as memorable and enjoyable as possible. Thank you Troy
via Tripadvisor
Whiskey Rick goes above and beyond!
Make sure to ask for Whiskey Rick! He has a detailed knowledge of all things Key West! WR conducts a customizable relaxed walking tour to suit your needs. Not only was the tour great but WR contacted me 2 days before I arrived and provided me with great tips for restaurants on the drive here as well as extremely helpful driving information. Upon completion of the tour he asked that we stay in contact with him for any information needed while on our stay here. WR goes above and beyond!
Response from the operator: He really is amazing isn’t he!?. Thank you so much! He does take his job to the next level. Thanks Troy
via Tripadvisor
A Must see! Required to check off your bucket list!
A beautiful place- we had perfect weather and a perfect day of soaking in the sites! Everything was clean and beautiful!
Response from the operator: Thank you for the amazing Review! Our two guides do their very best to make everybody’s experience enjoyable! Thank you Troy
via Tripadvisor
Key West Walking Tour review
Our tour guide, Whiskey Rick, was both informative and a great companion during our walking tour of Key West. He highlighted numerous historic and significant locations throughout our walk, which inspired us on what to delve into further while in Key West. He truly exceeded our expectations to make sure we didn't miss any sites we were interested in.
Response from the operator: Thank you so much for the outstanding review. Rick is one of our best Tour guides. Quite dolphin he goes above and beyond what is required. Thank you Troy
via Tripadvisor
Good to know
- Duration
- 1.5 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $138 to $275
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 8
- Verdict
- Solid Choice
Why this scores 61
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
PRIVATE Welcome to Key West Walking Tour: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Key West.
How much does PRIVATE Welcome to Key West Walking Tour cost?
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Prices start at $138 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Key West usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does PRIVATE Welcome to Key West Walking Tour take?
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Plan for about 1.5 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Key West is not rushed.
Is PRIVATE Welcome to Key West Walking Tour worth it?
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It holds an Outty Ranking of 61 out of 100, which we label "Solid Choice". That score blends traveler sentiment (4.9/5 across 22 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Key West, and how flexible the cancellation terms are.
Can I cancel or reschedule PRIVATE Welcome to Key West Walking Tour?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is PRIVATE Welcome to Key West Walking Tour suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 1.5-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book PRIVATE Welcome to Key West Walking Tour?
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Around 8 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Key West can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Key West and add a light layer if any part of the 1.5-hour experience runs outdoors or after sunset.
Where does PRIVATE Welcome to Key West Walking Tour start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Key West within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Key West?
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Key West is a boat town. The only living coral barrier reef in the continental US sits seven miles offshore, and reef trips, sunset catamarans and backcountry kayak runs are the core bookings, alongside Hemingway house and Duval history walks. Our ranking weighs boat capacity and reef site rotation, which separates the good operators from the party cruises. On Outty we rank every Key West experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Shark and Wildlife Viewing Adventure in Key West, Southernmost Food & Cultural Walking Tour by Key West Food Tours, Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Key West?
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December to April, dry season and calm reef water. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Key West?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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