Our tour guide, “Whiskey Rick”, was great! He was fun, very knowledgeable, and offered lots of tips on things to do in KW
LOL! He really is a great guy isn't he! Thank you so much for the review. Troy





Prices checked on Sep 11, 2026Things to do in Key West
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.
Walk with a local through iconic Old Town Key West.
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.
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!
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.
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.
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!)
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!
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.
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.
We'll show you where you can find the Key West Aquarium, our first tourist attraction.
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.
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.
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.
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.
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.
PRIVATE Welcome to Key West Walking Tour lasts about 1h 30min–3h. The itinerary has 15 stops.
Prices start at $138 per person for this Key West experience, booked through Viator with the price shown before checkout. There is 1 booking option, so the final price depends on the option you choose.
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
The meeting point is Meet your guide at the flags . Hotel pickup is not part of this experience.
The experience is available in EN.
It is a private experience: only your party takes part. Up to 12 travellers can book together.
Infants and small children can ride in a pram or stroller
Wheelchair accessible Transportation options are wheelchair accessible All areas and surfaces are wheelchair accessible
Our tour guide, “Whiskey Rick”, was great! He was fun, very knowledgeable, and offered lots of tips on things to do in KW
LOL! He really is a great guy isn't he! Thank you so much for the review. Troy
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.
Thank you so much for the awesome review! We try to make every experience as memorable and enjoyable as possible. Thank you Troy
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!
He really is amazing isn’t he!?. Thank you so much! He does take his job to the next level. Thanks Troy
A beautiful place- we had perfect weather and a perfect day of soaking in the sites! Everything was clean and beautiful!
Thank you for the amazing Review! Our two guides do their very best to make everybody’s experience enjoyable! Thank you Troy
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.
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
We enjoyed this tour our first morning in Key West. It provided us a good sense of the city and where to spend more time during our stay in Key West. “Whiskey Rick” was the perfect balance of professional and fun. He customized the tour to our interests and provided great recommendations for meals and beverages. We enjoyed seeing and learning more about Key West. It was a great way to start our trip. Much appreciated!
Thank you very much for the awesome review! Rick is an amazing tour guide! He is very accommodating and has forgotten more about Key West and most people will ever know Thank you Troy
We had a fantastic tour today with “Whiskey Rick”, our tour guide. Private tours are the way to go. We asked a ton of questions, and he definitely tailored the tour to what we were looking for (history and current happenings). We did not walk one block on Duval, but covered a large portion town on the backstreets. Rick was awesome. Fun, super friendly, and very knowledgeable. Overall, a superb morning.
Hello Rob! I am very happy you had an amazing time with Rick! He is really good at and likes what he does. Thank you so much for the outstanding review! Keep us in mind the next time you're in the area. Thank you Troy
Rick was everything we hoped for to get us going on our first visit to Key West. His blend of history, geography, and folklore kept us engaged and intrigued. He will surely be our go to guy on our next visit to Key West.
He really is a good tour guide and a great guy. Im so glad you enjoyed your experience with us. Please let us know if there is anything we can do for you in the future Troy
Whiskey Rick is a fun guy and gave us a great introduction to Key West! We followed up on many of his recommendations and were not disappointed!!
Thank you for your review! He really is a good tour guide! one of our best! Glad you had a great time!
We greatly appreciated Ricks recommendations on what to see and where to eat and shop in Key West. We have already taken several of his recommendations and they were great! Rick was very flexible which we liked. We got more than we expected on this tour as Rick knows a lot of the locals in Key West. We recommend Rick!
Awesome! Rick is very good at what he does and loves Key West! Thank you so much for the review!
| Tour | Duration | Rating | Price | |
|---|---|---|---|---|
PRIVATE Welcome to Key West Walking Tour | 1h 30min–3h | 4.9 (22) | $138 | |
Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres | 2 hours | 4.9 (1,477) | $135 | View |
All-Inclusive Sandbar Safari with Dolphin Playground Encounter | 5 hours | 4.8 (679) | $150 | View |
Key West Sandbar Safari on One of a Kind Tiki Boat | 3h 30min | 4.7 (185) | $115 | View |
Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres | 2 hours | 4.7 (3,839) | $63 | View |
Key West Half-Day Fishing Charter | 5 hours | 4.7 (497) | $95 | View |
Key West Signature Sunset Sail with Live Music, Open Bar & Food | 2 hours | 4.5 (405) | $70 | View |