Key West
Walking Tours

Enter your dates to find available activities

Our most recommended Key West Walking Tours

  • Key West: Bone Island Haunted Pub Crawl

    1. Key West: Bone Island Haunted Pub Crawl

    "Cayo Hueso" in Key West, as it was originally named, translates to "Bone Key" or "Bone Island". On this haunted pub crawl you will experience why Key West is consistently ranked as one of the top five most-haunted cities in America. Crawl along as you delve into some of the more spirited pubs of Old Town. You'll discover Key West's history of cursed treasure, voodoo, murder, suicide, haunted mansions, unexplained deaths, and more. Your professional "ghost host" will introduce you to the darkest side of Bone Island, and after 3 haunted pubs you will be issued a souvenir t-shirt before being released into the night.

    Had a great ghost tour with Kelly. The tour was very informative and enjoyed the ghost stories. The tour was a casual walk with plenty of time for conversation. We were lucky to have a private tour as we were the only couple on the tour. Recommend this to if you want to learn a bit of history of Keys. If you are looking to do some drinking would recommend the pub crawl tour instead.

  • Ghosts & Gravestones Tour of Key West

    2. Ghosts & Gravestones Tour of Key West

    Many find Key West a strange place during the day; but after the sun sets, the restless souls of the island’s frightful past begin to stir. On this 1-hour ghost tour, you will hear all-but-forgotten tales as you travel the dark and narrow streets of the Old Town. Pass 19th-century wooden houses that hold secret stories of former inhabitants; stories so tragic and chilling, you’ll soon see why Key West was named one of the top 10 most haunted cities in America. Your Ghost Host will add a pinch of humor to Key West's dark side with tales of deathly love, tragic endings, scores to settle, wrongs to right and ghastly folk - some so strange it will be hard to believe they’re true…

    Our guide seemed to lover her job. Fun & entertaining. And learned about local history.

  • Key West: 3-Hour Guided Bicycle Tour with Key Lime Pie

    3. Key West: 3-Hour Guided Bicycle Tour with Key Lime Pie

    Meet your friendly guide at the local partner’s office and get kitted out with your bike gear. After a short safety briefing it's time to head out on your island paradise adventure to see the very best that Key West has to offer. The first stop of the tour is the iconic Mallory Square, home to a popular nightly sunset celebration. Here, learn about the island’s history of smuggling and the shipwrecks that have crashed on the nearby reef. Next, pass by the presidential gates that lead to Harry Truman’s Little White House, which is known to have been his favorite vacation spot. Continue the tour onto Mile Marker Zero, which is quite literally the end of the road in the USA, then stop outside Ernest Hemingway’s former home where the famous writer penned many of his treasured novels. Head to the Southernmost Point in the Continental USA for a photo opportunity, then complete your circuit o...

    Bill did a great job showing us around key west!! Very informative and fun, and the key lime pie is amazing at the end!

  • Key West: Ghosts of Key West Walking Tour

    4. Key West: Ghosts of Key West Walking Tour

    Explore the spooky side of Key West on this ghost-themed walking tour. See the city’s most popular haunted spots and hear fascinating stories about the ghosts of its past.

    Hear about Robert the Doll, the haunted doll with supernatural powers who sits in the city's East Martello Museum. Stop by the La Concha Hotel and learn about the ghostly legends contained within.

    See fascinating locations like the Hemingway House and the Artist House. Stroll the city's streets with a guide who is an expert on its dark, haunted history. Become a history buff after learning about the historic events and figures that helped shape the unique culture of Key West

  • Key West: Drag Queen Guided Pub Crawl with Sing-a-Longs

    5. Key West: Drag Queen Guided Pub Crawl with Sing-a-Longs

    Meet your guide for the night, a world-class drag queen, at the award-winning lounge, Aqua Bar and Nightclub at 711 Duval St. in Key West. Grab a cocktail and mingle with your fellow crawlers as you await the ring of the ‘bitch bell’ to announce the kick-off of the tour. First, follow your guide through the vibrant streets of Key West and prepare to sing and dance your way through the city as you learn how to party like a true queen. Now you know how to behave like a queen it's time to be treated like one too — skip to the front of the line at every bar and pub along the crawl. Then, spend the night at a number of Key West's best bars and clubs, drink delicious and reasonably priced cocktails, laugh with your fellow crawlers, dance like a queen, and experience how the other half lives. Enjoy a fun-filled tour that's perfect for bachelorette parties, birthdays, and other memorable event...

  • Key West: Haunted Walking Tour with Psychic Guide

    6. Key West: Haunted Walking Tour with Psychic Guide

    Begin your Key West spooky walking tour by meeting at the Aquar Bar and Nightclub. Tap into your sixth sense and connect with ghosts that linger in the most haunted places.  Converse with the spirits and access your sixth sense with the tools your guide will provide for you. Hear the tales of the Key West Water Witch and the Corpse Bride. Rub elbows with a famous spirit at the Hemingway House and keep a lookout for the ghost that resides at the Lighthouse. See Key West differently with the help of your gifted guide.

    The guide was very knowledgeable. We had fun! Don’t think she was psychic though.

  • Key West: 2.5-Hour Duval Street Pub Crawl

    7. Key West: 2.5-Hour Duval Street Pub Crawl

    Come along and do the pub crawl down Duval Street, Key West. This street is famous for its party scene, with the bars always rocking day and night on this small island. Throughout your pub crawl you will experience some of the most famous and entertaining drinking establishments in the Florida Keys. This 2.5-hour event happens on the world famous Duval Street. Everyone will have a choice of a domestic beer or mixed drink at all five bars visited, and you will also receive a free souvenir t-shirt to commemorate the event. Experience all the sites and bars of Key West with your "professional enablers" as you embark on your party in paradise. Whether it's the casual Keys atmosphere, live music, or Caribbean drinks you are after, your crawl is sure to be an adventure to remember.

    Julie was awesome and so much fun!! The crawl itself was also fun, but the drink choices not that great. Overall, I would recommend if you want to have some fun and meet some really fun people!!

  • Key West: SNUBA Experience

    8. Key West: SNUBA Experience

    SNUBA is safe family fun and simple to learn. No prior diving or snorkeling experience is required. All necessary equipment is provided and fitted for each guest by a team of professionals. The guests' experience is the number 1 priority, so comfort and safety in the water come first.  After a brief 15-20 orientation during the ride out to the dive site, you'll be ready for an underwater tour through the beautiful local marine ecosystems. SNUBA was created in Hawaii nearly 30 years ago to allow anyone without a scuba certification to fully enjoy the natural wonders that lie beneath the sea. SNUBA arrived in Key West in 1999 and has been continually serving locals as well as visitors on their quests into the underwater world.

    Great experience. I am not good in the water and this was very easy .This is a must do in Key West

  • Truman Little White House: Key West

    9. Truman Little White House: Key West

    Presidents, Prime Ministers and royalty have visited the Harry S. Truman Little White House in Key West. You can be next by taking a tour of this stunning historic building. No trip to Key West is complete without seeing the Harry S. Truman Little White House. Built in 1890 as quarters for the Naval Base Commander and Paymaster, the Little White House has now taken its place in history. In 1912, President William Taft visited the house, and in 1918, Thomas Edison lived there for several months as he worked on inventing new weapons for the war effort. Always at work, the President met with the Joint Chiefs of Staff, worked on the Marshall Plan and the Truman Doctrine, and continually attended to his duties while enjoying the magnificent setting in Key West. It's said that he was friendly with the locals and fit right into the island lifestyle. Today, visitors from all over the world ar...

    Brief tour with good history. Difficult to find parking, plan for that if driving.

  • Key West: Southernmost Food and Cultural Walking Tour

    10. Key West: Southernmost Food and Cultural Walking Tour

    Celebrating the Cuban and Caribbean influences on both food and culture, enjoy a 3-hour guided small group experience. Visit 5 different locations, carefully chosen to help you check off those "must try" dishes that Key West is known for. Enough for a hearty lunch, tastings are served from locally adored eateries, unique "hole in the walls", and family-owned ethnic restaurants. Discover the spots that the locals frequent to eat, drink and discover the island. Between tastings, explore the island’s different cultural neighborhoods and rich history through the generations. Your knowledgable local guide will share stories of the local industry, Key West's colorful past, and historical landmarks. After the tour, explore Old Town with confidence and take advantage of recommendations on restaurants, attractions, entertainment, and cultural offerings. You'll also receive a collection of exclu...

    Awesome activity and a great way to sample some different restaurants when you first arrive for vacation. Kaiya combined interesting food preparation comments along with a little history of the owners and their restaurant. In addition, your guide will point out some of the interesting landmarks along the route. While the individual portions are not large, collectively they add up to a large meal so it is advisable that you do not eat breakfast beforehand.

Other Sightseeing Options in Key West

Want to discover all there is to do in Key West? Click here for a full list.

What people are saying about Key West

Overall rating

3.8 / 5

based on 10 reviews

Awesome activity and a great way to sample some different restaurants when you first arrive for vacation. Kaiya combined interesting food preparation comments along with a little history of the owners and their restaurant. In addition, your guide will point out some of the interesting landmarks along the route. While the individual portions are not large, collectively they add up to a large meal so it is advisable that you do not eat breakfast beforehand.

So much fun! The biking was leisurely so you never felt tired. We visited so many interesting places all over Key West. Lauren was our guide and she was very entertaining.

Bill did a great job showing us around key west!! Very informative and fun, and the key lime pie is amazing at the end!

Great experience. I am not good in the water and this was very easy .This is a must do in Key West

Fun tour to learn some of the history of Key West.