Experience Key West with our Professional Guides


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Key West Pub Crawl

Are you looking for the ultimate Key West tradition?  Come along and do the “Duval Crawl”.  Key West is famous for its bars.  Day or night the pubs are always rocking on this small island.  On the Key West Pub Crawl you will experience some of the most famous and entertaining drinking establishments in the Florida Keys. This 2.5 hour event begins downtown, moves through the historic seaport and then returns to Duval Street.  Everyone will have a choice of a domestic beer or mixed drink at each bar.  You will also receive a free souvenir T-shirt to commemorate the event.  Enjoy the sites and bars of Key West with our “masters of mixology” as you embark on your party in paradise. Whether it’s the casual Keys atmosphere, live music, or Caribbean drinks you are after, your Key West Pub Crawl will be an adventure to remember.  Try the Caribbean Breeze at Rick’s if you dare!

Bone Island Haunted Crawl

Are you ready for some "spirited" fun? Join us on a spine tingling adventure through Bone Island. After receiving your souvenir T-Shirt you will embark on a 2 hour haunted walking tour of Old Town Key West. Along the way we will explore 3 haunted bars including a mansion with a tragic past, a famous murder scene and a former morgue. At each stop, guests can enjoy ‘spirits’ of their choice. As you sip your drink our Ghost Host will recount the haunted tales of each pub. Liquid "Spirits" are not included in the price of the tour and must be paid for separately. Bring your camera and an open mind for a night you won't forget!

Key West Sights & Bites

Meet your local guide at the pier for a stroll along palm-lined streets. Enjoy the fresh air and sunshine as your guide shares fascinating tidbits about the city’s culture and history not found in your guide book. Walk past Kenny Chesney’s vacation home then head over to see Jimmy Buffet’s recording studio. Along the way we will stop at two iconic hotspots. Taste what’s hot at Peppers of Key West then cool down at Kermit's Key Lime Shoppe with a slice of his classic pie or his signature frozen key lime pie dipped in Belgian chocolate. Finally, we will see what’s biting at the historic seaport before making our way back to Mallory Square.

 Hemingway Home & Sloppy Joe’s Bar

An absolute must-see for everyone who visits Key West is the home of Ernest Hemingway and his ”home away from home” Sloppy Joe’s Bar. You will be met pier side by your professional guide to begin a leisurely stroll throughout old town Key West. Along the way you will see and learn about the Truman Little White House, Bahama Village, the Straw Market and the Key West Lighthouse. Your guide will transport you to 1930’s Key West where Hemingway wrote some of his best work. At the museum your guided tour includes the home and beautiful gardens along with a chance to visit with the current residents - the six toed cats. These famous felines are descendants of Hemingway’s original pets. Next, we make our way to Hemingway’s favorite haunt - Sloppy Joe’s Bar. Here you will tour the historic building, learn of Hemingway’s more infamous past, and see some fascinating memorabilia. The tour concludes with the option to return to the cruise ship pier with your guide or enjoy your remaining free time downtown.

 Historic Homes & Gardens

Experience Key West's distinctive architecture, history and culture on this 2 hour tour. Your knowledgeable local guide will chat about the colorful island on the short strolls between destinations.  Each of these National Register properties has fascinating associations with international names and the rich history of Key West. The tour begins with a stroll along the beautiful tree lined streets of Truman Annex where you will see magnificent homes and exotic plantings. The tour continues past Heritage House & Porter Mansion. A short walk brings you to the Curry Mansion, a magnificent structure created by the riches of Florida’s first millionaire. Our next stop is Simonton Court’s colorful gardens. Next is the Old Town Manor where you will tour their pristine garden. A final stroll brings you to the Audubon House, filled with unusual European furnishings from shipwrecks and original “Birds of America” engravings surrounded by an acre of tropical Key West gardens.

 Bone Island Ghost Tour

Key West was originally named “Bone Island” and for good reason! While searching for the fountain of youth, Ponce de Leon made an ominous discovery when he came ashore in 1521… On this 1.5 hour walking tour your master storyteller will guide you through the streets and back alleys of this famously haunted isle. Bring your camera and an open mind on this journey into the past and beyond where unsettled spirits roam free. True tales include shipwrecks, pirates, voodoo, a washed away cemetery, haunted mansions and a cursed treasure!


Tiki Boat Adventures


Imagine, you and up to 5 friends on an unforgettable experience! Explore the turquoise waters of Key West & the Florida Keys on a floating tiki bar boat. Our intimate charters feature thatched canopies for shade, a gorgeous tiki bar, a bathroom & so much more! Eco tours, sandbar trips and tiki boat sunset cruises!


For more details and booking information visit KeyWestWalkingTours.com