Walking Tours in Key West
Top 10 Best Key West Walking Tours
Found 45 Walking Tours activities in Key West. Sort by Popularity.Southernmost Food & Cultural Walking Tour by Key West Food Tours
Enjoy a taste of Key West on this 3-hour food walking tour, led by an expert guide. Along the way visit 5 locally-run “mom and pop” establishments in historic old town, dining on typical Cuban dishes, local seafood, and of ... More

Southernmost Food & Cultural Walking Tour by Key West Food Tours
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Key West
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Superb1,454 reviews4.9
Enjoy a taste of Key West on this 3-hour food walking tour, led by an expert guide. Along the way....
Jimmy Buffett Tour
You will begin this 1 hour and 30 minute guided tour by meeting your tour guide, (who will be wearing a neon green shirt) at Margaritaville. Musician Jimmy Buffett arrived in Key West 50 years ago in 1971. This walking tour will t... More

Jimmy Buffett Tour
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Key West
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Superb208 reviews4.7
You will begin this 1 hour and 30 minute guided tour by meeting your tour guide, (who will be wearin....
Key West Craft Cocktail Crawl
Join us on a sip and stroll through Key West's craftiest bars and hidden local gems enjoying 5 local cocktails & 2 food tastings! Discover the iconic stories behind Key West’s signature drinks, like the Hemingway Daiquiri, and ... More

Key West Craft Cocktail Crawl
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Key West
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Superb464 reviews4.9
Join us on a sip and stroll through Key West's craftiest bars and hidden local gems enjoying 5 local....
Fort East Martello Ghost Tour & VIP Robert the Doll Experience
Don't let the trolley take you for a ride. We're the only ghost tour in Key West where you'll walk the dark halls of historic Fort East Martello with authentic ghost-hunting equipment and meet Key West's infamous haunted doll, Rob... More

Fort East Martello Ghost Tour & VIP Robert the Doll Experience
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Key West
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Superb142 reviews4.7
Don't let the trolley take you for a ride. We're the only ghost tour in Key West where you'll walk t....
Key West Historic Seaport Food & Walking Tour
Discover the flavors of the ocean on this locally guided 3-hour food tour of Key West. Savor maritime history through delicious seafood (or tasty non-seafood options) cuban sandwich & key lime pie tastings. Sample classic ingredie... More

Key West Historic Seaport Food & Walking Tour
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Key West
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Superb599 reviews4.9
Discover the flavors of the ocean on this locally guided 3-hour food tour of Key West. Savor maritim....
Key West Haunted Pub Crawl and Ghost Tour with Free T-Shirt
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 e... More

Key West Haunted Pub Crawl and Ghost Tour with Free T-Shirt
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Key West
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Exellent477 reviews4.5
Are you ready for some "spirited" fun? Join us on a spine tingling adventure through Bone Island. Af....
Hemingway Food and Walking Tour
This guided walking tour will take you to the real places that Hemingway lived, worked and played, including where he watched and refereed boxing matches, where he kept his boat the Pilar, the bookstore where his books were sold, ... More

Hemingway Food and Walking Tour
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Key West
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Superb89 reviews4.7
This guided walking tour will take you to the real places that Hemingway lived, worked and played, i....
Original Key West Pub Crawl: The Best Bars with Free T-Shirt
If you’re looking for the ultimate Key West experience, join the 'Duval Crawl' pub crawl! Key West is famous for its lively bars. Join the original Key West Pub Crawl established in 2002. The only pub crawl that includes five dr... More

Original Key West Pub Crawl: The Best Bars with Free T-Shirt
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Key West
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Superb334 reviews4.6
If you’re looking for the ultimate Key West experience, join the 'Duval Crawl' pub crawl! Key West....
Southernmost Key West History and Culture Small-Group Walking Tour
Meet The Locals, On Foot, At Eye Level If you’re like us, you think of travel as more than just “going places.” You crave experience and discovery, not just monuments and museums. You want to understand what’s behind the ... More

Southernmost Key West History and Culture Small-Group Walking Tou....
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Key West
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Superb108 reviews5
Meet The Locals, On Foot, At Eye Level If you’re like us, you think of travel as more than just ....
Key West Haunted Pub Crawl Walking Tour
Our Key West Haunted Pub Crawl showcases some of the more unusual and lesser-known histories of Key West. From the island's demonic dolls to one infamous case of necrophilia, not everything is glamorous in paradise.... More

Key West Haunted Pub Crawl Walking Tour
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Key West
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Exellent68 reviews4.5
Our Key West Haunted Pub Crawl showcases some of the more unusual and lesser-known histories of Key ....
Key West Walking Food Tour With Secret Food Tours
On our Secret Food Tour: Key West Old Town, we'll walk far from the tourist traps of Duval to show you the real city and its best food. You'll gain insight into how the diverse cultural influences of Key West have shaped the islan... More

Key West Walking Food Tour With Secret Food Tours
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Key West
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Superb225 reviews4.8
On our Secret Food Tour: Key West Old Town, we'll walk far from the tourist traps of Duval to show y....
The Dark Side of Key West Ghost Tour
The Dark Side of Key West is our adult’s only option that focuses on Key West’s dark and salacious past. We will discuss pirates, Count Von Cosel, Robert the Doll, and The Hemingway House. We will tell you all about the grisly... More

The Dark Side of Key West Ghost Tour
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Key West
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Superb328 reviews4.6
The Dark Side of Key West is our adult’s only option that focuses on Key West’s dark and salacio....
Key West Ghost and Mysteries Guided Tour
Discover why Key West is one of the most haunted locations in the country on this 90 minute walking tour that starts at the corner of Duval and Caroline Streets, and led by your experienced guide and storyteller. Walk down hidden ... More

Key West Ghost and Mysteries Guided Tour
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Key West
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Exellent1,045 reviews4.5
Discover why Key West is one of the most haunted locations in the country on this 90 minute walking ....

The Original Key West Ghost Hunt
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Key West
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Superb84 reviews4.6
We are the only locally owned haunted attraction with exclusive access to two locations. Our local e....
Hemingway Tour
You will begin this 65 minute nighttime guided walking tour by meeting your tour guide at Capt. Tony's Saloon outside front doors (428 Greene Street). You will then be taken to several of Ernest Hemingway's haunts around Old Town ... More

Hemingway Tour
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Key West
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Very Good11 reviews3.9
You will begin this 65 minute nighttime guided walking tour by meeting your tour guide at Capt. Tony....
Southernmost Ghosts Tour
Explore the eerie streets of Key West with Southernmost Ghosts on a captivating hour-long walking tour that uncovers the city’s dark past. Led by passionate storytellers, you’ll wander through historic Old Town, where every co... More

Southernmost Ghosts Tour
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Key West
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Exellent21 reviews4.2
Explore the eerie streets of Key West with Southernmost Ghosts on a captivating hour-long walking to....
Key West Historic Bahama Village & Hemingway Heritage
Experience Historic Key West With A Small-Group Walking Tour Ever wondered how the island of Key West was discovered and became so rich? Explore Key West’s history, lore, and legends from the ground up with an intimate walking ... More

Key West Historic Bahama Village & Hemingway Heritage
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Key West
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Superb243 reviews5
Experience Historic Key West With A Small-Group Walking Tour Ever wondered how the island of Key We....
2-Hour Live Music Guided Tour in Key West
Discover Key West’s best live music with a local guide. Visit 4 music venues in two hours. The Ticket includes, drink discounts, digital guide for upcoming events, digital download of local artists music, and historical overview... More

2-Hour Live Music Guided Tour in Key West
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Key West
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Superb14 reviews5
Discover Key West’s best live music with a local guide. Visit 4 music venues in two hours. The Tic....
Key Lime Pie Walking Tour of Key West Historic Seaport
Where is the Best Key Lime Pie? YOU decide! Experience the allure of the finest Key Lime Pie in Key West as you embark on a flavorful stroll along the historic waterfront harbor in Old Town Key West. Delight your palate with thre... More

Key Lime Pie Walking Tour of Key West Historic Seaport
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Key West
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Superb16 reviews5
Where is the Best Key Lime Pie? YOU decide! Experience the allure of the finest Key Lime Pie in Key....
Private Professional Vacation Photoshoot in Key West
Get ready for an unforgettable photographic journey through Key West most iconic destinations! We’ll guide you on a relaxed exploration of the island’s most photogenic landmarks, showcasing the best Key West has to offer. Alo... More
Private Tour

Private Professional Vacation Photoshoot in Key West
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Key West
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Superb3 reviews5
Get ready for an unforgettable photographic journey through Key West most iconic destinations! We’....
Private Tour