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Top 10 Best Key West Walking Tours

Found 46 Walking Tours activities in Key West. Sort by Popularity.
 

Southernmost Food & Cultural Walking Tour by Key West Food Tours

(4.9 of 1,410 reviews)

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

Free Cancellation
Start From $93.41
 
Southernmost Food & Cultural Walking Tour by Key West Food Tours

Southernmost Food & Cultural Walking Tour by Key West Food Tours

  • Key West
  • Superb1,410 reviews4.9

Enjoy a taste of Key West on this 3-hour food walking tour, led by an expert guide. Along the way....

    Free Cancellation
    Start From $93.41
 
 

Key West Historic Seaport Food & Walking Tour

(4.9 of 589 reviews)

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

Free Cancellation
Start From $93.41
 
Key West Historic Seaport Food & Walking Tour

Key West Historic Seaport Food & Walking Tour

  • Key West
  • Superb589 reviews4.9

Discover the flavors of the ocean on this locally guided 3-hour food tour of Key West. Savor maritim....

    Free Cancellation
    Start From $93.41
 
 

Key West Craft Cocktail Crawl

(4.9 of 451 reviews)

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

Free Cancellation
Start From $93.68
 
Key West Craft Cocktail Crawl

Key West Craft Cocktail Crawl

  • Key West
  • Superb451 reviews4.9

Join us on a sip and stroll through Key West's craftiest bars and hidden local gems enjoying 5 local....

    Free Cancellation
    Start From $93.68
 
 

Jimmy Buffett Tour

(4.6 of 194 reviews)

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

Free Cancellation
Start From $79.00
 
Jimmy Buffett Tour Likely to Sell Out

Jimmy Buffett Tour

  • Key West
  • Superb194 reviews4.6

You will begin this 1 hour and 30 minute guided tour by meeting your tour guide, (who will be wearin....

    Free Cancellation
    Start From $79.00
 
 

Key West Haunted Pub Crawl and Ghost Tour with Free T-Shirt

(4.5 of 466 reviews)

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

Free Cancellation
Start From $32.20
 
Key West Haunted Pub Crawl and Ghost Tour with Free T-Shirt Likely to Sell Out

Key West Haunted Pub Crawl and Ghost Tour with Free T-Shirt

  • Key West
  • Exellent466 reviews4.5

Are you ready for some "spirited" fun? Join us on a spine tingling adventure through Bone Island. Af....

    Free Cancellation
    Start From $32.20
 
 

Hemingway Food and Walking Tour

(4.7 of 88 reviews)

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

Free Cancellation
Start From $99.00
 
Hemingway Food and Walking Tour Likely to Sell Out

Hemingway Food and Walking Tour

  • Key West
  • Superb88 reviews4.7

This guided walking tour will take you to the real places that Hemingway lived, worked and played, i....

    Free Cancellation
    Start From $99.00
 
 

Fort East Martello Ghost Tour & VIP Robert the Doll Experience

(4.7 of 141 reviews)

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

Free Cancellation
Start From $99.00
 
Fort East Martello Ghost Tour & VIP Robert the Doll Experience Likely to Sell Out

Fort East Martello Ghost Tour & VIP Robert the Doll Experience

  • Key West
  • Superb141 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....

    Free Cancellation
    Start From $99.00
 
 

Original Key West Pub Crawl: The Best Bars with Free T-Shirt

(4.6 of 332 reviews)

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

Free Cancellation
Start From $42.95
 
Original Key West Pub Crawl: The Best Bars with Free T-Shirt Likely to Sell Out

Original Key West Pub Crawl: The Best Bars with Free T-Shirt

  • Key West
  • Superb332 reviews4.6

If you’re looking for the ultimate Key West experience, join the 'Duval Crawl' pub crawl! Key West....

    Free Cancellation
    Start From $42.95
 
 

Key West Walking Food Tour With Secret Food Tours

(4.8 of 217 reviews)

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

Free Cancellation
Start From $109.00
 
Key West Walking Food Tour With Secret Food Tours Likely to Sell Out

Key West Walking Food Tour With Secret Food Tours

  • Key West
  • Superb217 reviews4.8

On our Secret Food Tour: Key West Old Town, we'll walk far from the tourist traps of Duval to show y....

    Free Cancellation
    Start From $109.00
 
 

Southernmost Key West History and Culture Small-Group Walking Tour

(5 of 102 reviews)

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

Free Cancellation
Start From $39.99
 
Southernmost Key West History and Culture Small-Group Walking Tour Likely to Sell Out

Southernmost Key West History and Culture Small-Group Walking Tou....

  • Key West
  • Superb102 reviews5

Meet The Locals, On Foot, At Eye Level If you’re like us, you think of travel as more than just ....

    Free Cancellation
    Start From $39.99
 
 

Key West Historic Bahama Village & Hemingway Heritage

(5 of 241 reviews)

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

Free Cancellation
Start From $46.99
 
Key West Historic Bahama Village & Hemingway Heritage Likely to Sell Out

Key West Historic Bahama Village & Hemingway Heritage

  • Key West
  • Superb241 reviews5

Experience Historic Key West With A Small-Group Walking Tour Ever wondered how the island of Key We....

    Free Cancellation
    Start From $46.99
 
 

Key West Haunted Pub Crawl Walking Tour

(4.5 of 67 reviews)

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

Free Cancellation
Start From $29.99
 
Key West Haunted Pub Crawl Walking Tour Likely to Sell Out

Key West Haunted Pub Crawl Walking Tour

  • Key West
  • Exellent67 reviews4.5

Our Key West Haunted Pub Crawl showcases some of the more unusual and lesser-known histories of Key ....

    Free Cancellation
    Start From $29.99
 
 

Hemingway Tour

(3.9 of 11 reviews)

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

Free Cancellation
Start From $69.00
 
Hemingway Tour Likely to Sell Out

Hemingway Tour

  • Key West
  • Very Good11 reviews3.9

You will begin this 65 minute nighttime guided walking tour by meeting your tour guide at Capt. Tony....

    Free Cancellation
    Start From $69.00
 
 

The Dark Side of Key West Ghost Tour

(4.6 of 320 reviews)

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

Free Cancellation
Start From $34.99
 
The Dark Side of Key West Ghost Tour Likely to Sell Out

The Dark Side of Key West Ghost Tour

  • Key West
  • Superb320 reviews4.6

The Dark Side of Key West is our adult’s only option that focuses on Key West’s dark and salacio....

    Free Cancellation
    Start From $34.99
 
 

The Original Key West Ghost Hunt

(4.6 of 84 reviews)

We are the only locally owned haunted attraction with exclusive access to two locations. Our local experts provide Ghost Hunting equipment along with personal experience that can't be replicated. ... More

Free Cancellation
Start From $28.00
 
The Original Key West Ghost Hunt Likely to Sell Out

The Original Key West Ghost Hunt

  • Key West
  • Superb84 reviews4.6

We are the only locally owned haunted attraction with exclusive access to two locations. Our local e....

    Free Cancellation
    Start From $28.00
 
 

Key West Ghost and Mysteries Guided Tour

(4.5 of 1,040 reviews)

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

Free Cancellation
Start From $40.00
 
Key West Ghost and Mysteries Guided Tour Likely to Sell Out

Key West Ghost and Mysteries Guided Tour

  • Key West
  • Exellent1,040 reviews4.5

Discover why Key West is one of the most haunted locations in the country on this 90 minute walking ....

    Free Cancellation
    Start From $40.00
 
 

PRIVATE Welcome to Key West Walking Tour

(4.9 of 18 reviews)

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 me... More

Free Cancellation
Private Tour
Start From $137.50
 
PRIVATE Welcome to Key West Walking Tour Likely to Sell Out

PRIVATE Welcome to Key West Walking Tour

  • Key West
  • Superb18 reviews4.9

Welcome to Key West! Stroll through Old Town Key West with a long-time local, see & learn about the ....

    Free Cancellation
    Private Tour
    Start From $137.50
 
 

PRIVATE Key West Haunted History Walking Tour

(5 of 10 reviews)

Walk through Old Town Key West with a long-time local, hear the haunted history of Key West, her beautiful historic mansions, and visit a haunted bar or two. This is private tour is customizable, meaning you can request to adjus... More

Free Cancellation
Private Tour
Start From $137.50
 
PRIVATE Key West Haunted History Walking Tour Likely to Sell Out

PRIVATE Key West Haunted History Walking Tour

  • Key West
  • Superb10 reviews5

Walk through Old Town Key West with a long-time local, hear the haunted history of Key West, her bea....

    Free Cancellation
    Private Tour
    Start From $137.50
 
 

Southernmost Ghosts Tour

(4.4 of 19 reviews)

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

Free Cancellation
Private Tour
Start From $36.00
 
 Southernmost Ghosts Tour Likely to Sell Out

Southernmost Ghosts Tour

  • Key West
  • Exellent19 reviews4.4

Explore the eerie streets of Key West with Southernmost Ghosts on a captivating hour-long walking to....

    Free Cancellation
    Private Tour
    Start From $36.00
 
 

Key Lime Pie Walking Tour of Key West Historic Seaport

(5 of 9 reviews)

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

Free Cancellation
Private Tour
Start From $63.43
 
Key Lime Pie Walking Tour of Key West Historic Seaport Likely to Sell Out

Key Lime Pie Walking Tour of Key West Historic Seaport

  • Key West
  • Superb9 reviews5

Where is the Best Key Lime Pie? YOU decide! Experience the allure of the finest Key Lime Pie in Key....

    Free Cancellation
    Private Tour
    Start From $63.43
 
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