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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

(4.9 of 1,454 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
  • Superb1,454 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
 
 

Jimmy Buffett Tour

(4.7 of 208 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
  • Superb208 reviews4.7

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 Craft Cocktail Crawl

(4.9 of 464 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 Likely to Sell Out

Key West Craft Cocktail Crawl

  • Key West
  • Superb464 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
 
 

Fort East Martello Ghost Tour & VIP Robert the Doll Experience

(4.7 of 142 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
  • 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....

    Free Cancellation
    Start From $99.00
 
 

Key West Historic Seaport Food & Walking Tour

(4.9 of 599 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 Likely to Sell Out

Key West Historic Seaport Food & Walking Tour

  • Key West
  • Superb599 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 Haunted Pub Crawl and Ghost Tour with Free T-Shirt

(4.5 of 477 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
  • Exellent477 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 89 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
  • Superb89 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
 
 

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

(4.6 of 334 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
  • Superb334 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
 
 

Southernmost Key West History and Culture Small-Group Walking Tour

(5 of 108 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
  • Superb108 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 Haunted Pub Crawl Walking Tour

(4.5 of 68 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
  • Exellent68 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
 
 

Key West Walking Food Tour With Secret Food Tours

(4.8 of 225 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
  • 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....

    Free Cancellation
    Start From $109.00
 
 

The Dark Side of Key West Ghost Tour

(4.6 of 328 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
  • Superb328 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
 
 

Key West Ghost and Mysteries Guided Tour

(4.5 of 1,045 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
  • Exellent1,045 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
 
 

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
 
 

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
 
 

Southernmost Ghosts Tour

(4.2 of 21 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
Start From $36.00
 
 Southernmost Ghosts Tour Likely to Sell Out

Southernmost Ghosts Tour

  • Key West
  • Exellent21 reviews4.2

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

    Free Cancellation
    Start From $36.00
 
 

Key West Historic Bahama Village & Hemingway Heritage

(5 of 243 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
  • Superb243 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
 
 

2-Hour Live Music Guided Tour in Key West

(5 of 14 reviews)

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

Free Cancellation
Start From $35.00
 
2-Hour Live Music Guided Tour in Key West Likely to Sell Out

2-Hour Live Music Guided Tour in Key West

  • Key West
  • Superb14 reviews5

Discover Key West’s best live music with a local guide. Visit 4 music venues in two hours. The Tic....

    Free Cancellation
    Start From $35.00
 
 

Key Lime Pie Walking Tour of Key West Historic Seaport

(5 of 16 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
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
  • Superb16 reviews5

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

    Free Cancellation
    Start From $63.43
 
 

Private Professional Vacation Photoshoot in Key West

(5 of 3 reviews)

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

Free Cancellation
Private Tour
Start From $141.83
 
 Private Professional Vacation Photoshoot in Key West Likely to Sell Out

Private Professional Vacation Photoshoot in Key West

  • Key West
  • Superb3 reviews5

Get ready for an unforgettable photographic journey through Key West most iconic destinations! We’....

    Free Cancellation
    Private Tour
    Start From $141.83
 
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