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Top 10 Best Key West Walking Tours

Found 46 Walking Tours activities in Key West. Sort by Popularity. - Page 2
 

The Ghosts of Key West Walking Tour

(4.3 of 124 reviews)

Get ready for a fun and fright-filled evening as we explore the haunted history of Key West! Starting at the charming River Street Sweets, we’ll stroll beneath the moonlight to some of the island’s most legendary landmarks. He... More

Free Cancellation
Start From $24.99
 
The Ghosts of Key West Walking Tour

The Ghosts of Key West Walking Tour

  • Key West
  • Exellent124 reviews4.3

Get ready for a fun and fright-filled evening as we explore the haunted history of Key West! Startin....

    Free Cancellation
    Start From $24.99
 
 

Key West’s Old Town Treasures: A Self-Guided Audio Tour

(4.8 of 19 reviews)

See Key West’s top attractions from the Lighthouse to the Little White House at your own pace with this affordable walking tour. • Find out how the town nearly went bankrupt before reinventing itself as ‘The Conch Republic... More

Free Cancellation
Private Tour
Start From $14.99
 
Key West’s Old Town Treasures: A Self-Guided Audio Tour

Key West’s Old Town Treasures: A Self-Guided Audio Tour

  • Key West
  • Superb19 reviews4.8

See Key West’s top attractions from the Lighthouse to the Little White House at your own pace with....

    Free Cancellation
    Private Tour
    Start From $14.99
 
 

Exploring and Walking Food Tour of Cayo Hueso

(5 of 1 review)

Uncover the hidden gems of Cayo Hueso on our intimate walking tour, where you'll experience the city like a local. Explore charming alleyways, discover secret historical sites, and savor authentic local flavors - all while hearing... More

Free Cancellation
Private Tour
Start From $80.00
 
Exploring and Walking Food Tour of Cayo Hueso

Exploring and Walking Food Tour of Cayo Hueso

  • Key West
  • Superb1 review5

Uncover the hidden gems of Cayo Hueso on our intimate walking tour, where you'll experience the city....

    Free Cancellation
    Private Tour
    Start From $80.00
 
 

Old Town Key West Literary Walking Tour

(4.9 of 98 reviews)

Join us every weekend for the Old Town Literary Walking Tour, a stroll through downtown Key West, illuminating stories of writers that have called our island home. Inspired by David A. Kaufelt’s original literary walking tour, ... More

Free Cancellation
Private Tour
Start From $30.00
 
Old Town Key West Literary Walking Tour

Old Town Key West Literary Walking Tour

  • Key West
  • Superb98 reviews4.9

Join us every weekend for the Old Town Literary Walking Tour, a stroll through downtown Key West, i....

    Free Cancellation
    Private Tour
    Start From $30.00
 
 

Hemingway Tour

(4 of 12 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
Private Tour
Start From $69.00
 
Hemingway Tour

Hemingway Tour

  • Key West
  • Very Good12 reviews4

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

    Free Cancellation
    Private Tour
    Start From $69.00
 
 

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
Private Tour
Start From $35.00
 
2-Hour Live Music Guided Tour in Key West

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
    Private Tour
    Start From $35.00
 
 

A Self Guided Key West Cemetery Tour

(5 of 14 reviews)

This self-guided audio tour takes you through the Key West Cemetery, a unique graveyard filled with characters that shaped the island's bohemian past. Join Frank Everhart, a nearly 30-year Key West resident, on a walking tour wher... More

Free Cancellation
Private Tour
Start From $29.99
 
A Self Guided Key West Cemetery Tour

A Self Guided Key West Cemetery Tour

  • Key West
  • Superb14 reviews5

This self-guided audio tour takes you through the Key West Cemetery, a unique graveyard filled with ....

    Free Cancellation
    Private Tour
    Start From $29.99
 
 

Florida Key West Self-Guided Walking Audio Tour

(4.8 of 14 reviews)

Explore beautiful coastlines, wild history, and fascinating wildlife with this self-guided walking tour of Key West. Get to know famed author Ernest Hemingway and the island’s influence on his work. Hear stories of pirates, ship... More

Free Cancellation
Private Tour
Start From $9.99
 
Florida Key West Self-Guided Walking Audio Tour

Florida Key West Self-Guided Walking Audio Tour

  • Key West
  • Superb14 reviews4.8

Explore beautiful coastlines, wild history, and fascinating wildlife with this self-guided walking t....

    Free Cancellation
    Private Tour
    Start From $9.99
 
 

Key West Smartphone guided Ghost Walking Tour App/GPS/EMF Reader

(4.2 of 9 reviews)

Go at your own pace and schedule. You'll see Key West's most haunted spots and hear their ghostly stories on spooky solo walking tour on the WalknTours App. 1 purchase works on 2 smartphones. BOGO! Avoid large tour groups. Hea... More

Free Cancellation
Private Tour
Start From $7.75
 
Key West Smartphone guided Ghost Walking Tour App/GPS/EMF Reader

Key West Smartphone guided Ghost Walking Tour App/GPS/EMF Reader

  • Key West
  • Exellent9 reviews4.2

Go at your own pace and schedule. You'll see Key West's most haunted spots and hear their ghostly st....

    Free Cancellation
    Private Tour
    Start From $7.75
 
 

An Audio Guide of Key West’s Journey From Village to Micro State

(4 of 1 review)

Key West is famous as mainland America’s Caribbean resort town. Here, time slows down as the island vibes take over. But, as you’ll soon find out on this walking tour, there’s more to this island than umbrella drinks and war... More

Free Cancellation
Private Tour
Start From $11.99
 
An Audio Guide of Key West’s Journey From Village to Micro State

An Audio Guide of Key West’s Journey From Village to Micro Stat....

  • Key West
  • Very Good1 review4

Key West is famous as mainland America’s Caribbean resort town. Here, time slows down as the islan....

    Free Cancellation
    Private Tour
    Start From $11.99
 
 
-10% Florida Audio Tour Bundle 3 Self-Guided Sightseeing Tours

Florida Audio Tour Bundle 3 Self-Guided Sightseeing Tours

(5 of 1 review)

Get the Florida Tour Bundle that features three audio tours - Everglades National Park, Big Cypress National Preserve, and Overseas Highway & Florida Keys! You'll embark on an unforgettable journey through in the sunshine state. ... More

Special Offer
Free Cancellation
Private Tour
Start From $31.49
(Saving 10% ) $34.99
 
-10% Florida Audio Tour Bundle 3 Self-Guided Sightseeing Tours

Florida Audio Tour Bundle 3 Self-Guided Sightseeing Tours

  • Key West
  • Superb1 review5

Get the Florida Tour Bundle that features three audio tours - Everglades National Park, Big Cypress ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $31.49
    (Saving 10% ) $34.99
 
 

Key West History Audio Guided Walking Tour

(5 of 1 review)

You may have heard the island of Key West called many different things – America’s Caribbean Island, Margaritaville or The Conch Republic. But you know what we locals call it? Paradise!! And I bet by the end of our tour you wi... More

Free Cancellation
Private Tour
Start From $7.75
 
Key West History Audio Guided Walking Tour

Key West History Audio Guided Walking Tour

  • Key West
  • Superb1 review5

You may have heard the island of Key West called many different things – America’s Caribbean Isl....

    Free Cancellation
    Private Tour
    Start From $7.75
 
 

The Hemingway Experience in Key West

(4.6 of 10 reviews)

The Hemingway Experience celebrates Key West’s most infamous author, Ernest “Papa” Hemingway, with a historical walking adventure retracing his steps on a "Bucket List" tour of Old Town. Our 4-hour guided experience stops at... More

Free Cancellation
Private Tour
Start From $185.00
 
The Hemingway Experience in Key West

The Hemingway Experience in Key West

  • Key West
  • Superb10 reviews4.6

The Hemingway Experience celebrates Key West’s most infamous author, Ernest “Papa” Hemingway, ....

    Free Cancellation
    Private Tour
    Start From $185.00
 
 

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

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
 
 

Key West Art History Private Tour

(5 of 35 reviews)

Go beyond all of the Bars and drunk people to learn the “WHY” on how Key West became the home to many counter culture icons! Papa Hemingway, Jimmy Buffett, Tennessee Williams and more! This is Key West’s ONLY guided Art Hist... More

Free Cancellation
Private Tour
Start From $59.99
 
Key West Art History Private Tour

Key West Art History Private Tour

  • Key West
  • Superb35 reviews5

Go beyond all of the Bars and drunk people to learn the “WHY” on how Key West became the home to....

    Free Cancellation
    Private Tour
    Start From $59.99
 
 

Key West Waterfront Cocktail Walk to Mallory Square’s Sunset Celebration!

(4.1 of 14 reviews)

We invite you to take an exclusive cocktail & food taste tour on the Waterfront in Downtown Key West! Our seasoned local guide will dive into the history of Old Fisherman’s Wharf & how it has transformed into Yacht Harbor! ... More

Free Cancellation
Private Tour
Start From $139.00
 
Key West Waterfront Cocktail Walk to Mallory Square’s Sunset Celebration!

Key West Waterfront Cocktail Walk to Mallory Square’s Sunset Ce....

  • Key West
  • Exellent14 reviews4.1

We invite you to take an exclusive cocktail & food taste tour on the Waterfront in Downtown Key Wes....

    Free Cancellation
    Private Tour
    Start From $139.00
 
 

Private Secret Food Tour of Key West

(5 of 10 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
Private Tour
Start From $370.00
 
Private Secret Food Tour of Key West

Private Secret Food Tour of Key West

  • Key West
  • Superb10 reviews5

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

    Free Cancellation
    Private Tour
    Start From $370.00
 
 

Maritime Village to Micro State: A Self Guided Tour of Key West

(5 of 2 reviews)

Key West is famous as mainland America's Caribbean resort town. Here, time slows down as the island vibes take over. But there is more to this island than umbrella drinks and warm breezes. Key West has an incredible history, fro... More

Free Cancellation
Private Tour
Start From $11.99
 
Maritime Village to Micro State: A Self Guided Tour of Key West

Maritime Village to Micro State: A Self Guided Tour of Key West

  • Key West
  • Superb2 reviews5

Key West is famous as mainland America's Caribbean resort town. Here, time slows down as the island ....

    Free Cancellation
    Private Tour
    Start From $11.99
 
 

Bahama Village Walking Tour

(5 of 2 reviews)

Tours will begin at the corridor of the Southernmost District near the Key West Lighthouse and the home of the infamous author Ernest Hemingway. We will proceed through the Southernmost District and continue onto the neighborhood ... More

Free Cancellation
Private Tour
Start From $30.00
 
Bahama Village Walking Tour

Bahama Village Walking Tour

  • Key West
  • Superb2 reviews5

Tours will begin at the corridor of the Southernmost District near the Key West Lighthouse and the h....

    Free Cancellation
    Private Tour
    Start From $30.00
 
 

A Self-Guided Tour of Key West's Legends and Sights

(5 of 2 reviews)

Slip into Jimmy Buffett and Hemingway’s sandals and see iconic island sights on this self-guided audio tour. Key West’s quirky island lifestyle has attracted larger-than-life characters, including author Ernest Hemingway, si... More

Free Cancellation
Private Tour
Start From $29.99
 
A Self-Guided Tour of Key West's Legends and Sights

A Self-Guided Tour of Key West's Legends and Sights

  • Key West
  • Superb2 reviews5

Slip into Jimmy Buffett and Hemingway’s sandals and see iconic island sights on this self-guided a....

    Free Cancellation
    Private Tour
    Start From $29.99
 
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