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29 results | All Key West Tours

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Key West Conch Tour Train

Key West Conch Tour Train

star-4
277
Explore the best that Key West has to offer on this narrated, Conch Train Tour. See Key West’s top attractions and learn about the Conch Republic’s history and residents, past and present. See where Ernest Hemingway used to hang out and find out why Harry Truman used to spend so much time here. Get to know Old Town Key West, from the Front Street Depot to Mallory Square and everything in between, including live onboard commentary from a professional tour conductor. It’s Key West’s original, and most iconic, sightseeing tour.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$39.98
From
$39.98

Guided Bicycle Tour of Old Town Key West

Guided Bicycle Tour of Old Town Key West

star-5
1429
Ride through the streets of Old Town Key West during a leisurely bicycle tour—a perfect introduction for first-time visitors. Learn about the island's history and see highlights such as Mallory Square, Mile Marker Zero, and White Street Pier. Pedal out to the Southernmost Point Buoy and enjoy panoramic ocean views. Plus, choose from morning or afternoon times to easily fit this tour into your schedule.
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  • 3 hours
  • Free Cancellation
From
$49.81
From
$49.81

Hemingway Food and Walking Tour
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Hemingway Food and Walking Tour

star-5
41
Follow in the footsteps of Ernest Hemingway during a walking tour that focuses on food, culture, and history. Exploring Key West on foot means that you'll get a more intimate glimpse into the historic area, which is characterized by its charming bars and plethora of museums. Plus, you'll receive personalized attention as you explore in a small group limited to only 15 other travelers.
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  • 2 hours
  • Free Cancellation
From
$89.00
From
$89.00

Jimmy Buffett Tour
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Jimmy Buffett Tour

star-5
16
Jimmy Buffett has left his mark on Key West since he arrived 50 years ago. If you have a passion for all things Buffett and Margaritaville, this walking tour is the best way to find the locations around Old Key West that inspired his songs. Your guide will also take you to the location of his first gig, some of his favorite watering holes, bars he played in and his recording studio.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$69.00
From
$69.00

Key West Historic District Small-Group Walking Tour

Key West Historic District Small-Group Walking Tour

star-5
76
Rich in history and culture, Key West's Historic District demands to be explored in the company of someone who knows its stories. This small-group walking tour promises a far richer experience than wandering around alone. As you stroll through the scenic streets, your guide will fill you in on Key West's history, lore and legends.
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  • 2 hours
  • Free Cancellation
From
$46.99
From
$46.99

Private Key West Conch Republic Tiki Bike Experience by Kokomo Cabs Key West
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Private Key West Conch Republic Tiki Bike Experience by Kokomo Cabs Key West

star-5
35
Swap crowded bus tours for a private and personalized tour of Key West on a comfortable, and unique, tiki bike. Your driver will pedal you around the streets of Old Town and the Historic District to top attractions and places that cannot be reached by bus. You'll also be treated to a slice of famous Kermit's Key lime pie.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$224.99
per group
From
$224.99
per group

Beach Day in Key West with Picnic Lunch

Beach Day in Key West with Picnic Lunch

star-5
49
Visit Fort Zachary Taylor Historic State Park on a tour that introduces you to both the history and natural beauty of Key West. Located on the southwestern tip of the island, the park is a relaxing place to spend a few hours snorkeling, sunbathing, and discovering historical sites. This tour provides an easy way to see more of Key West for those short on time.
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  • 3 to 5 hours
  • Free Cancellation
From
$125.00
From
$125.00

The Ghosts of Key West Walking Tour

The Ghosts of Key West Walking Tour

star-4.5
61
Key West is rich in spooky history but you need a local's insight to fill you in. This walking tour is focused on the island city's hauntings and ghost tales. As you visit notable spots such as St. Paul's Episcopal Church and the Audubon House and Tropical Gardens, your guide will shed light on prominent figures and the dark history of Key West.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$24.99
From
$24.99

PRIVATE Key West Haunted History Walking Tour
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PRIVATE Key West Haunted History Walking Tour

star-5
3
Key West is filled with rich and spooky history, but ghost tours often lose some of their haunting atmosphere when guests are crowded together in a group. This private walking tour is exclusively for your party so you'll enjoy your guide's undivided attention as they lead you to at least five haunted mansions and two haunted bars.
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  • 1 hour 30 minutes to 2 hours
  • Free Cancellation
From
$137.50
Price varies by group size
From
$137.50
Price varies by group size

Key West Shore Excursion: Conch Tour Train

Key West Shore Excursion: Conch Tour Train

star-4.5
8
When arriving at the Port of Key West, explore the best this island city has to offer on a narrated, 90-minute Conch Tour Train independent excursion. Visit Key West’s top attractions and learn about the Conch Republic’s history and residents, past and present. See where Ernest Hemingway used to hang out and find out why Harry Truman used to spend so much time here. Get to know Old Town Key West, from the Front Street Depot to Mallory Square, including live onboard commentary from a professional tour conductor. It’s Key West’s original sightseeing tour.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$39.30
From
$39.30

Key West Haunted Pub Crawl Walking Tour

Key West Haunted Pub Crawl Walking Tour

star-3.5
3
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.
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  • 2 hours
  • Free Cancellation
From
$29.99
From
$29.99

Southernmost Key West History and Culture Small-Group Walking Tour
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Southernmost Key West History and Culture Small-Group Walking Tour

star-5
64
Explore the streets of Key West on this guided small-group walking tour. As you wander through Old Town, discover the history and culture of the island, which includes tales of shipwrecks, cigar manufacturing, and treasure hunting. Stop at popular attractions such as the Ernest Hemingway Home and Museum, the Southernmost Point, and Audubon House & Tropical Gardens.
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  • 1 hour 45 minutes
  • Free Cancellation
From
$39.99
From
$39.99

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

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

star-5
2
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’ in the 1900s • Hear from producer Ed Owen, a seasoned Key West traveller and tour guide • Do it all in 90 minutes or linger at stops along the way with complete control over when you start and finish • Get unlimited use before your booking date and after it • Use the virtual tour option at home • This tour does not enter or include entry to any of the attractions mentioned en route Once you’ve booked, you’ll receive a ticket with instructions and a unique code listed under “Before You Go”. Then simply install the VoiceMap app and enter your code. The app displays directions to the starting point, and when you’re in the right place, just pop in your headphones and tap start. VoiceMap has automatic GPS playback, with turn-by-turn directions. It also works offline.
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  • 1 hour 30 minutes to 2 hours
From
$6.99
From
$6.99

Old Town Key West Literary Walking Tour

Old Town Key West Literary Walking Tour

star-5
70
Explore the literary highlights of Key West during this walking tour, inspired by David A. Kaufelt’s original literary walking tour. An in-the-know guide whisks you around the Old Town to the former homes and favorite haunts of writers that have called the island home, including Shel Silverstein, Tennessee Williams, and Robert Frost. Since this is a small-group tour, you’ll have plenty of time to ask questions, too.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$30.00
From
$30.00

Key West's Self Guided Ghost Walking Tours Smartphone Navigated on WalknTours

Key West's Self Guided Ghost Walking Tours Smartphone Navigated on WalknTours

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. Hear every word. Optionally read the dialogue. Once you unlock the tour it does not expire and can be taken anytime. This offers spooky narration, theatrically crafted and music infused tour you can take anytime. Contactless and social distance friendly. It's recommended to listen on headphones or earbuds. Also you can Listen on a bluetooth speakers or your phone speaker. What makes this tour special? -The spooky narrator is one of a kind. -This is not a fact dumping tour. It's a spooky adventure. -Go anytime. Go at your own pace -Great bang for your buck. Get the adventure for a fraction of the price of other tours.
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  • 40 to 55 minutes
  • Free Cancellation
From
$5.00
From
$5.00

Key West Historic Homes and Island History - Small Group Walking Tour
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Key West Historic Homes and Island History - Small Group Walking Tour

star-5
144
Key West is home to many unique architectural landmarks and historic homes. Rather than wandering around alone, you can learn the fascinating stories of each by taking a guided tour. This small-group walking tour provides in-depth insights into the people and places of historic Key West.
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  • 2 hours 15 minutes
  • Free Cancellation
From
$49.00
From
$49.00

6th Sense Haunted Tour of Key West
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6th Sense Haunted Tour of Key West

star-3.5
7
Discover some of the most haunted places in Key West without having to do any research with this guided ghost tour. Use specialist paranormal investigation equipment and get tips on how to communicate with spirits—something you couldn't do if visiting the places alone. Along the way, hear commentary about the city's hauntings—such as the tale of the Water Witch, the Corpse Bride, and a mysterious story about the Hemingway Museum.
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  • 2 hours
From
$26.05
From
$26.05

PRIVATE Welcome to Key West Walking Tour
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PRIVATE Welcome to Key West Walking Tour

star-5
10
This private tour is ideal if you want to see it all in Key West, but are not a fan of crowded group tours. In the company of just your group and a guide, hit the streets and stroll to all the top attractions, including the Southernmost Point and Mallory Square. Best of all, the tour can be customized to your own interests.
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  • 1 hour 30 minutes to 2 hours
  • Free Cancellation
From
$137.50
Price varies by group size
From
$137.50
Price varies by group size

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

star-4.5
11
There's so many great places to eat and drink in Key West that it can be difficult to choose. Let this guided tour make the decisions for you. You'll stop into several locals' favorite restaurants to sample cocktails and food before heading to Mallory Square in time for the sunset celebration.
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  • 2 to 3 hours
  • Free Cancellation
From
$89.00
From
$89.00

Highlights and Stories of Key West - Small Group Walking Tour
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Highlights and Stories of Key West - Small Group Walking Tour

star-5
87
Key West Highlights and Stories- 2020 and 2021 WINNER "Best Key West Walking Tour" Join our award-winning guides for a wonderful, fun, and informative 2.5 hour walk through the historic streets of Old Town Key West. Our goal is for you to have a fantastic time as we bring to life the rich and colorful history, legends, points of interest, flora/fauna, and culture that make Old Town Key West unique and famous across the globe. There's something for everyone to enjoy on this fascinating and story-filled look behind the scenes of historic Key West. *Consistently ranked as the top “Highlights Tour” by Keys Tourism Association *Voted Top Tour Guides of North America *20+ years experience *Our guides have been featured in leading publications including Gentry, Conde Nast, Frommer’s Travel Guide, Jetset, Hamptons, Travel Weekly, Private Islands, and USA Today. We look forward to sharing Old Town Key West with you. *Not recommended for people with impaired walking ability.
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  • 2 hours 15 minutes
  • Free Cancellation
From
$49.00
From
$49.00

Private Highlights and Stories of Key West Walking Tour
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Private Highlights and Stories of Key West Walking Tour

star-5
7
Swap the standard sightseeing tours of Key West for a more personalized experience. This private tour is exclusively for your group and led by a Key West local and unofficial "mayor." As you stroll through the Old Town streets, you'll learn all about the colorful histories and personalities that have shaped Key West.
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  • 2 hours 15 minutes
  • Free Cancellation
From
$107.00
Price varies by group size
From
$107.00
Price varies by group size

Private Key West Historic Homes and Island History Walking Tour
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Private Key West Historic Homes and Island History Walking Tour

star-5
5
Historic Homes & Stories of Key West- 2020 and 2021 WINNER- "Best Key West History Tour" Join our award-winning guides for a wonderful, fun, and informative 2 hour stroll through the celebrated Old Town neighborhoods where you'll discover many of the most beautiful, historic homes and unique architectural landmarks that have contributed so significantly to the history, culture, and legends of our remarkable island community. We’ll see the exteriors of a variety of beautiful homes and public buildings, each with its own legendary story, notable history, and rich style. There's something for everyone to enjoy on this fascinating and story-filled look behind the scenes of historic Key West. *Voted Top Tour Guides of North America *20+ years experience *Our guides have been featured in leading publications including Gentry, Conde Nast, Frommer’s Travel Guide, Jetset, Hamptons, Travel Weekly, Private Islands, and USA Today. *Not recommended for people with impaired walking ability.
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  • 2 hours 15 minutes
  • Free Cancellation
From
$107.00
Price varies by group size
From
$107.00
Price varies by group size

Cruise Through Key West's Black History Audio Tour

Cruise Through Key West's Black History Audio Tour

star-5
5
Turn your phone or tablet into a local tour guide! Download this location-aware audio/media tour, then cruise! Nowhere on this tour will the speed limit exceed 35 mph. PLEASE NOTE ELECTRIC CAR, SCOOTER OR BIKE RENTAL IS NOT INCLUDED. Rent from one of the vendors recommended at the beginning of the tour, then sight-see from the comfort of your own car, scooter or bike. Learn about Key West's deep ties to the Bahamas and the city's pivotal role defeating the Confederacy. Discover why 250 Africans are buried by the beach, and the surprising tourist spot that was once the island's "blacks only" beach. Visit the island's first black church. Find the Keys' best conch salad, get a taste of Haitian and Cuban flavors and sample Key Lime pie. Historic photos plus links to restaurant menus and websites rest at your fingertips. Spend one hour or a whole day. Shortly after booking, you'll receive a confirmation email with login instructions and a coupon code.
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  • 1 to 4 hours
From
$10.99
From
$10.99

Easy Stroll (or Bike) Through Downtown Key West Audio Tour
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Easy Stroll (or Bike) Through Downtown Key West Audio Tour

star-4.5
4
Turn your phone or tablet into a local tour guide! Download this location-aware audio & multimedia tour to your device. Local knowledge, historic photos, and links to websites and restaurant menus rest at your fingertips. In just an hour of easy walking, learn the history, culture, and cuisine of Key West, never wasting a step. Visit the most important museums and attractions. Discover the island’s best Key lime pie, Cuban cigars, rum mojitos, craft beer, conch ceviche, fish tacos, and handmade sandals. Learn about famous writers, wreckers, and pirates. End with a swim on a popular beach. Perfect for solo travelers and small groups. Sight-see at your own pace, avoid being herded in a big crowd and only linger in the places that truly interest you. Soon after booking, you'll receive an email with login instructions and a coupon code allowing you to access your tour.
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  • 1 hour
From
$9.99
From
$9.99

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The answers provided below are based on answers previously given by the tour provider to customers’ questions.
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What Historical Tours in Key West are taking additional safety precautions?
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