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Top Key West Walking & Biking Tours

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Guided bicycle tour of Old Town Key West

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 the Hemingway House. 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.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
$45.00 USD
From  
$45.00 USD
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Key West Pub Crawl

Get ready to party in paradise on this guided, 2.5-hour Key West pub crawl. The beautiful island city of Key West is famous for its raucous bar scene. Visit some of its most popular and entertaining establishments, beginning downtown and then traveling to the historic seaport and back to busy Duval Street. Enjoy a domestic beer or mixed drink at each of the five locations and receive a free souvenir t-shirt to commemorate the event. Guests must be at least 21 years old to participate.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From  
$34.99 USD
From  
$34.99 USD
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Key West Ghost Hunt

Discover some of Key West’s deepest, darkest secrets on a guided, 90-minute, ghost-themed walking tour. This small-group ‘frightseeing’ tour explores the darker side of one of the most haunted cities in the country. Experience the island’s frightening past while traveling down the narrow, dark streets of Old Town, lined with 19th-century wooden houses that still bear the secrets of their former inhabitants. Use of specialized ghost-hunting equipment included.
  • Duration: 1 hour 30 minutes
  • Free Cancellation
  • Duration: 1 hour 30 minutes
  • Free Cancellation
From  
$30.00 USD
From  
$30.00 USD
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Old Town Literary Walking Tour

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.
  • Duration: 1 hour 30 minutes
  • Free Cancellation
  • Duration: 1 hour 30 minutes
  • Free Cancellation
From  
$30.00 USD
From  
$30.00 USD
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NEW TO VIATOR

Secret Food Tours Key West

From local shrimp to the perfect Key lime pie, Key West dining is a food-lover’s dream, but finding authentic flavors can be a challenge in a town packed with touristy restaurants. Discover the very best bites on a gourmet tour that samples a little bit of everything, exploring Key West’s charming neighborhoods, colorful characters, and history along the way.
  • Duration: 3 hours
  • Duration: 3 hours
From  
$84.12 USD
From  
$84.12 USD
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NEW TO VIATOR

Southernmost Historical Tour

Travel The Keys is a guided tour and concierge company based in Key West, Florida. We offer unique historical tours in Key West, presented by a 5th generation local. Our tours present a collection of lesser known historical events and explore the cultural legacies of the Southernmost District and surrounding areas of Key West.
  • Duration: 1 to 90 minutes
  • Free Cancellation
  • Duration: 1 to 90 minutes
  • Free Cancellation
From  
$30.00 USD
From  
$30.00 USD
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NEW TO VIATOR

Historic Old Town Private Walking Tour in Key West

There is so much more to Key West than food and pub crawls! While there is plenty of food and drink to be enjoyed, please don't let this be your only Key West experience. Join me, a multi-generational native Conch and learn about Key West's incredible history on this one-of-a-kind tour. I will help you bridge the gap between the vacation destination Key West is today, and the thriving island it once was for pirates, the military, treasure hunters, cigar rollers, entrepreneurs, and ordinary people with stories of the good, the bad, and the ugly Key West. If you miss this unique tour, you have missed Key West!
  • Duration: 1 to 2 hours
  • Free Cancellation
  • Duration: 1 to 2 hours
  • Free Cancellation
From  
$75.00 USD
From  
$75.00 USD
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NEW TO VIATOR

Small Group Private Key West Tours

See Key West through the eyes of a Piratical Swashbuckling Key West Character. Plenty of pageantry and a plethora of information, eats, drinks and treats will be discovered on your personalized tour.Set your own budget from $400 to 1 Million plus!
  • Duration: 4 to 8 hours
  • Free Cancellation
  • Duration: 4 to 8 hours
  • Free Cancellation
From  
$450.00 USD
From  
$450.00 USD
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NEW TO VIATOR

Bahama Village, Hemingway Museum, and Southernmost Point Private Walking Tour

We'll begin in old Key West where pirates first discovered the island. We'll stroll along the houses of ship captains and wreckers learning their history and will pause for a photo at Mile 0. We'll pass the historic Courthouse, a centuries old church, and enter Bahama Village and explore this culturally rich African-Caribbean neighborhood. We'll wind our way over to the home where Hemingway wrote many of his novels, stroll past the city's lighthouse, and end the tour at the Southernmost Point landmark.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
$75.00 USD
From  
$75.00 USD
See Details


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(888) 651-9785
(888) 651-9785