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Top Key West Walking & Biking Tours

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18 Tours and Activities

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Free Cancellation:Get a full refund up to 24 hours in advance on most experiences.See Details

4WD, ATV & Off-Road Tours

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!
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  • 4 to 8 hours
  • Free Cancellation
From  
US$450.00
From  
US$450.00
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  • 4 to 8 hours
  • Free Cancellation

Literary, Art & Music Tours

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.
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  • 2 hours 30 minutes
  • Free Cancellation
From  
US$34.99
From  
US$34.99
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  • 2 hours 30 minutes
  • Free Cancellation

Bike & Mountain Bike Tours

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.
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  • 3 hours
  • Free Cancellation
From  
US$45.00
From  
US$45.00
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  • 3 hours
  • Free Cancellation

Ghost & Vampire Tours

Key West Haunted Pub Crawl & Ghost Tour

Experience Key West’s dark side on this fun yet frightening haunted bar crawl. Hear tales of known paranormal activity from your local guide and visit the most eerie bars in Old Town Key West – located in two haunted mansions and repurposed morgue. By the end of the 2‐hour tour, you’ll see ‘Bone Island’ in a different (and profoundly spookier) light.
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  • 2 hours
  • Free Cancellation
From  
US$21.45
From  
US$21.45
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  • 2 hours
  • Free Cancellation

Historical & Heritage Tours

NEW TO VIATOR

Beach Day With Picnic Lunch

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  
US$99.00
From  
US$99.00
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  • 3 to 5 hours
  • Free Cancellation

Ghost & Vampire Tours

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.
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  • 1 hour 30 minutes
  • Free Cancellation
From  
US$30.00
From  
US$30.00
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  • 1 hour 30 minutes
  • Free Cancellation

4WD, ATV & Off-Road Tours

NEW TO VIATOR

Key West: Full-Day Tour with Tarpon Fish Viewing

Enjoy a scenic drive with live commentary through the Florida Keys Spend some time at Islamorada for Tarpon fish viewing and feeding Walk down Duval Street and wander through historic neighborhoods Explore the old forts and tropical gardens of the West Martello Tower & Botanical Garden
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  • 14 hours
  • Free Cancellation
From  
US$200.00
From  
US$200.00
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  • 14 hours
  • Free Cancellation

Cultural Tours

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.
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  • 1 to 90 minutes
  • Free Cancellation
From  
US$30.00
From  
US$30.00
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  • 1 to 90 minutes
  • Free Cancellation

Sightseeing Passes

Go Miami All-Inclusive Pass with Hop-on Hop-off and Seaquarium

The Go Miami Card is an all-inclusive pass offering the best choice for maximum savings and flexibility when visiting Miami and South Beach. Choose 1-, 2-, 3- or 5-day passes and save up to 55 percent versus paying at the gate — like a trip to the Miami Seaquarium, a Key West Day Trip or an Everglades airboat ride, just to name a few. Each pass is good for two weeks from first use. Access on your mobile device or print and go. It’s that simple to experience some of Miami’s best attractions.
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  • 5 days
From  
US$81.00
From  
US$81.00
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  • 5 days

Half-day Tours

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.
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  • 3 hours
From  
US$80.97
From  
US$80.97
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  • 3 hours

Literary, Art & Music Tours

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.
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  • 1 hour 30 minutes
  • Free Cancellation
From  
US$30.00
From  
US$30.00
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  • 1 hour 30 minutes
  • Free Cancellation

Historical & Heritage Tours

ConchTales & Dreams

Get to know the sights, sounds and tastes of Key West on this guided, 3-hour, small-group tour. Enjoy three drinks and three food tastings at some of the best pubs, dives and diners in Old Town and the Historic Seaport at Key West Bight Marina. Also, visit the Key West Legal Rum Distillery for a tour and tasting. Along the way, learn about the rich history and traditions of this island city, whose visitors have included fortune hunters, wreckers, spongers, pirates, tobacconists, artists, poets and writers.
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  • 3 hours
  • Free Cancellation
From  
US$89.00
From  
US$89.00
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  • 3 hours
  • Free Cancellation

Cultural Tours

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. I will entertain you with the island's history and less known stories of the good, the bad, and the ugly Key West. If you miss this unique tour, you have missed Key West! A few Points of Interest are listed and there will be much more included as we explore Key West's Historic Old Town.
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  • 2 hours
  • Free Cancellation
From  
US$80.00
From  
US$80.00
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  • 2 hours
  • Free Cancellation

Half-day Tours

NEW TO VIATOR

Afternoon Delights

A short walk between stops include points of interest like architeture, flora and fauna. Local history as well as bumping into some characters of Key West are always interesting. Discover some mansions and eateries that you may not find on your own.
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  • 3 hours
  • Free Cancellation
From  
US$69.00
From  
US$69.00
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  • 3 hours
  • Free Cancellation

Honeymoon Packages

NEW TO VIATOR

Couple/Family Photo Shoot - at your resort or the beach

whether you are visiting Key West for a special occasion - Proposal - Anniversary - Romantic Getaway - Family Reunion - Wedding - we can meet you at your Resort or one of Key West beaches to have a personal photo shoot
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  • 1 hour
From  
US$300.00
From  
US$300.00
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  • 1 hour

Cultural Tours

NEW TO VIATOR

Key West Southernmost Walk

The Southernmost Walk is for people who are visiting Key West and want to learn the history and the culture of our tiny island in a short time (if you are a cruise ship customer or a first-timer, this tour is perfect for you). The tour meets at a famous Cuban sandal factory - Kino Sandals. From there we begin our journey towards the Southernmost Point of the continental United States. Along the way, you will learn the fascinating history of the island that dates back to the Age of Exploration. The local guide will show you the most popular landmarks as well as will introduce you to local culture. After the tour, you will have the necessary knowledge of Key West history and many more fun and unique insights.What to bring:Hat, sunglasses, and sunblock is a must.Bring at least one bottle of water for yourself.Wear comfortable clothing and shoes. Sneakers are the best option.Camera or your phone to take pictures.Your adventurous spirit :)
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  • 1 hour 30 minutes
  • Free Cancellation
From  
US$29.00
From  
US$29.00
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  • 1 hour 30 minutes
  • Free Cancellation

Literary, Art & Music Tours

NEW TO VIATOR

Key West Art Walk

Get in step and in touch. Over the last hundred years, Key West has been a haven for creative minds alike. Our goal is to build a bridge to this community for visitors, sustaining local culture and nourishing inspiration. Come discover the people and places that make Key West!
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  • 2 hours
  • Free Cancellation
From  
US$35.00
From  
US$35.00
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  • 2 hours
  • Free Cancellation

Cultural Tours

NEW TO VIATOR

Bahama Village, Hemingway Home, 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.
...  More
  • 2 hours
  • Free Cancellation
From  
US$80.00
From  
US$80.00
Learn More
  • 2 hours
  • Free Cancellation


Book online or call
(888) 651-9785
(888) 651-9785