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33 results | All Key West Tours

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Key West Southernmost Food and Cultural Walking Tour
Likely to Sell OutLikely to Sell Out

Key West Southernmost Food and Cultural Walking Tour

star-5
537
Eat your way around Key West on this food tour with a guide who introduces you to 'mom and pop' eateries in the Old Town historic district. Taste seafood, Cuban cuisine, and, of course, key lime pie. The walking tour route takes you off typical touristy streets so you can see Key West like a local, listening to insights about the city's food, architecture, and history along the way. Tastings are enough for a hearty lunch.
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  • 3 hours
  • Free Cancellation
From
$88.68
From
$88.68

Southernmost Key West History and Culture Small-Group Walking Tour

Special Offer

Southernmost Key West History and Culture Small-Group Walking Tour

star-5
50
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
$35.99
$39.99
$4.00 savings
From
$35.99
$39.99
$4.00 savings

Key West Historic District Small-Group Walking Tour

Special Offer

Key West Historic District Small-Group Walking Tour

star-5
30
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
$42.29
$46.99
$4.70 savings
From
$42.29
$46.99
$4.70 savings

Key West Historic Seaport Food Tasting and Cultural Walking Tour
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Key West Historic Seaport Food Tasting and Cultural Walking Tour

star-5
254
Taste your way through Key West's Historic Seaport on a gourmet walking tour with a local guide. You'll stroll from the beach and docks into some of the most colorful neighborhoods in Key West, pausing to sample locally-caught fish tacos, Key West pink shrimp, spiny lobster, or other just-as-delicious non-seafood options, learning about Key West history along the way. Don't forget to save room for a refreshing glass of white wine and our famous key lime pie! Exploring Key West on foot is an ideal way to soak up the vibrant atmosphere, and group size is limited to 10 people to ensure personal service from your guide.
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  • 3 hours
  • Free Cancellation
From
$88.68
From
$88.68

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

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

star-5
49
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
  • Free Cancellation
From
$45.00
From
$45.00

Easy Stroll Through Downtown Key West Audio Tour

Special Offer

Easy Stroll Through Downtown Key West Audio Tour

star-4.5
3
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 a login instructions and a coupon code allowing you to access your tour.
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  • 1 hour
From
$8.49
$9.99
$1.50 savings
From
$8.49
$9.99
$1.50 savings

Key West Ghost and Mysteries Guided Tour

Key West Ghost and Mysteries Guided Tour

star-4.5
806
Discover the spooky side to one of the country's most haunted cities on a 90-minute walking tour. Listen to hair-raising local legends as you follow your guide down the hidden alley's of Key West. See where Robert the Doll lived, learn about Count Von Cosel, and keep your eyes peeled for the ghost at La Concha. Learn how to attract spirit activity with dowsing rods and how to capture it with your camera.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$32.26
From
$32.26

Key West Haunted Pub Crawl and Ghost Tour

Key West Haunted Pub Crawl and Ghost Tour

star-4
183
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
$26.82
From
$26.82

Key West Pub Crawl

Key West Pub Crawl

star-4.5
160
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
$34.99
From
$34.99

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

star-5
9
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

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

star-4
6
Brave the haunted city of Key West with our gifted guides. Use paranormal investigation equipment to speak with the spirits that roam the island. Hone your 6th sense and connect with the ghosts that linger in the most beautiful and historic areas of the city. Are you brave enough to join us?
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  • 2 hours
From
$26.05
From
$26.05

Key West Craft Cocktail Crawl

Key West Craft Cocktail Crawl

star-5
137
Explore Key West through the eyes of a local on a craft cocktail tour that stops at five off–the–beaten–path establishments, from a historic mansion to a boutique hotel that was once a hospital. In addition to navigating for you, your guide uses the city’s bar scene to give you an overview of its history and culture. The tour includes five craft cocktails and two gourmet food tastings.
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  • 3 hours
  • Free Cancellation
From
$88.68
From
$88.68

The Dark Side of Key West Ghost Tour

The Dark Side of Key West Ghost Tour

star-4.5
82
It's easy to find the colorful, fun-loving side of Key West, but takes a little more effort to uncover its darker side. This walking tour offers the chance to see Key West in a completely different light. Your guide takes you to landmarks such as St. Paul's Episcopal Church and Capt. Tony's Saloon while discussing the city's spooky, sometimes grisly, history.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$34.99
From
$34.99

Old Town Key West Literary Walking Tour

Old Town Key West Literary Walking Tour

star-5
55
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

The Ghosts of Key West Walking Tour

The Ghosts of Key West Walking Tour

star-4.5
43
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

Highlights and Stories of Key West - Small Group Walking Tour

Highlights and Stories of Key West - Small Group Walking Tour

star-5
42
Key West Highlights and Stories- “2020 WINNER Best Key West Walking Tour" Join our award-winning guides for a wonderful, fun, and informative 2.5 hour stroll through the historic streets of Old Town Key West. Our goal is for you to have a fantastic time as your local guide brings 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 *Over 20 years experience *Our guides have been featured in many 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.
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  • 2 hours 15 minutes
  • Free Cancellation
From
$45.00
From
$45.00

Go City: Miami All-Inclusive Pass with 25+ Attractions and Tours

Go City: Miami All-Inclusive Pass with 25+ Attractions and Tours

star-4
39
The Go Miami™ Pass 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 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. Please note: Enjoy the extra flexibility in case your travel plans need to change: All passes are valid for two year from purchase date and only become activated with your first attraction visit. After activation your pass will be valid for 30 days and/or the remaining number of attraction choices purchased.
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  • 5 days
From
$63.00
From
$63.00

ConchTales and Dreams: Food, Drink and Fun Tour of Key West
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ConchTales and Dreams: Food, Drink and Fun Tour of Key West

star-4.5
45
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
$93.75
From
$93.75

Beach Day in Key West with Picnic Lunch

Beach Day in Key West with Picnic Lunch

star-5
30
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

Hemingway Food and Walking Tour

Hemingway Food and Walking Tour

star-5
19
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, his first apartment in Key West where he finished writing “A Farewell to Arms”. Along the way you will have three food samplings, before visiting where he took the train, fished and charted boats in the Key West Harbor, and finally where he spent a lot of time drinking- Sloppy Joe's. An alcoholic drink is also included for you to experience Hemingway's favorite bar. Numerous other historical sites that Hemingway frequented while he lived in Key West will also be visited on this incredibly authentic tour.
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  • 2 hours
  • Free Cancellation
From
$88.00
From
$88.00

The Original Key West Ghost Hunt

The Original Key West Ghost Hunt

star-5
17
Key West has no shortage of ghost tours, but most typically only tell you stories about local ghosts. This tour amplifies the excitement by featuring a ghost hunt. As you visit various haunted locations around Key West, you'll make use of ghost-hunting equipment such as dowsing rods, EMF meters, a spirit board, and more.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$34.00
From
$34.00

Key West Marriage Proposal Package

Key West Marriage Proposal Package

star-5
13
The romantic adventure service, “Romantic Events LLC” is designed to organize the most important events in your life, leaving you the opportunity to improvise and play the main role in them, and then leave them in your memory forever
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  • 1 hour
  • Free Cancellation
From
$599.00
per group
From
$599.00
per group

Yes, Queen! Drag Queen Pub Crawl of Key West

Special Offer

Yes, Queen! Drag Queen Pub Crawl of Key West

star-4.5
9
Meet your guide for the night, a world-class drag queen, at the award-winning Aqua Nightclub. Grab a cocktail and mingle with your fellow crawlers as you await the ring of the ‘b*tch bell’ to announce the kick-off of the tour. Follow your guide through the vibrant streets of Key West and prepare to sing and dance your way through the city as you learn how to party like a true queen. Now you know how to behave like a queen it’s time to be treated like one too — skip to the front of the line at every bar and pub along the crawl. Spend the night at a number of Key West best bars and clubs, drink delicious and reasonably priced cocktails, laugh with your fellow crawlers, dance like a queen, and experience how the other half live! *Ticket includes tour only. The Cabaret show at Aqua/ 801 Bourbon will not be included, but will have tickets available for purchase*
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  • 2 hours
From
$36.80
$46.00
$9.20 savings
From
$36.80
$46.00
$9.20 savings

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-5
6
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
$79.00
From
$79.00

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