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Key West Walking Tours

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Key West Haunted Pub Crawl

Key West Haunted Pub Crawl

New to TripShock
Duration2 Hrs.
Explore Key West with a drink in hand, taking a walk along the streets and through the famous sights while discovering its historic and haunted past. During this tour, you will stop at the island's most haunted pubs and restaurants. This is guaranteed to be a fun experience for you and your family or group. This tour will reveal that not everything is glamorous in paradise. Don't miss out, book NOW!
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New to TripShock

from
$30
Experience Tomorrow
Key West - All Ages Ghosts of Key West Tour

Key West - All Ages Ghosts of Key West Tour

New to TripShock
Duration1.5 Hrs.
If you are looking for a ghost tour for the whole family, look no further! This All Ages Ghosts of Key West Tour is perfect for those young and old. But, don't fret, it is still spooky enough for the adults. Walk along the famous sights and hear the history of why they are haunted from your professional tour guide. Journey down dark and narrow streets, see 19th century houses, and learn of the spirits who still haunt the area. This 90-minute walking tour explores all of the spookiest streets and locations of Key West. Don't be scared, reserve a spot today if you dare!
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New to TripShock

from
$25
Experience Tomorrow
The Dark Side of Key West - Adults Only Ghost Tour

The Dark Side of Key West - Adults Only Ghost Tour

New to TripShock
Duration1.5 Hrs.
Are you looking for something to keep you on your toes, then join The Darkside of Key West Tour and explore the most haunted places in Key West, putting emphasis on the darker deeds of humanity and the ghosts that resulted from these evil actions. This walking tour explores all of the spookiest streets and locations of Key West. Do not be surprised if you need to sleep with the lights on afterwards. Reserve a spot today if you dare!
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New to TripShock

from
$35
Experience Tomorrow
Bone Island Haunted Pub Crawl & Ghost Tour

Bone Island Haunted Pub Crawl & Ghost Tour

1 rating
Duration2 Hrs.
Are you ready to experience one of the top 5 haunted places in America? If so, then look no further, this Bone Island Haunted Crawl and Ghost Tour in Key West will give you that spine-tingling adventure you have been searching for. Journey around Bone Island, Key West's original name, while sipping on some delicious drinks. Your crawl includes a guided tour, souvenir t-shirt, lots of spooky stories, and discounted drinks! Don't miss your chance to crawl, book this Bone Island Haunted Pub Crawl & Ghost Tour today!
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from
$25
Experience Today
Private Key West Walking Tour

Private Key West Walking Tour

New to TripShock
Duration1.5 - 2 Hrs.
Experience the remarkable and historic Key West by foot while observing the sights and embracing the unique vibe of this island city. This Private Key West Walking Tour is completely customizable with several tour choices for you and your guests. You may choose an introductory Welcome to Key West Tour, a look into local art and culture on the History & Architecture Tour, a look at the local attractions with the Key West Attractions Tour, or The Everything Tour. Take in the beautiful scenery while learning about the city's distinct history and culture from a local tour guide. Your trip, your way! Book this completely customizable private walking tour today.
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New to TripShock

from
$275
per group
Next Available:
Thursday
Half Day Deer & Wildlife Tour from Key West

Half Day Deer & Wildlife Tour from Key West

New to TripShock
Duration3.5 Hrs.
The only trip of its kind in Key West, the Half Day Key Deer tour, lets you travel in comfort across Overseas Highway as you take in the magic of the Florida Keys. After departing Key West, you'll travel up the Keys to explore world-famous Bahia Honda State Park & walk on a historic railroad bridge, photograph endangered Key Deer on Big Pine Key, and search for alligators in the Blue Hole. This tour is a must have for photographers, active couples, and wildlife enthusiasts alike.
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New to TripShock

from
$97
Experience Tomorrow
Hemingway Food and Walking Tour

Hemingway Food and Walking Tour

New to TripShock
Duration2 Hrs.
Take a step back in time and tour where the famous Ernest Hemingway once 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, and his first apartment in Key West where he finished writing “A Farewell to Arms”. Sample delicious foods and stop by one of Hemingway's favorite bars, Sloppy Joe's, and grab a refreshing drink to quench your thirst. If you are ready for an authentic tour like no other, book your spot on this Hemingway Food and Walking Tour today!
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New to TripShock

from
$98
Experience Today
Jimmy Buffett Walking Tour

Jimmy Buffett Walking Tour

New to TripShock
Duration1.5 Hrs.
If you like margaritas and walking the streets of Key West, then this Jimmy Buffett Walking Tour is the one and only tour for you. Great if you're a Jimmy Buffett fan and want to see some of the places around Old Key West that inspired his music, where he played his first gig, and where he drank his drinks. See his recording studio and have the opportunity to visit the very first Margaritaville, in Mallory Square, and end your fun at Capt. Tony's Saloon. Get ready for an exciting adventure into what being a parrot head is all about. Don't waste away without booking today!
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New to TripShock

from
$78
Experience Today
Key West Sunset Celebration Walking Tour with Cocktails

Key West Sunset Celebration Walking Tour with Cocktails

1 rating
Duration2.5 - 3 Hrs.
You are invited to take an exclusive cocktail & food tasting tour on the Waterfront in Downtown Key West! Step into the colorful streets with a local guide and indulge in cocktails and bites and learn about how Old Fisherman’s Wharf has transformed into Yacht Harbor! Sit at the bar Mel Fisher did while his treasures sat out front on display. Open your ears to live music and island vibes as you cocktail your way to Mallory Square’s Sunset Celebration! Book your tickets today!
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