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Key West Cultural & History Tours

Cultural & History Tours in Key West

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Top Key West Attractions & Tours

6th Sense Haunted Tour of Key West

clock 2 hours
  • 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...Read more
from$26.58 from$26.60

Southernmost Key West History and Culture Small-Group Walking Tour

clock 1 hour 45 minutes
  • Join us for a 1.5-hour adventure! Our tour is led by knowledgeable local guides. As we walk through the streets of Key West’s old town, you will discover the history and culture of our island. Shipwrecking, sponging, cigar manufacturing, treasure hunting - it’s all about Key West!

    What to bring:
    Hat, sunglasses, and sunblock is a...Read more
from$40.83 from$84.08

The Dark Side of Key West Ghost Tour

clock 1 hour 30 minutes
  • The Dark Side of Key West is our adult’s only option that focuses on Key West’s dark and salacious past. We will discuss pirates, Count Von Cosel, Robert the Doll, and The Hemingway House. We will tell you all about the grisly murders, suicides, and demonic...Read more
from$35.72

Key West Historic District Small-Group Walking Tour

clock 2 hours
  • You will be amazed by how much history and culture our small island has! Local Guide will take you on a time travel adventure. As you stroll through the scenic streets of the Old Town, you will learn how the island was discovered and became one of the richest cities in the USA!

    Hear the stories of the first industries on the island, such...Read more
from$29.45 from$47.97

Key West Historic Homes and Designs - Small Group Walking Tour

clock 2 hours
  • Historic Homes & Stories of Key West- "2020 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...Read more
from$45.94

The Ghosts of Key West Walking Tour

clock 1 hour 30 minutes
  • The Ghosts of Key West Tour is our family friendly option and is very rich in Key West’s history, hauntings and ghost stories. On this tour you’ll learn about prominent figures of the past. You’ll also hear about Robert the Doll, stop by The La Concha Hotel, haunted mansions, hotels, and...Read more
from$25.51 from$26.58

Key West Southernmost Food and Cultural Walking Tour

clock 3 hours
  • Enjoy a taste of Key West on this 3-hour food walking tour, led by an expert guide. Along the way visit 4 locally-run “mom and pop” establishments in historic old town, dining on typical Cuban dishes, local seafood, and of course -- Key Lime Pie. Food samples are enough for a hearty lunch. Between tastings walk like a local, away from the...Read more
from$81.86 from$85.55 from$90.54

Key West Historic Seaport Food Tasting and Cultural Walking Tour

clock 3 hours
  • Discover the flavors of the ocean on this locally guided 3-hour food tour of Key West. Savor maritime history through delicious seafood (or tasty non-seafood options) cuban sandwich & key lime pie tastings. Sample classic ingredients like Key West pink shrimp, Caribbean warm-water lobster, and fresh fish. Sip white wine after walking through the...Read more
from$73.56 from$85.55 from$90.54

Key West Craft Cocktail Crawl

clock 3 hours
  • Join us on a sip and stroll through Key West's craftiest bars and hidden local gems enjoying 5 local cocktails & 2 food tastings! Discover the iconic stories behind Key West’s signature drinks, like the Hemingway Daiquiri, and explore the sights, sounds, and “intoxicating” flavors of the tiki era, each of it’s 5 stops revealing a new...Read more
from$81.86 from$90.54 from$96.29

Old Town Key West Literary Walking Tour

clock 1 hour 30 minutes
  • Join us every weekend for the Old Town Literary Walking Tour, a stroll through downtown Key West, illuminating stories of writers that have called our island home. Inspired by David A. Kaufelt’s original literary walking tour, our new tour features the former homes and favorite haunts of writers, including Tennessee Williams, Shel Silverstein,...Read more
from$26.58 from$30.36

Guided Bicycle Tour of Old Town Key West

clock 3 hours
  • Cruising the best of Old Key West! Come join a local guide on a leisurely 3 hour tour of Old Town Key West. You'll learn the history of the "Conch Republic", and see all the sights. Ride your comfortable single speed beach cruiser to Mallory Square, Mile Marker Zero, Ernest Hemingway's home, the Southernmost Point in the Continental USA, and more....Read more
from$41.53 from$46.02 from$49.96 from$50.85

Key West Ghost and Mysteries Guided Tour

clock 1 hour 30 minutes
  • Discover why Key West is one of the most haunted locations in the country on this 90 minute walking tour that starts at the corner of Duval and Caroline Streets, and led by your experienced guide and storyteller. Walk down hidden lanes and discover Key West's often bizarre history and hear tales of our most colorful ghosts. You will listen to the...Read more
from$26.27 from$32.94

Key West Pub Crawl

clock 2 hours 30 minutes
  • If you’re looking for the ultimate Key West experience, join the 'Duval Crawl' pub crawl! Key West is famous for its lively bars. Though a small island, the pubs and bars are always a huge hit, day or night. On this exciting pub crawl, experience some of the most famous and entertaining drinking spots in the Florida...Read more
from$33.80 from$35.72 from$36.78

Key West Conch Tour Train

clock 1 hour 30 minutes
  • Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining visitors to the ‘Island City’ for decades. Learn about the history of the train, a tribute to Henry Flagler's engineering miracle when he brought the railroad to Key West in 1912, and explore...Read more
from$30.85 from$35.46 from$35.78 from$37.47

Key West Haunted Pub Crawl and Ghost Tour

clock 2 hours
  • Discover the haunted side of Key West on a fun bar crawl! Walk through Old Town Key West and enjoy the drinks of your choice at several bars, located in two haunted mansions and a former morgue. Your guide will tell spooky tales along the...Read more
from$23.09 from$24.50

Key West Ghost and Gravestone Trolley Tour

clock 1 hour
  • Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the narrow, dark streets of Old Town and hear stories from your guide about the island’s haunted history. This ghost and gravestone tour of Key West offers you an in-depth look into the strange and gloomy...Read more
from$32.47 from$33.18

Key West Shore Excursion: Conch Tour Train

clock 1 hour 30 minutes
  • When you arrive in port in Key West, take a Conch Tour Train shore excursion on your own; you’ll see the best of Key West on the tour that's been entertaining visitors to the Island City since 1958. You’ll hear legends and lore of this charming tropical paradise like stories about Henry Flagler's railroad, which arrived in Key West September...Read more
from$30.85 from$35.46 from$35.78 from$37.47

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

clock 3 hours
  • You will enjoy a delicious and spirited change in attitude while we serve up a bucket list walk through time as we eat, drink and discover the local fuels and hear about the historical and hysterical tales of legends and lore told through the eyes of your swashbuckling local guide. You will sip, savor and stroll, while being introduced to the best...Read more
from$92.28 from$101.23

Key West Ghost Tour

clock 1 hour
  • Southernmost Ghosts’ walking ghost tour focuses on the terrifying truth. Each tour stop has been intensively researched, and we provide real accounts of the historical events surrounding the hauntings associated with each location. Our material is constantly updated to guarantee a completely accurate experience. Each of our guides is trained...Read more
from$23.82 from$31.92

Afternoon Delights: Small-Group Food and History Tour of Key West

clock 3 hours
  • 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...Read more
from$91.32 from$101.23
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FAQs about Key West Cultural & Theme Tours

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