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43 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
506
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
  • Taking safety measures
From
$88.68
From
$88.68
Taking safety measures

Key West Ghost and Mysteries Guided Tour

Key West Ghost and Mysteries Guided Tour

star-4.5
776
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

Guided Bicycle Tour of Old Town Key West

Guided Bicycle Tour of Old Town Key West

star-5
1203
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 White Street Pier. 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
  • Taking safety measures
From
$49.81
From
$49.81
Taking safety measures

Key West Historic District Small-Group Walking Tour

Key West Historic District Small-Group Walking Tour

star-5
24
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 as shipwrecking, sponge harvesting and cigarmaking. Also, learn what key role Key West played in the Cuban fight for its independence and find out why Key West declared the war against the United States. What to bring and to wear: Comfortable clothing and shoes, sunscreen, hat, sunglasses, water.
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  • 2 hours
  • Free Cancellation
From
$46.99
From
$46.99

Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres
Likely to Sell OutLikely to Sell Out

Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres

star-4.5
1053
Watch the sun set and the moon rise off the coast of Key West on this sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 70-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset as the sun glistens and gently settles into the water. Hearty appetizers plus champagne, wine, full liquor bar, ice-cold beer and soft drinks are included.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$89.95
From
$89.95
Taking safety measures

Key West Hop-On Hop-Off Trolley Tour

Key West Hop-On Hop-Off Trolley Tour

star-4.5
501
Explore the best that Key West has to offer on this narrated, hop-on hop-off trolley tour. Visit more than 100 points of interest among Key West’s top attractions, with an expert guide who takes you through the history of the city. Select from an unlimited 1- or 2-day pass to suit your schedule.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$47.20
From
$47.20
Taking safety measures

Key West Ghost and Gravestone Trolley Tour

Key West Ghost and Gravestone Trolley Tour

star-4
256
Discover some of Key West’s deepest, darkest secrets on a 60-minute ghost-themed trolley tour. The Trolley of the Doomed explores the darker side of one of the most haunted cities in the country. Experience Key West’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. This tour is narrated by a 17th-century gravedigger guide who’s almost as scary as the stories being shared.
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$36.70
From
$36.70
Taking safety measures

Key West Historic Seaport Food Tasting and Cultural Walking Tour
Likely to Sell OutLikely to Sell Out

Key West Historic Seaport Food Tasting and Cultural Walking Tour

star-5
226
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
  • Taking safety measures
From
$88.68
From
$88.68
Taking safety measures

Key West Sunset Cruise with Live Island Music
Likely to Sell OutLikely to Sell Out

Key West Sunset Cruise with Live Island Music

star-4.5
445
Jam to island beats by live musicians, eat, drink, and watch the sunset on this classic party cruise from Key West. Unlimited drinks and appetizers included; multiple departure times available to suit your schedule.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$79.39
From
$79.39
Taking safety measures

Key West Pub Crawl

Key West Pub Crawl

star-4.5
143
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
  • Taking safety measures
From
$34.99
From
$34.99
Taking safety measures

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

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

star-5
48
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 significantly to the history, culture, and legends of our remarkable island community. We’ll see the exteriors of a variety of beautiful homes and public buildings, each with its own legendary story, notable history, and rich style. There's something for everyone to enjoy on this fascinating look behind the scenes of historic Key West. *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 welcoming you and sharing Old Town Key West with you.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$45.00
From
$45.00
Taking safety measures

Harry S. Truman Little White House Admission Ticket

Harry S. Truman Little White House Admission Ticket

star-4.5
147
Discover an important part of Florida’s history with admission to the Harry S. Truman Little White House. This former naval base compound is now a treasured museum, open to educating the public about its past and present. See where President Truman retreated for rest and relaxation during his term in office. Learn about the notable people who visited, including Thomas Edison and Dwight D. Eisenhower. And listen to the stories told by those historians who not only know what happened here, but when and why.
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  • 1 to 2 hours
  • Free Cancellation
  • Taking safety measures
From
$22.52
From
$22.52
Taking safety measures

Key West Craft Cocktail Crawl
Likely to Sell OutLikely to Sell Out

Key West Craft Cocktail Crawl

star-5
115
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
  • Taking safety measures
From
$88.68
From
$88.68
Taking safety measures

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
  • Taking safety measures
From
$45.00
From
$45.00
Taking safety measures

Mel Fisher Maritime Museum Admission Ticket

Mel Fisher Maritime Museum Admission Ticket

star-4
49
Relive the life of one of history’s most famous treasure hunters along with a wealth of exhibits on shipwreck archaeology with this admission to the Mel Fisher Maritime Museum. This Key West institution showcases a variety of treasures, both cultural and monetary, recovered from the treasure and slave ships that once plied the waters near the Florida coast. Check out the thought-provoking Slave Ship and Key West African Cemetery exhibits, then gaze in wonder at the magnificent gold, silver and jewels of the Spanish Treasure Galleons galleries.
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  • 1 to 2 hours
  • Free Cancellation
  • Taking safety measures
From
$17.50
From
$17.50
Taking safety measures

Key West Shipwreck Treasure Museum Admission Ticket

Key West Shipwreck Treasure Museum Admission Ticket

star-3.5
29
Discover a vital part of Florida’s history with admission to the Key West Shipwreck Treasure Museum. Explore two floors of artifacts from shipwrecks spanning 400 years, featuring treasures from the Spanish fleets of the 1600 and 1700s. Visit the 65-foot lookout tower that offers a spectacular view of the island. Check out the variety of audio-visual displays, including a below-sea-level theater, while storytellers in period costumes bring history to life with tales of the wreckers and their daring rescues. It’s a fun and fascinating experience for the entire family.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$16.11
From
$16.11
Taking safety measures

Tiki Cocktail Class in Key West

Tiki Cocktail Class in Key West

star-5
27
Discover the art of Tiki cocktails during a 2-hour class in Key West. Begin with a rum tasting, then learn how to prepare four different drinks, including a Mai Tai. Each cocktail is yours to enjoy, of course. You even learn how to safely light drinks on fire. Class includes: 1 rum tasting and 4 cocktails!
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$60.00
From
$60.00
Taking safety measures

Key West Conch Tour Train

Key West Conch Tour Train

star-4
185
Explore the best that Key West has to offer on this narrated, Conch Train Tour. See Key West’s top attractions and learn about the Conch Republic’s history and residents, past and present. See where Ernest Hemingway used to hang out and find out why Harry Truman used to spend so much time here. Get to know Old Town Key West, from the Front Street Depot to Mallory Square and everything in between, including live onboard commentary from a professional tour conductor. It’s Key West’s original, and most iconic, sightseeing tour.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$36.70
From
$36.70
Taking safety measures

Key West Haunted Pub Crawl and Ghost Tour

Key West Haunted Pub Crawl and Ghost Tour

star-4
158
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
  • Taking safety measures
From
$22.62
From
$22.62
Taking safety measures

Beach Day in Key West with Picnic Lunch

Beach Day in Key West with Picnic Lunch

star-5
28
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

Private Key West Conch Republic Tiki Bike Experience by Kokomo Cabs Key West

Private Key West Conch Republic Tiki Bike Experience by Kokomo Cabs Key West

star-5
15
You will sit and relax on our spacious and comfortable tiki bike as your private guide/driver takes you on a pleasant ride around the enchanting streets of Old Town and Historic District. Experience its amazing architecture and historic sites as you learn the rich history, culture, and folklore of our beautiful island of Key West. First-row, Historic, Cultural and Fun, the only VIP experience tour in Key West. This tour includes a slice of famous Kermit's Key Lime Pie for each of you and a complimentary bottle of water!
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  • 2 hours 30 minutes
  • Free Cancellation
From
$224.99
per group
From
$224.99
per group

Private Highlights and Stories of Key West Walking Tour

Private Highlights and Stories of Key West Walking Tour

star-5
5
Key West Highlights and Stories Private Tour- “2020 WINNER Best Key West Walking Tour" Join Key West's unofficial "mayor" on a wonderful 2.5 hour private stroll through the historic Old Town streets. Our goal is for you to have fun while enjoying the rich and colorful history, legends, points of interest, and culture that make Old Town Key West unique and famous across the globe. The quality of our tours and our guides is unmatched on the island. With unique insights and carefully crafted tour routes, we strive to provide the best walking tours available in 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.
More
  • 2 hours 15 minutes
  • Free Cancellation
  • Taking safety measures
From
$79.00
Price varies by group size
From
$79.00
Price varies by group size
Taking safety measures

The Dark Side of Key West Ghost Tour

The Dark Side of Key West Ghost Tour

star-4.5
57
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 deeds.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$34.99
From
$34.99
Taking safety measures

Southernmost Key West History and Culture Small-Group Walking Tour

Southernmost Key West History and Culture Small-Group Walking Tour

star-5
47
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 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 45 minutes
  • Free Cancellation
From
$39.99
From
$39.99

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