Historical & Heritage Tours in Key West
Top 10 Best Key West Historical & Heritage Tours
Found 53 Historical & Heritage Tours activities in Key West. Sort by Popularity.Guided Bike Tour of Old Town Key West
Ride with Key Lime Bike Tours for a truly unique and unforgettable Key West experience! See the islands top attractions with your own friendly knowledgable guide! Cruise Old Town, visit iconic landmarks, and hear stories about som... More
Guided Bike Tour of Old Town Key West
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Key West
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Superb2,511 reviews4.9
Ride with Key Lime Bike Tours for a truly unique and unforgettable Key West experience! See the isla....
Key West Conch Tour Train
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 ... More
Key West Conch Tour Train
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Key West
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Exellent743 reviews4.4
Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attr....
Jimmy Buffett Tour
You will begin this 1 hour and 30 minute guided tour by meeting your tour guide, (who will be wearing a neon green shirt) at Margaritaville. Musician Jimmy Buffett arrived in Key West 50 years ago in 1971. This walking tour will t... More
Jimmy Buffett Tour
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Key West
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Superb274 reviews4.7
You will begin this 1 hour and 30 minute guided tour by meeting your tour guide, (who will be wearin....
Key West Haunted Pub Crawl Walking Tour
Drink with the dead on this spine-chilling Key West pub crawl, where every sip comes with a story from beyond the grave. Start with spirits of both kinds, then wander past haunted landmarks like St. Paul’s Episcopal Church and t... More
Key West Haunted Pub Crawl Walking Tour
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Key West
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Exellent91 reviews4.5
Drink with the dead on this spine-chilling Key West pub crawl, where every sip comes with a story fr....
Key West Shore Excursion: Conch Tour Train
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 lor... More
Likely to Sell Out Key West Shore Excursion: Conch Tour Train
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Key West
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Exellent31 reviews4.5
When you arrive in port in Key West, take a Conch Tour Train shore excursion on your own; you’ll s....
Key West Conch Republic Tiki Pedicab Experience by Kokomo Cabs
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 hi... More
Private Tour
Likely to Sell Out Key West Conch Republic Tiki Pedicab Experience by Kokomo Cabs
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Key West
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Superb66 reviews5
You will sit and relax on our spacious and comfortable tiki bike as your private guide/driver takes ....
Private Tour
Fort East Martello Ghost Tour & VIP Robert the Doll Experience
Don't let the trolley take you for a ride. We're the only ghost tour in Key West where you'll walk the dark halls of historic Fort East Martello with authentic ghost-hunting equipment and meet Key West's infamous haunted doll, Rob... More
Private Tour
Likely to Sell Out Fort East Martello Ghost Tour & VIP Robert the Doll Experience
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Key West
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Superb150 reviews4.7
Don't let the trolley take you for a ride. We're the only ghost tour in Key West where you'll walk t....
Private Tour
The Hemingway Experience in Key West
The Hemingway Experience celebrates Key West’s most infamous author, Ernest “Papa” Hemingway, with a historical walking adventure retracing his steps on a "Bucket List" tour of Old Town. Our 4-hour guided experience stops at... More
Private Tour
Likely to Sell Out The Hemingway Experience in Key West
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Key West
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Superb19 reviews4.7
The Hemingway Experience celebrates Key West’s most infamous author, Ernest “Papa” Hemingway, ....
Private Tour
Key West Ghost Tours: Southernmost Shadows and Ghosts
Explore the eerie streets of Key West with Southernmost Ghosts on a captivating hour-long walking tour that uncovers the city’s dark past. Led by passionate storytellers, you’ll wander through historic Old Town, where every co... More
Private Tour
Likely to Sell Out Key West Ghost Tours: Southernmost Shadows and Ghosts
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Key West
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Very Good20 reviews3.8
Explore the eerie streets of Key West with Southernmost Ghosts on a captivating hour-long walking to....
Private Tour
Hemingway's Key West Self Guided Walking Audio Tour
Want to discover Hemingway's story in Key West? See the many sites he's linked to? Stop in his favorite bars for a drink? You are in luck. Our tour will begin at the Florida Keys Historical Military Memorial in Mallory Square and ... More
Private Tour
Likely to Sell Out Hemingway's Key West Self Guided Walking Audio Tour
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Key West
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Very Good20 reviews3.8
Want to discover Hemingway's story in Key West? See the many sites he's linked to? Stop in his favor....
Private Tour
Maritime Village to Micro State: A Self Guided Tour of Key West
Key West is famous as mainland America's Caribbean resort town. Here, time slows down as the island vibes take over. But there is more to this island than umbrella drinks and warm breezes. Key West has an incredible history, fro... More
Private Tour
Likely to Sell Out Maritime Village to Micro State: A Self Guided Tour of Key West
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Key West
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Superb3 reviews4.7
Key West is famous as mainland America's Caribbean resort town. Here, time slows down as the island ....
Private Tour
Key West’s Old Town Treasures: A Self-Guided Audio Tour
See Key West’s top attractions from the Lighthouse to the Little White House at your own pace with this affordable walking tour. • Find out how the town nearly went bankrupt before reinventing itself as ‘The Conch Republic... More
Private Tour
Likely to Sell Out Key West’s Old Town Treasures: A Self-Guided Audio Tour
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Key West
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Superb24 reviews4.7
See Key West’s top attractions from the Lighthouse to the Little White House at your own pace with....
Private Tour
Florida Key West Self-Guided Walking Audio Tour
Explore beautiful coastlines, wild history, and fascinating wildlife with this self-guided walking tour of Key West. Get to know famed author Ernest Hemingway and the island’s influence on his work. Hear stories of pirates, ship... More
Private Tour
Likely to Sell Out Florida Key West Self-Guided Walking Audio Tour
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Key West
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Superb18 reviews4.7
Explore beautiful coastlines, wild history, and fascinating wildlife with this self-guided walking t....
Private Tour
Sails to Rails Museum Admission
Located in the historic Key West Bight, discover this state-of-the-art museum with hands-on exhibits, raw footage, unique artifacts, and the only scale model of Fort Jefferson at Dry Tortugas National Park. As you travel through ... More
Private Tour
Likely to Sell Out Sails to Rails Museum Admission
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Key West
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Superb10 reviews4.7
Located in the historic Key West Bight, discover this state-of-the-art museum with hands-on exhibits....
Private Tour
Harry S Truman Little White House Admission
Tour the historic Harry S. Truman Little White House in Key West and learn about a fascinating period of American history. What was once a private compound on a U.S. Navy base is today open to the public as a museum. Listen to fas... More
Private Tour
Likely to Sell Out Harry S Truman Little White House Admission
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Key West
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Superb423 reviews4.6
Tour the historic Harry S. Truman Little White House in Key West and learn about a fascinating perio....
Private Tour
Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West
Depart the island of Key West & enjoy a full day of sightseeing along the iconic Overseas Highway! You'll travel halfway up the keys to Marathon and stop along the way to explore the natural splendor and man-made wonders of the Fl... More
Private Tour
Likely to Sell Out Full-Day Tour of Florida Keys Including Aquarium Encounters from ....
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Key West
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Superb27 reviews4.9
Depart the island of Key West & enjoy a full day of sightseeing along the iconic Overseas Highway! Y....
Private Tour
Key West Historic Bahama Village & Hemingway Heritage
Experience Historic Key West With A Small-Group Walking Tour Ever wondered how the island of Key West was discovered and became so rich? Explore Key West’s history, lore, and legends from the ground up with an intimate walking ... More
Private Tour
Likely to Sell Out Key West Historic Bahama Village & Hemingway Heritage
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Key West
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Superb247 reviews5
Experience Historic Key West With A Small-Group Walking Tour Ever wondered how the island of Key We....
Private Tour
Florida Key West Self-Guided Driving Tour (7 Mile Bridge)
Discover the beautiful Florida Keys with a self-guided audio tour! This 100-mile drive stretches from Key Largo, the first island off the Florida coast, all the way out to Key West, the southernmost point in the continental United... More
Private Tour
Likely to Sell Out Florida Key West Self-Guided Driving Tour (7 Mile Bridge)
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Key West
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Exellent66 reviews4.5
Discover the beautiful Florida Keys with a self-guided audio tour! This 100-mile drive stretches fro....
Private Tour
Skip the Line: Mel Fisher Maritime Museum Admission Ticket and Audio Tour
Mel Fisher Maritime Museum is the only fully accredited museum in the Florida Keys. That means this is more than just an exciting adventure story - it is also a nationally recognized research institution.... More
Skip The Line
Private Tour
Likely to Sell Out Skip the Line: Mel Fisher Maritime Museum Admission Ticket and Au....
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Key West
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Exellent28 reviews4.4
Mel Fisher Maritime Museum is the only fully accredited museum in the Florida Keys. That means this ....
Skip The Line
Private Tour
Hemingway Food and Walking Tour
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, ... More
Skip The Line
Private Tour
Likely to Sell Out Hemingway Food and Walking Tour
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Key West
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Superb100 reviews4.7
This guided walking tour will take you to the real places that Hemingway lived, worked and played, i....
Skip The Line
Private Tour