Historical & Heritage Tours in Key West
Top 10 Best Key West Historical & Heritage Tours
Found 58 Historical & Heritage Tours activities in Key West. Sort by Popularity.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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Exellent851 reviews4.4
Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attr....
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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Superb2,702 reviews4.9
Ride with Key Lime Bike Tours for a truly unique and unforgettable Key West experience! See the isla....
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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Superb306 reviews4.6
You will begin this 1 hour and 30 minute guided tour by meeting your tour guide, (who will be wearin....
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
Hemingway Food and Walking Tour
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Key West
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Superb110 reviews4.7
This guided walking tour will take you to the real places that Hemingway lived, worked and played, i....
VIP Robert the Doll After Dark
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
VIP Robert the Doll After Dark
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Key West
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Superb165 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....
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
Likely to Sell Out The Hemingway Experience in Key West
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Key West
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Superb51 reviews4.8
The Hemingway Experience celebrates Key West’s most infamous author, Ernest “Papa” Hemingway, ....
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
Likely to Sell Out Harry S Truman Little White House Admission
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Key West
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Superb474 reviews4.7
Tour the historic Harry S. Truman Little White House in Key West and learn about a fascinating perio....
Key West Historic Schooner When And If Sunset Cruise
Historic Schooner. Champagne Sunset Toast. Elegant and Exclusive. Step aboard the historic schooner When And If, commissioned by General George Patton in the late 1930s, and sail into a breathtaking Key West sunset. Raise a champ... More
Likely to Sell Out Key West Historic Schooner When And If Sunset Cruise
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Key West
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Superb135 reviews4.8
Historic Schooner. Champagne Sunset Toast. Elegant and Exclusive. Step aboard the historic schooner....
Key Lime Pie Walking Tour of Key West Historic Seaport
Taste the sweetest adventure in Key West—sunshine, stories, and the island’s most iconic dessert. Led by a Key West expert who’s part historian, part foodie, and fully obsessed with the island’s iconic slice, this small-gr... More
Likely to Sell Out Key Lime Pie Walking Tour of Key West Historic Seaport
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Key West
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Superb49 reviews4.9
Taste the sweetest adventure in Key West—sunshine, stories, and the island’s most iconic dessert....
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
Likely to Sell Out Key West Haunted Pub Crawl Walking Tour
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Key West
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Exellent103 reviews4.4
Drink with the dead on this spine-chilling Key West pub crawl, where every sip comes with a story fr....
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
Likely to Sell Out Key West Historic Bahama Village & Hemingway Heritage
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Key West
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Superb256 reviews5
Experience Historic Key West With A Small-Group Walking Tour Ever wondered how the island of Key We....
Southernmost Key West History and Culture Small-Group Walking Tour
Meet The Locals, On Foot, At Eye Level If you’re like us, you think of travel as more than just “going places.” You crave experience and discovery, not just monuments and museums. You want to understand what’s behind the ... More
Likely to Sell Out Southernmost Key West History and Culture Small-Group Walking Tou....
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Key West
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Superb134 reviews5
Meet The Locals, On Foot, At Eye Level If you’re like us, you think of travel as more than just ....
Key West Attractions Pass with Trolley Tour
Explore the vibrant sights of Key West with the Old Town Trolley, Aquarium, and Shipwreck Museum package. This tour offers unlimited hop-on, hop-off access to 13 convenient trolley stops, allowing you to explore highlights like th... More
Likely to Sell Out Key West Attractions Pass with Trolley Tour
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Key West
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Superb134 reviews5
Explore the vibrant sights of Key West with the Old Town Trolley, Aquarium, and Shipwreck Museum pac....
The Ghosts of Key West Walking Tour
Get ready for a fun and fright-filled evening as we explore the haunted history of Key West! Starting at the charming River Street Sweets, we’ll stroll beneath the moonlight to some of the island’s most legendary landmarks. He... More
Likely to Sell Out The Ghosts of Key West Walking Tour
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Key West
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Exellent136 reviews4.3
Get ready for a fun and fright-filled evening as we explore the haunted history of Key West! Startin....
Key West Shipwreck Treasure Museum Admission
Learn about an important part of Florida’s history at the Key West Shipwreck Treasure Museum. Explore the wreckage of Spanish galleons and the remnants of cargo ships. Go back in time to the 19th century, when excavating shipwre... More
Likely to Sell Out Key West Shipwreck Treasure Museum Admission
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Key West
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Very Good105 reviews3.8
Learn about an important part of Florida’s history at the Key West Shipwreck Treasure Museum. Expl....
Tropical Fruit Hunting Tour at Grimal Grove
Visit the only Breadfruit Grove in Continental United States! While here, discover the rich history of Grimal Grove and its legendary founder, Adolf Grimal, on a 75–90-minute tropical fruit hunting tour. This engaging experienc... More
Likely to Sell Out Tropical Fruit Hunting Tour at Grimal Grove
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Key West
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Superb13 reviews5
Visit the only Breadfruit Grove in Continental United States! While here, discover the rich history....
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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Exellent37 reviews4.5
When you arrive in port in Key West, take a Conch Tour Train shore excursion on your own; you’ll s....
Robert the Doll After Dark
Are you brave enough to lock eyes with the world's most haunted object… in the dark? Don't get stuck on a crowded trolly, step behind the velvet rope with us and investigate Key West's greatest mysteries and darkest legends. Loc... More
Likely to Sell Out Robert the Doll After Dark
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Key West
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Superb1 review5
Are you brave enough to lock eyes with the world's most haunted object… in the dark? Don't get stu....
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
Likely to Sell Out Key West Ghost Tours: Southernmost Shadows and Ghosts
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Key West
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Very Good21 reviews3.8
Explore the eerie streets of Key West with Southernmost Ghosts on a captivating hour-long walking to....
Self-Guided Audio Tour in Florida Keys
Don't miss a thing as the GuideAlong Audio Driving Tour takes you on an incredible self-guided journey on one of the most classic US road trips, the Overseas Highway. Along the way, you'll be guided to all of the famous highligh... More
Private Tour
Likely to Sell Out Self-Guided Audio Tour in Florida Keys
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Key West
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Superb94 reviews4.6
Don't miss a thing as the GuideAlong Audio Driving Tour takes you on an incredible self-guided journ....
Private Tour