Historical & Heritage Tours in Key West
Top 10 Best Key West Historical & Heritage Tours
Found 49 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
Guided Bicycle Tour of Old Town Key West
Ride with us for a truly unique and unforgettable Key West experience! See the islands top attractions with your own local guide! Cruise Old Town, visit iconic landmarks, and hear stories about some of the colorful characters that... More
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
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
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
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
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
Key West Waterfront Cocktail Walk to Mallory Square’s Sunset Celebration!
We invite you to take an exclusive cocktail & food taste tour on the Waterfront in Downtown Key West! Our seasoned local guide will dive into the history of Old Fisherman’s Wharf & how it has transformed into Yacht Harbor! ... More
PRIVATE Welcome to Key West Walking Tour
Welcome to Key West! Stroll through Old Town Key West with a long-time local, see & learn about the unique places you can visit during your vacation. This is private tour is customizable, meaning you can request to adjust the me... More
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
Key Lime Pie Walking Tour of Key West Historic Seaport
Where is the Best Key Lime Pie? YOU decide! Experience the allure of the finest Key Lime Pie in Key West as you embark on a flavorful stroll along the historic waterfront harbor in Old Town Key West. Delight your palate with thre... More
Private Tour
The Hemingway Experience by Key West Food Tours
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
Sunset Sail on Historic Schooner in Key West
Set sail for a beautiful Key West sunset on the historic schooner When And If! Commissioned by then Colonel George Patton "When the war is over and if I return, Bea and I will sail around the world!" Step foot on the gorgeous teak... More
Private Tour
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
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
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
The Ghosts of Key West Walking Tour
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 th... More
Private Tour
Key West Art History Private Tour
Go beyond all of the Bars and drunk people to learn the “WHY” on how Key West became the home to many counter culture icons! Papa Hemingway, Jimmy Buffett, Tennessee Williams and more! This is Key West’s ONLY guided Art Hist... More
Private Tour
Southernmost Ghosts Tour
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
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
Private Tour