Historical & Heritage Tours in Key West
Top 10 Best Key West Historical & Heritage Tours
Found 52 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 District Small-Group Walking Tour
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
Key West Historic Homes and Island History - Small Group Walking Tour
Historic Homes & Island History of Key West- 2020, 2021, 2022, and 2023 WINNER- "Best Key West History Tour" TripAdvisor ranked top 10 history tours in North America. Join our award-winning guides for a wonderful, fun, and info... More
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
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
Hemingway Tour
You will begin this 65 minute nighttime guided walking tour by meeting your tour guide at Capt. Tony's Saloon outside front doors (428 Greene Street). You will then be taken to several of Ernest Hemingway's haunts around Old Town ... More
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
Private Tour
Ft. Lauderdale to Key West Day Trip Quality Day Tours
This is the ONLY Key West tour company with actual bus stops departing from Fort Lauderdale! Cruise in a luxurious 55 passenger motor coach with great views, comfortable seats, and a restroom. During the bus ride, passengers wil... 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
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
Private Tour
Key West with Glass Bottom Boat Cruise
Embark on an unforgettable journey in Key West, where laid-back vibes meet vibrant culture. Explore the island's storied past, from its indigenous roots to its role in pivotal historic events like the Civil War and the Spanish-Ame... 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
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
Highlights and Stories of Key West - Small Group Walking Tour
Key West Highlights and Stories- 2020, 2021, 2022, and 2023 WINNER "Best Key West Walking Tour". Join our award-winning guides for a wonderful, fun, and informative 2.5 hour walk through the historic streets of Old Town Key West.... More
Private Tour
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 Tour
Mel Fisher Maritime Museum Admission Ticket
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
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