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Marine Park
Southernmost Point of the Continental USA
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Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Conch Tour Train
348
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...
Read More
1 hour 30 minutes Free Cancellation Instant Confirmation
from
$45.10
Details
from
$45.10
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Robert the Doll Experience VIP Ghost Tour at Fort East Martello
69
This is the only ghost tour in Key West where you will meet the infamous Robert the Doll. While other ghost tours stop outside of...
Read More
1 hour Free Cancellation Instant Confirmation
from
$45
Details
from
$45
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Historic District Small-Group Walking Tour
128
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...
Read More
2 hours Free Cancellation Instant Confirmation
from
$46.99
Details
from
$46.99
Details
Likely to Sell Out
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Guided Bicycle Tour of Old Town Key West
682
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,...
Read More
2 hours 30 minutes Free Cancellation Instant Confirmation
from
$52.24
Details
from
$52.24
Details
Likely to Sell Out
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Jimmy Buffett Tour
42
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...
Read More
1 hour 30 minutes Free Cancellation Instant Confirmation
from
$79
Details
from
$79
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Southernmost Key West History and Culture Small-Group Walking Tour
29
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...
Read More
1 hour 45 minutes Free Cancellation Instant Confirmation
from
$39.99
Details
from
$39.99
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Haunted Pub Crawl Walking Tour
39
Our Key West Haunted Pub Crawl showcases some of the more unusual and lesser-known histories of Key West. From the island's demonic dolls to one...
Read More
2 hours Free Cancellation Instant Confirmation
from
$29.99
Details
from
$29.99
Details
Key West Shore Excursion: Conch Tour Train
14
Ride the World Famous Conch Tour Train, the charming and whimsical Key West attraction that has been delighting locals and visitors alike since 1958....
Read More
1 hour 30 minutes Free Cancellation Instant Confirmation
from
$45.10
Details
from
$45.10
Details
Likely to Sell Out
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Private Key West Conch Republic Tiki Bike Experience by Kokomo Cabs Key West
37
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...
Read More
2 hours 30 minutes Free Cancellation Instant Confirmation
from
$224.99
Details
from
$224.99
Details
Likely to Sell Out
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Hemingway Food and Walking Tour
60
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,...
Read More
2 hours Free Cancellation Instant Confirmation
from
$99
Details
from
$99
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Sunset Sail on Historic Schooner in Key West
66
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...
Read More
2 hours Free Cancellation Instant Confirmation
from
$109
Details
from
$109
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
The Ghosts of Key West Walking Tour
84
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,...
Read More
1 hour 30 minutes Free Cancellation Instant Confirmation
from
$24.99
Details
from
$24.99
Details
Likely to Sell Out
Hemingway Tour
6
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)....
Read More
1 hour 5 minutes Free Cancellation Instant Confirmation
from
$69
Details
from
$69
Details
Likely to Sell Out
Key West Waterfront Cocktail Walk to Mallory Square’s Sunset Celebration!
9
We invite you to take an exclusive cocktail & food taste tour on the Waterfront in Downtown Key West! Our seasoned local guide will dive...
Read More
2 to 3 hours Free Cancellation Instant Confirmation
from
$89
Details
from
$89
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West
15
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...
Read More
7 hours Hotel pickup offered Free Cancellation Instant Confirmation
from
$165
Details
from
$165
Details
PRIVATE Key West Haunted History Walking Tour
8
Walk through Old Town Key West with a long-time local, hear the haunted history of Key West, her beautiful historic mansions, and visit a haunted...
Read More
90 to 120 minutes Free Cancellation Instant Confirmation
from
$137.50
Details
from
$137.50
Details
Private Key West Historic Homes and Island History Walking Tour
2
Historic Homes & Island History of Key West- 2020, 2021, and 2022 WINNER- "Best Key West History Tour" Cool Destinations ranked top 10 history tours in...
Read More
2 hours 15 minutes Free Cancellation
from
$189
Details
from
$189
Details
Private Highlights and Stories of Key West Walking Tour
3
Key West Highlights and Stories Private Tour- “2020 and 2021 WINNER "Best Key West Walking Tour" Join our award-winning guides for a wonderful, fun, and...
Read More
2 hours 30 minutes Free Cancellation
from
$189
Details
from
$189
Details
Key West Historic Homes and Island History - Small Group Walking Tour
238
Historic Homes & Island History of Key West- 2020, 2021, and 2022 WINNER- "Best Key West History Tour" Cool Destinations ranked top 10 history tours in...
Read More
2 hours 15 minutes Free Cancellation
from
$49
Details
from
$49
Details
Full day tour of The Florida Keys - Key Largo Islamorada Key West
4
Tours are private, and include only your travel party of up to 6 people. We customize the stops to what interests your group. We can...
Read More
8 hours Hotel pickup offered
from
$775
Details
from
$775
Details
Key West Art History Private Tour
9
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!...
Read More
1 hour 15 minutes Free Cancellation Instant Confirmation
from
$59.99
Details
from
$59.99
Details

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Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for Key West Historical & Heritage Tours?

A: According to verified reviews on Cool Destinations and TripAdvisor, the best Key West Historical & Heritage Tours are:

Key West Conch Tour Train
Robert the Doll Experience VIP Ghost Tour at Fort East Martello
Key West Historic District Small-Group Walking Tour
Guided Bicycle Tour of Old Town Key West
Jimmy Buffett Tour

Q: What are the best kid-friendly options for Key West Historical & Heritage Tours Tours?

A: According to verified reviews on Cool Destinations and TripAdvisor, the best kid-friendly Key West Historical & Heritage Tours are:

Key West Conch Tour Train
Key West Historic District Small-Group Walking Tour
Jimmy Buffett Tour
Southernmost Key West History and Culture Small-Group Walking Tour
Key West Shore Excursion: Conch Tour Train

View all kid-friendly Tours →

Q: Which Key West Historical & Heritage Tours have Instant Confirmation?

A: Key West Historical & Heritage Tours with Instant Confirmation include:

Key West Conch Tour Train
Robert the Doll Experience VIP Ghost Tour at Fort East Martello
Key West Historic District Small-Group Walking Tour
Guided Bicycle Tour of Old Town Key West
Jimmy Buffett Tour

View all Tours with Instant Confirmation →

Q: Which Key West Historical & Heritage Tours have Free Cancellation?

A: Key West Historical & Heritage Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

Key West Conch Tour Train
Robert the Doll Experience VIP Ghost Tour at Fort East Martello
Key West Historic District Small-Group Walking Tour
Guided Bicycle Tour of Old Town Key West
Jimmy Buffett Tour

View all Tours with Free Cancellation →

Q: I need a ride! Which Key West Historical & Heritage Tours include Hotel Pickup?

A: No problem. These Key West Historical & Heritage Tours include Hotel Pickup:

Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West
Full day tour of The Florida Keys - Key Largo Islamorada Key West

View all Tours with Hotel Pickup →

Q: Got any more Key West trip ideas?

A: We sure do. Check out our curated lists of hand-picked Key West Tours.

The Top 10 Key West Tours and Activities of 2023
Senior-friendly tours, activities and things to do in Key West
The best tours and activities for culture lovers in Key West
Top Day Trips from Key West
Things to do in Key West this summer

View all Key West Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Key West?

A: Based on our sales data over the past year, the most popular styles of tours and activities in Key West are:

Key West Kid Friendly
Key West Water Sports
Key West Jet Ski Tours
Key West Kid Friendly Tours & Activities
Key West Deep Sea Fishing

View all tour styles in Key West →

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New to Our Site

Popular Key West Attractions

Southernmost Point of the Continental USA
Mallory Square
Harry S. Truman Little White House
Duval Street
Key West Lighthouse and Keeper's Quarters Museum
Mel Fisher Maritime Museum
Key West Aquarium
Florida Keys National Marine Sanctuary
Key West Shipwreck Treasure Museum
Hard Rock Cafe Key West

Places Nearby Key West

Islamorada
Everglades National Park
Key Largo
Naples
Miami
Coral Coast
Fort Myers
Fort Lauderdale
Boca Raton
West Palm Beach
Sarasota
Florida
St Petersburg
West End
Freeport

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On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

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