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Attractions

Things to do in Key West
Marine Park
Southernmost Point of the Continental USA
Mallory Square
Harry S. Truman Little White House
Ernest Hemingway Home and Museum
Key West Historic District
Key West Lighthouse and Keeper's Quarters Museum
Florida Keys National Marine Sanctuary
Duval Street

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Best food & culinary tours in Key West
Family-friendly things to do in Key West.
Rainy day activities in Key West
Senior-friendly tours, activities and things to do in Key West
The Top 10 Key West Tours and Activities of 2023
The best tours and activities for culture lovers in Key West
Things to do in Key West this summer
Top Day Trips from Key West

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Likely to Sell Out
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Craft Cocktail Crawl
204
Join us on a sip and stroll through Key West's craftiest bars and hidden local gems enjoying 5 local cocktails & 2 food tastings! Discover the...
Read More
3 hours Free Cancellation
from
$93.68
Details
from
$93.68
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Conch Tour Train
312
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
$39.98
Details
from
$39.98
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Ghost and Mysteries Guided Tour
158
Discover why Key West is one of the most haunted locations in the country on this 90 minute walking tour that starts at the corner...
Read More
1 hour 30 minutes Free Cancellation Instant Confirmation
from
$32.26
Details
from
$32.26
Details
Likely to Sell Out
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
126
Experience Historic Key West With A Small-Group Walking TourEver wondered how the island of Key West was discovered and became so rich? Explore Key West’s...
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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.
Key West Southernmost Food and Cultural Walking Tour
552
Enjoy a taste of Key West on this 3-hour food walking tour, led by an expert guide. Along the way visit 5 locally-run “mom and pop” establishments in...
Read More
3 hours Free Cancellation Instant Confirmation
from
$88.68
Details
from
$88.68
Details
Likely to Sell Out
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Historic Seaport Food Tasting and Cultural Walking Tour
202
Discover the flavors of the ocean on this locally guided 3-hour food tour of Key West. Savor maritime history through delicious seafood (or tasty non-seafood...
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3 hours Free Cancellation Instant Confirmation
from
$88.68
Details
from
$88.68
Details
Likely to Sell Out
Southernmost Key West History and Culture Small-Group Walking Tour
29
Meet The Locals, On Foot, At Eye LevelIf you’re like us, you think of travel as more than just “going places.” You crave experience and...
Read More
1 hour 45 minutes Free Cancellation Instant Confirmation
from
$39.99
Details
from
$39.99
Details
PRIVATE Welcome to Key West Walking Tour
4
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...
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90 to 120 minutes Free Cancellation Instant Confirmation
from
$137.50
Details
from
$137.50
Details
Old Town Key West Literary Walking Tour
34
Join us every weekend for the Old Town Literary Walking Tour, a stroll through downtown Key West, illuminating stories of writers that have called our island...
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1 hour 30 minutes Free Cancellation Instant Confirmation
from
$30
Details
from
$30
Details
Cruise Through Key West's Black History Audio Tour
5
Turn your phone or tablet into a local tour guide! Download this location-aware audio/media tour, then cruise. PLEASE NOTE ELECTRIC CAR, SCOOTER OR BIKE RENTAL...
Read More
1 to 4 hours Instant Confirmation
from
$10.99
Details
from
$10.99
Details
Bahama Village Walking Tour
Tours will begin at the corridor of the Southernmost District near the Key West Lighthouse and the home of the infamous author Ernest Hemingway. We...
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1 to 2 hours Free Cancellation Instant Confirmation
from
$30
Details
from
$30
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...
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2 hours 30 minutes Free Cancellation Instant Confirmation
from
$224.99
Details
from
$224.99
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
Highlights and Stories of Key West - Small Group Walking Tour
122
Key West Highlights and Stories- 2020, 2021, and 2022 WINNER "Best Key West Walking Tour"Join our award-winning guides for a wonderful, fun, and informative 2.5...
Read More
2 hours 30 minutes Free Cancellation
from
$49
Details
from
$49
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 informative...
Read More
2 hours 30 minutes Free Cancellation
from
$189
Details
from
$189
Details
Easy Stroll (or Bike) Through Downtown Key West Audio Tour
3
Turn your phone or tablet into a local tour guide!Download this location-aware audio & multimedia tour to your device. Local knowledge, historic photos, and links...
Read More
1 hour Instant Confirmation
from
$9.99
Details
from
$9.99
Details
Key West Art History Private Tour
7
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!...
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1 hour 15 minutes Free Cancellation Instant Confirmation
from
$59.99
Details
from
$59.99
Details
Likely to Sell Out
Key West Sunset Bite, Sip & Stroll Audio Tour
1
Turn your phone or tablet into a local tour guide! This location-aware audio/multimedia tour lets you enjoy historic photos, recordings and videos plus links to...
Read More
35 to 120 minutes Instant Confirmation
from
$9.99
Details
from
$9.99
Details
2-Hour Live Music Guided Tour in Key West
1
Discover Key West’s best live music with a local guide. Visit 4 music venues in two hours. The Ticket includes, drink discounts, digital guide for...
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2 hours Free Cancellation Instant Confirmation
from
$35
Details
from
$35
Details
Southernmost Key West Historical Tour in Small Group
1
Travel The Keys is a guided tour and concierge company based in Key West, Florida. We offer unique historical tours in Key West, presented by...
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1 to 90 minutes Free Cancellation Instant Confirmation
from
$30
Details
from
$30
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 Cultural Tours?

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

Key West Craft Cocktail Crawl
Key West Conch Tour Train
Key West Ghost and Mysteries Guided Tour
Key West Historic District Small-Group Walking Tour
Key West Southernmost Food and Cultural Walking Tour

Q: What are the best kid-friendly options for Key West Cultural Tours Tours?

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

Key West Conch Tour Train
Key West Ghost and Mysteries Guided Tour
Key West Historic District Small-Group Walking Tour
Key West Southernmost Food and Cultural Walking Tour
Key West Historic Seaport Food Tasting and Cultural Walking Tour

View all kid-friendly Tours →

Q: Which Key West Cultural Tours have Instant Confirmation?

A: Key West Cultural Tours with Instant Confirmation include:

Key West Conch Tour Train
Key West Ghost and Mysteries Guided Tour
Key West Historic District Small-Group Walking Tour
Key West Southernmost Food and Cultural Walking Tour
Key West Historic Seaport Food Tasting and Cultural Walking Tour

View all Tours with Instant Confirmation →

Q: Which Key West Cultural Tours have Free Cancellation?

A: Key West Cultural 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 Craft Cocktail Crawl
Key West Conch Tour Train
Key West Ghost and Mysteries Guided Tour
Key West Historic District Small-Group Walking Tour
Key West Southernmost Food and Cultural Walking Tour

View all Tours with Free Cancellation →

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
Key West Lighthouse and Keeper's Quarters Museum
Florida Keys National Marine Sanctuary
Duval Street
Mel Fisher Maritime Museum
Key West Aquarium
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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Cool Destinations wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

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