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Top Key West Cultural Tours

Key West Tours

  • All Key West Tours
  • Air, Helicopter & Balloon Tours
    • Airplane Tours
    • Helicopter Tours
    • Inter-Island Flights
  • Classes & Workshops
    • Craft Classes
    • Sports Lessons
    • Yoga Classes
  • Cruises, Sailing & Water Tours
    • Boat Tours
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    • Literary, Art & Music Tours
  • Day Trips & Excursions
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  • Electric Car Rentals
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    • Deep Sea Fishing
    • Flats Fishing
    • Light Tackle Fishing
  • Food, Wine & Nightlife
    • Bar, Club & Pub Tours
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  • Holiday & Seasonal Tours
    • Christmas
  • Luxury & Special Occasions
    • Luxury Tours
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    • Multi-day Tours
  • Outdoor Activities
    • 4WD, ATV & Off-Road Tours
    • Eco Tours
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    • Nature & Wildlife
    • Safaris
  • Private & Custom Tours
    • Custom Private Tours
    • Private Sightseeing Tours
  • Sightseeing Tickets & Passes
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  • Tours & Sightseeing
    • Audio Guided Tours
    • Bike Rentals
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    • City Tours
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    • Half-day Tours
    • Hop-on Hop-off Tours
    • Night Tours
    • Pedicab Tours
    • Photography Tours
    • Self-guided Tours & Rentals
    • Sightseeing Tours
    • Skip-the-Line Tours
    • Sustainable Tours
    • Trolley Tours
    • Tuk Tuk Tours
    • Vehicle Rentals
    • Volunteer Tours
  • Transfers & Ground Transport
    • Airport & Ground Transfers
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    • Bus Tours
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  • Walking & Biking Tours
    • Bike & Mountain Bike Tours
    • Walking Tours
  • Water Sports
    • Boat Rentals
    • Dolphin Tours
    • Jet Boats & Speed Boats
    • Jet Ski Tours
    • Kayaking & Canoeing
    • Other Water Sports
    • Parasailing
    • Scuba Diving
    • Scuba Instruction
    • Snorkeling
    • Stand Up Paddleboarding
    • Surfing & Windsurfing
    • Swim with Dolphins
    • Tubing
    • Water Equipment
    • Waterskiing & Jetskiing
  • Weddings & Honeymoons
    • Honeymoon Packages
    • Wedding Packages

Attractions

  • Things to do in Key West
  • Mallory Square
  • Southernmost Point of the Continental USA
  • Florida Keys National Marine Sanctuary
  • Key West Aquarium
  • Mel Fisher Maritime Museum
  • Harry S. Truman Little White House
  • Duval Street
  • Hard Rock Cafe Key West
  • Key West Shipwreck Treasure Museum

Guides

  • View All
  • Culture lover's guide to Key West
  • How to Spend a Rainy Day in Key West
  • Key West for Foodies
  • Things to do in Key West in Summer
  • Top Day Trips from Key West

Calendar

  • Key West Event Calendar
  • President's Day
  • Valentine's Day
  • St. Patrick's Day
  • Easter
  • Cinco De Mayo
  • 4th of July
  • Labor Day
  • Memorial Day Weekend
  • Halloween
  • Thanksgiving
  • Veteran's Day
  • Christmas
  • Hanukkah
  • New Year’s Eve

Nearby

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

    79

    Enjoy a taste of Key West on this 3-hour food walking tour, led by an expert guide.
    ... Read More

     3 hours  Instant Confirmation
    from
    $88.68
    Details
    from
    $88.68
    Details
  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Key West Craft Cocktail Crawl

    11

    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 iconic stories behind Key West’s signature drinks, like the Hemingway Daiquiri, and explore the sights, sounds, and “intoxicating” flavors of the tiki era, each of it’s 5 stops revealing a new secret.
    ... Read More

     3 hours  Instant Confirmation
    from
    $88.66
    Details
    from
    $88.66
    Details
  • Key West Pub Crawl

    53

    If you’re looking for the ultimate Key West experience, join the 'Duval Crawl' pub crawl!
    ... Read More

     2 hours 30 minutes  Instant Confirmation
    from
    $34.99
    Details
    from
    $34.99
    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

    20

    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 of Duval and Caroline Streets, and led by your experienced guide and storyteller.
    ... Read More

     1 hour 30 minutes  Instant Confirmation
    from
    $32.26
    Details
    from
    $32.26
    Details
  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Key West Historical Seaport Food Tasting and Cultural Walking Tour

    13

    Discover the flavors of the ocean on this locally guided 3-hour food tour of Key West.
    ... Read More

     3 hours  Instant Confirmation
    from
    $88.68
    Details
    from
    $88.68
    Details
  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Key West Conch Tour Train

    54

    Experience the best of Key West on the famous Conch Tour Train!
    ... Read More

     1 hour 30 minutes
    from
    $36.70
    Details
    from
    $36.70
    Details
  • Private Key West Conch Republic Tiki Bike Experience

    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.
    ... Read More

     2 hours  Instant Confirmation
    from
    $189
    Details
    from
    $189
    Details
  • Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    ConchTales and Dreams: Food, Drink and Fun Tour of Key West

    4

    You will enjoy a delicious and spirited change in attitude while we serve up a bucket list walk through time as we eat, drink and discover the local fuels and hear about the historical and hysterical tales of legends and lore told through the eyes of your swashbuckling local guide.
    ... Read More

     3 hours  Instant Confirmation
    from
    $93.75
    Details
    from
    $93.75
    Details
  • Old Town Key West Literary Walking Tour

    2

    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 home.
    ... Read More

     1 hour 30 minutes  Instant Confirmation
    from
    $30
    Details
    from
    $30
    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

    3

    Join us for a 1.5-hour adventure!
    ... Read More

     1 hour 30 minutes  Instant Confirmation
    from
    $28.39
    Details
    from
    $28.39
    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.
    ... Read More

     1 to 90 minutes  Instant Confirmation
    from
    $32.50
    Details
    from
    $32.50
    Details
  • Private Southernmost Key West History and Culture Walking Tour

    Join us for the best walking tour in Key West!
    ... Read More

     2 hours  Instant Confirmation
    from
    $238.55
    Details
    from
    $238.55
    Details
  • Highlights of Key West - Small Group Walking Tour

    Key West Highlights- “The best walking tour in Key West!” Join Key West's unofficial "mayor" and his sidekick "Oliver" (Key West's most famous mascot) as they take you on a pleasant 2 hour stroll through the historic Old Town streets.
    ... Read More

     2 hours
    from
    $39
    Details
    from
    $39
    Details
  • Key West Historic Homes and Designs - Small Group Walking Tour

    Historic Homes & Designs of Key West- "The best historic home walking tour in Key West!" Join Key West's unofficial "mayor" and his sidekick "Oliver" (Key West's most famous mascot) as they take you on a wonderful and informative 90 minute stroll through the celebrated Old Town neighborhoods where you'll discover many of the beautiful, historic homes and unique architectural landmarks that have contributed so significantly to the history, culture, and legends of our remarkable island community.
    ... Read More

     1 hour 30 minutes
    from
    $39
    Details
    from
    $39
    Details
  • Key West Historic District Small-Group Walking Tour

    1

    You will be amazed by how much history and culture our small island has!
    ... Read More

     2 hours  Instant Confirmation
    from
    $37.59
    Details
    from
    $37.59
    Details
  • Private Day Trip - A Self-Guided Drive Through the Lower Keys

    There’s so much to see and do in just 1 1/2 hours of driving from Key West to Marathon.
    ... Read More

     2 to 5 hours  Instant Confirmation
    from
    $4
    Details
    from
    $4
    Details
  • Easy Stroll Audio Tour Downtown Key West

    In just 1 hour of walking, learn the history, culture, and cuisine of Key West.
    ... Read More

     1 hour  Instant Confirmation
    from
    $7.99
    Details
    from
    $7.99
    Details
  • Self-Guided Audio Sunset Stroll in Key West

    Stroll along the Gulf of Mexico, enjoying the island’s best happy hours, then watch the famous Key West sunset.
    ... Read More

     35 to 120 minutes  Instant Confirmation
    from
    $7.19
    Details
    from
    $7.19
    Details
  • Private Walking Tour of Key West

    Walk through Old Town Key West with a long-time local, see & learn about the unique places you can visit during your vacation.
    ... Read More

     90 to 120 minutes  Instant Confirmation
    from
    $69
    Details
    from
    $69
    Details
  • Cultural Walking Tour of Key West with Food and Drink Tastings

    Discover the cuisine and culture of historic old Key West.
    ... Read More

     3 hours  Instant Confirmation
    from
    $240
    Details
    from
    $240
    Details
  • 2 Hour Private Highlights of Key West Walking Tour

    Key West Highlights Private Tour- “The best walking tour in Key West!” Join Key West's unofficial "mayor" and his sidekick "Oliver" (Key West's most famous mascot) on a pleasant 2 hour private stroll through the historic Old Town streets.
    ... Read More

     2 hours
    from
    $99
    Details
    from
    $99
    Details
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