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Ride 2ND DAY
FOR $10
Plus Free Admission
to the Overseas
Railroad Museum
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Kids Ride
Ages 12 and under
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13 convenient
& Unlimited Reboarding
See the entire island
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Key West's largest fleet with the most frequent pick up service!
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Key West's Best Sightseeing Tour
Key West's Best Sightseeing Tour
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Key West map

View our tour map including stops and attractions.
> Go to Key West Map

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For more information, go to Veterans Promotion.

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Holiday Tour icon

Ride along as our trolleys explore the holiday lights. > Go to Holiday Tours

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Buying trolley tickets online is quick, easy, and saves you money.
> Go to Key West Tickets

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trolley and cruise ship

We provide cruise ship guests the best tours to maximize their time.
> Go to Cruise Guest Tours

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compassFind the trolley stop location closest to your hotel or guest accommodations.
> Go to Trolley Stop Locator
ghosts and gravestones tour

Join us on the only tour that visits Robert the Doll!
> Go to Ghost Tours

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Join Old Town Trolley Tours as our conductors turn back the pages of history and relive Key West. Coming from various backgrounds, they are united by their passion for history, love of Key West, and desire to entertain. Each conductor narrates the sightseeing tour with his or her own blend of trivia, colorful anecdotes, and humorous stories to ensure that your experience is both enjoyable and informative. >Go to Key West Conductors.
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Test Your Knowledge
and You Could Win!

Take our fun quiz for a chance to win discounts and prizes. > Go to Trolley Quiz

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Key West's Best Sightseeing Tour

Harry S. Truman Little White House in Key West   Couple eating conch fritters   Southernmost Point
Little White House   Sample Conch Fritters   Southernmost Point
aquarium   shipwreck museum   key west lighthouse
Key West Aquarium   Key West Shipwreck
Treasures Museum
  Key West Lighthouse

Key West is known for its clear blue waters, sun-filled skies, and laid-back attitude. In addition to being a great vacation spot, the city has also served as an artistic refuge, a presidential retreat, a military post, and an important port. For over 30 years, Old Town Trolley Tours has been providing sightseeing tours highlighting the best of Key West. Hop aboard one of our trolleys and you’ll experience Transportainment, a delightful combination of transportation and entertainment. With Old Town Trolley, you can avoid costly parking and city driving while exploring at your own pace as you hop on and off the trolley.

Old Town Trolley Tours is the best way to see the city, highlighting the best Key West Attractions, with 13 stops and more than 100 points of interest.

more Boston's best sightseeing tour Key West Sightseeing Tours

Why We’re Key West’s
Best Sightseeing Tour
100% money back guarantee checkmark
Ride second consecutive day FOR ONLY $10 checkmark
Kids 12 & under ride FREE checkmark
FREE admission to Overseas Railroad Museum checkmark
FREE coupons worth up to $50 in discounts checkmark
The only tour that shows you the entire island checkmark
Largest trolley fleet checkmark
The Official Trolley of the Conch Republic checkmark
Unlimited reboarding; Step off and reboard at your leisure checkmark
13 convenient stops checkmark
Locally owned & operated checkmark
Only trolley company to have ASAE certified maintenance checkmark
Military and Senior Discounts checkmark
Environmentally Friendly checkmark
Why Choose Old Town Trolley Tours
  Old Town Trolley Tours Other Trolley
Do you offer a 100%
money back guarantee
on all your tours?


We believe so strongly in our products that we back them up with a money back guarantee!


Do kids ride free?


Children 12 and under are free with a paying adult.


How long have you been giving tours in Key West?

Since 1980

We are the original Trolley Tour, entertaining visitors since 1980.


Are you ranked on Trip Advisor and if so, where?


Top 25

Do guests get a complimentary map & discount coupons good for attractions, restaurants & shopping with their ticket?


Enjoy over $50 in savings on our discount coupon sheet with your ticket.

Do you offer a full 90 minute tour of the entire island?


We are the only tour that shows you the both the Gulf of Mexico, Atlantic Ocean and Garrison Bight, covering the entire island of Key West.


see the best of key west relive key west save with our online tickets

Visit Top-Rated Key West Attractions!
Sunset Welcome Center Hotels
Dry Tortugas Best Western Shopping
Sloppy Joe's Beaches Restaurants
Margaritaville Southernmost Attractions
Hemingway Lighthouse East Martello Fort
Fairfield Inn Cemetery  
mallory square
Mallory Square Festival Marketplace and
Sunset Celebration
  Connect with Old Town Trolley for exclusive offers and
promotions, videos and more. Go to Trolley Tours Social Media.
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Hop On Hop Off Tours
old town trolley

Want to see all the sights and learn about the intriguing past of the southernmost city? Then get your seat aboard the orange and green trolley. Learn the facts about colorful characters and historic sites that make Key West such a unique treasure. See more than 100 popular attractions and hop on/hop off as much as you like!

Learn more about Old Town Trolley Tour.

Foreign Language Tours

At Old Town Trolley Tours, we speak your language! Enjoy the beauty and history of Key West aboard our special tours designed just for you. We’ll transport you to all the most popular sites in the city and narrate in your chosen language; whether it’s English, French, Spanish, German, Portuguese or Italian. Groups are welcome! Learn more about Foreign Language Tours.

Ghost Tours
ghost trolley

Many know about the rich history of Key West and its characters like Tennessee Williams and Ernest Hemingway— but there’s another side to this paradise where tortured souls linger in dark, mysterious places & seemingly innocent things are not what they appear to be. Discover the haunted side of aboard Ghosts & Gravestones - the only ghost tour where you’ll come face to face with Robert The Doll. Learn more about Ghost Tours.

Tours for Cruise Guests
trolley and cruise ship

When your cruise ship docks, the fun begins aboard Old Town Trolley! Our special 1-hour sightseeing tour is designed to show you the most historically significant sites in the southernmost city. You’ll make the most of your time while on the island and still have time to grab a bite at one of our legendary restaurants and do shopping before re-boarding your ship. Tours for Cruise Guests.

corner corner

Key West’s Best Tour to See the Beaches, Mallory Square, Hemingway House, Harry S. Truman's Little White House,
Margaritaville, the Southernmost Point, the Opportunity to Sample Conch Fritters & Key Lime Pie, and Much More!

Historic Tours of America® 201 Front Street, Key West, Florida 33040
Copyright © Historic Tours of America®

Old Town Trolley Tours and Transportainment are registered
trademarks of Historic Tours of America® and Ghosts & Gravestones and
Frightseeing are registered service marks of Historic Tours of America®

Seating aboard vehicles operated in interstate or foreign commerce is without regard
to race, color, creed, or national origin
in accordance with Title 49 CFR 374.103.