Key West Ghosts and Gravestones Trolley Tour
Overview
Available languages
1 hour
Mobile ticket
Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the narrow, dark streets of Old Town and hear stories from your guide about the island’s haunted history. This ghost and gravestone tour of Key West offers you an in-depth look into the strange and gloomy past of the Southernmost City.
Additional Info
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Suitable for all physical fitness levels
Instant Confirmation
This tour may not be suitable for children under 13 years of age. An adult must accompany children under 10 years of age. Due to the loud noises on our tour, children under the age of 4 are not allowed on board
The tour runs most dark and stormy nights, so please dress appropriately. Please wear comfortable shoes aboard the Trolley of the Doomed
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
Ghosts & Gravestones Tour Key West
Though lively and bright during the day, Key West’s frightful past begins to stir when the sun goes down. On this ghost and gravestone tour, discover the island’s dark and gloomy past as you explore the area aboard the Trolley of the Doomed. Hear haunted tales of restless souls as you travel down the narrow, dark streets of Old Town, filled with 19th-century wooden houses that harbor the secrets of their former inhabitants. Listen as your guide, dressed as a real 17th-centry grave digger, tells stories so tragic and chilling that you’ll see why Key West is considered one of the most haunted cities in America! Your ‘Ghost Host’ guide will add a pinch of humor to Key West's dark side with ironic tales of deathly love and tragic endings – some so strange it will be hard to believe they’re true!
Key West Aquarium
Though lively and bright during the day, Key West’s frightful past begins to stir when the sun goes down. On this ghost and gravestone tour, discover the island’s dark and gloomy past as you explore the area aboard the Trolley of the Doomed. Hear haunted tales of restless souls as you travel down the narrow, dark streets of Old Town, filled with 19th-century wooden houses that harbor the secrets of their former inhabitants. Listen as your guide, dressed as a real 17th-centry grave digger, tells stories so tragic and chilling that you’ll see why Key West is considered one of the most haunted cities in America! Your ‘Ghost Host’ guide will add a pinch of humor to Key West's dark side with ironic tales of deathly love and tragic endings – some so strange it will be hard to believe they’re true!
What‘s Included
Narration by professional guide
Local taxes
Ghost themed trolley tour
Gratuities
Hotel pickup and drop off
Food and drinks
Options
Departure
Reviews
1,214 reviews
Total reviews and rating from Viator & Tripadvisor
Ghost Tour
Joseph A,,Jan 29, 2026
- Review from Viator
5.00This was pretty good for first timers and frequent visitors. It was interesting to hear and see some of Key West’s darker side
Fun evening
sarahkD3462AJ,,Jan 28, 2026
- Review from Tripadvisor
5.00Mary and Ross were amazing! Loved the stories and we were taken care of and entertained! Mix of history and legend, just scary enough to give chills but not nightmares.
Not so scary ghost tour
Bree P,,Jan 27, 2026
- Review from Tripadvisor
4.00I was a little nervous to go on the ghost tour because I do not like to be scared; however, this wasn’t scary at all. The narrator did a good job telling various stories of spirits who allegedly wander and haunt Key West. If you want to leave feeling uneasy or scared though, this is not your tour. If you want to learn about unique Key West figures and their history, sign up. Overall though, it was a little underwhelming and overpriced for the one hour experience.
A very fun night time adventure with wonderful facts about Key West and the people who lived there.
Trail673128,,Jan 26, 2026
- Review from Tripadvisor
5.00We had a great adventure with Harold and our Ghost host, Kate. Both had wonderful stories and interesting facts to peak our interest on our late night trip. Learned a lot about Key West history, laughed and got scared, even saw a “ghost”. Heard “ You are Doomed “ throughout town, meaning many people had taken the tour and remembered the fun. We would definitely recommend this tour.
Great experience and...
Ryan D,,Jan 26, 2026
- Review from Viator
5.00Great experience and Danny and captain Jack were amazing! The route was awesome and plenty of information!
Good fun
Joseph P,,Jan 25, 2026
- Review from Viator
5.00Very informative, entertaining, fun and interactive. Howard the driver was funny and entertaining. Good times
Ross and Mary have us an amazing tour! Very educational and spooky!!
Mindy609,,Jan 23, 2026
- Review from Tripadvisor
5.00Thank you very much! Mary and Ross gave a great tour! Very educational and spooky. The trolly was comfortable! I would recommend this to anyone interested in spooky things
Spooky fun in Key West!
annmariestone,,Jan 23, 2026
- Review from Tripadvisor
5.00Our tour was so much fun! The trolley was comfortable and had a great spooky vibe! Our ghost host Kate was entertaining and very informative. She had great energy and made our experience very memorable!
Excellent
X3838ZUkevinh,,Jan 23, 2026
- Review from Tripadvisor
5.00Excellent experience. It was something different to do and worth the price.
Fantastic Guide & Spooks... But That Silver Came with Extras
mikerO521HR,,Jan 23, 2026
- Review from Tripadvisor
5.00Listen, if you want a ghost tour in Key West that actually teaches you something while giving you legit goosebumps, this one's a no-brainer. Calico Jack is a straight-up legend—part pirate reincarnation, part stand-up comic, part walking Key West encyclopedia. The man could narrate the fall of the Roman Empire and make it sound like a rum-soaked bar fight. He had us rolling through tales of pirates, graveyards, ghosts, and haunted houses while the trolley driver (also a gem) chauffeured us like we were VIPs on the underworld express. Ninety minutes flew by, perfect balance of chills, facts, and zero dead air. You leave smarter about the island’s bloody past and slightly convinced every shadow has a grudge. Calico Jack deserves a statue. Or at least free drinks for life. The sites were killer, the stories were gold, the vibe was immaculate. Now, the one black mark: that cursed silver bar. Calico Jack hits us with the perfunctory pirate warning: “Don’t touch it, or bad things will happen.” Buddy. That’s like telling a toddler “don’t eat the Tide pod” and then handing them the pod with a bow on it. He really should've gone full DEFCON 1 on that one. Barricade it. Rope it off. Hell, maybe just narrate from across the street and call it a day. Long story short, a female acquaintance of ours in the group foolishly ignored his warning. The next morning, she woke up with a raging case of crabs. Coincidence? Possible. Even likely. Let's be fair: She has a body count that would rival yellow fever. And the type of woman who sees zero red flags in letting a guy she just met at Sloppy Joe’s rearrange her insides several nights earlier ins't going to heed a warning about touching cursed silver. But even if it's just a coincidence, why risk it? All that said, we had an outstanding guide, great driver, killer sites, perfect length. I'd do it again in a heartbeat—just steer clear of anything shiny and cursed.
From US$39.85
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Operated by Historic Tours Of America