Key West's Dark Side: Unforgettable Haunted Trolley Tour
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.
Reviews
Reviews and Rating (Tripadvisor)
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Reviews by Tripadvisor travelers
Keith_G, 10/29/2025 8:08:09 PM
The most impactful part of the tour is the African burial site and the story behind it. It was deeply sorrowful that children were treated that way!
noeleenf89, 10/28/2025 9:52:30 PM
Some sadness to the stories but told with reverence. Mostly fun and enlightening. Big shout out to Violet and Howard for a truly memorable evening.
danmA3674CO, 10/28/2025 10:07:56 AM
The tour was fun, interesting and shared some really important facts about Key West history. Earl was a great host and set and maintained a great tone throughout the ride. The major drawback was that there were two riders who were distractingly talking during or over Earl and made the experience less enjoyable overall. During a stop in the ride, we talked to Earl about this and while initially they planned to just speak louder, he did call out the behavior as discreetly as possible later in the ride when the behavior wasn’t changing. While we wished those individuals could have shown more respect for the staff and attendees that night, it was still very enjoyable otherwise.
Jj_J, 10/14/2025 7:49:25 PM
the tour was so fun and they gave us so much information about the island! it was a really great experience
stehani, 10/10/2025 10:53:36 AM
I was very impressed with the history that was given during the tour and even was fortunate enough to get a picture with….?
Joshua_S, 10/10/2025 9:17:20 AM
Fun tour with lots of tails! Enjoyed the walk around in the shipwreck museum and the tails of the silver inside! The couple of jump scares were fun as well!
Martin_G, 10/7/2025 2:24:17 PM
We were really looking forward to this bus tour but honestly it fell a bit short. None of the information that was presented wasn't anything you couldn't have. Just found out on your own. Seeing the houses associated to the story really did not add to the flavor of experience. I was a bit disappointed. As was my wife.
rita_B, 10/7/2025 8:09:09 AM
This was a fun way to learn about some Key West history! We went at 7:20 pm but I think it would have been better just before dusk. It was hard to see the big fotos.
amyw2012, 10/6/2025 2:59:19 PM
Our family has been on ghost tours in many cities because we love learning the history of a place. This was an enjoyable tour, and I learned many interesting things about Key West.
rtmatthews1, 10/4/2025 10:53:58 AM
Our tour guides were awesome. we learned a lot about the island and stories that we didn’t know before. It was well worth the money and I would recommend doing it to everyone thinking about it.
- 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
Departure point
Tour departs from 501 Front Street (Corner of Duval and Front St). Guests are required to check in 30 minutes prior to the scheduled departure time.Return details
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.Redemption
24 hours before travel date - 100% refund
Less than 24 hours before travel date - 0% refund






