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
1,306 reviews
Total reviews and rating from Viator & Tripadvisor
History and ghosts in Key West
stepheng164,May 10, 2026
- Review from Tripadvisor
5.00This is a great way to see some of the sights of Key West and learn about some of its (often very sad) history. Our guide was Father James and he did an excellent job of telling the stories. We had been to several of the locations previously but hadn't heard tales from the dark side before. Parts of it were quite sad, such as the 1400 or so African children who were slated for repatriation to Liberia, a country most of them did not come from nor had probably ever heard of before (does this sound familiar?). Several hundred died before they could be shipped onwards and were buried and then reburied at the south side of the island. There is now a memorial and green space and apparently bones still turn up on the beaches after storms. A terrible treatment of poor children with eerie similarities to current Government policies. The tour included a 15-minute or so stop at the Shipwreck Museum and included coupons for $5 off which we used the next day. Overall a very enjoyable way to learn more about the history of Key West. Oh, and they train everyone on the bus to reply "Yes, we are the doomed" if anyone yells out "You are doomed" while we drove by. This happened quite frequently by people who were on the tour previously. The tour might be a little scary for young kids or those who are very sensitive but for the rest of us it was a fun way to see some different sights and learn about another side of Key West history.
First time Key West trip
deekM4753AL,May 8, 2026
- Review from Tripadvisor
5.00Great guide and driver! She (guide) was amazing in costume and had an entertaining presence. Fit the part and spun the stories well! Driver had a great sense of humor and great driving skills in your tourist laden city!
Yes! We are the doomed!
celeste w,May 7, 2026
- Review from Viator
5.00Father John was interesting and a great storyteller. Truly enjoyed the tour and history of Key West!
Boooo scary!!!
Carol,May 5, 2026
- Review from Viator
5.00Calico Jack and our driver Howard were amazing, knowledgeable and entertaining. This is a great way to learn about the Island while having fun and experiencing a little bit of fear of the unknown. Great tour!
Fun and the guide Kate...
Robert R,May 4, 2026
- Review from Viator
5.00Fun and the guide Kate was excellent. She was entertaining and her makeup was Hollywood level. Most importantly she was able to change topics as outside crowds guided her talk
Great excursion during our stay in Key West!
allenj553,May 4, 2026
- Review from Tripadvisor
5.00The stories were great, detailed, and brought to life with our guide, Victoria! She was also really funny when the occasion called for it! My nephew really enjoyed it, as well (and that’s high praise from an eye-rolling teen…lol)!
This is a skip for me
Tiffany H,May 4, 2026
- Review from Viator
1.00Very cheesy, and unsafe. The trolly had a check engine light on and kept stopping/turning off in the intersection mid turn.
Lots of fun!
TAP323,Apr 27, 2026
- Review from Tripadvisor
5.00Captain Calico Jack was an awesome host! It was very informative and a lot of fun! We’d spoken about doing this, but finally got to it today. SO glad we did!
Fun!
Kimberly H,Apr 27, 2026
- Review from Viator
5.00Fun! First excursion during our spring break trip with 2 18 year olds. We all enjoyed it. Go at night.
Ghost tour fun!
Trail32739,Apr 26, 2026
- Review from Tripadvisor
5.00We had a great ghost tour with Mary & Manny! I love all the history Kew West has to offer! This was the second time I did this tour and I'd go again!
From US$39.85
Want a private experience? Upgrade to a private tour
Related Experiences
Operated by Historic Tours Of America