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)
5 stars
4 stars
Reviews by Tripadvisor travelers
Constance c, 12/11/2025 1:58:24 PM
The ghost host Violet was so knowledgeable. I never knew there was so much morbid history in Key West. A must do tour. Facts that you would never hear on other tours.
sthsdltd, 12/9/2025 10:59:10 PM
Its outside but under cover on a trolley open bus. Great narrations and tales. Do go inside to an old museum and the tour is really good. Don't see many ghosts but who knows, maybe you will. I did, or thought I did the first time I took this tour. Yes, I did it once before and when I go back to Key West, I will do it again.
G8029NNlaurens, 12/8/2025 9:18:51 AM
The ghost host was very entertaining & knowledgeable of local lore. There was minimal walking so great for those with mobility issues. Highly recommend this tour!
Angela_F, 12/6/2025 12:17:10 AM
Violet the witch and Howard the driver did a great job. They were both very entertaining and knowledgeable of the keys.
Victor_R, 12/3/2025 9:49:17 AM
Very informative and fun activity. An excellent way to learn more about key west morbid history and history in general. We highly recommend it.
Jacqueline_N, 12/3/2025 9:13:33 AM
Fun way to learn about Key West’s “Dark Past” Fun for entire Family - not scary at all Driver and tour guide were super Recommended
DawnnP, 11/30/2025 11:42:07 PM
What a super fun way to spend the evening! Admittedly my boyfriend and I enjoy taking ghost tours in older cities we visit, but we have never done a trolley tour. This was a total blast, it didn't even matter that it wasn't a pub crawl. We went to a few varied locations, even getting out a couple times for stories and a little explore of our own. The tour is a bit infamous, so people are the streets yell and interact as you travel around the old town area, adding to the excitement for sure. The next night I was yelling at the buses myself like an old pro, and giggling like a child when I did. Highly recommend this to anyone visiting who enjoys history and local lore. It's definitely a good outing for families or date night, not at all to scary, and a good value for the price. Sidenote - our guide Violet did a great job!
Michael_N, 11/28/2025 8:03:02 PM
Historical, and fun. Something great to do to get the night started. Nice trip around the city to learn a small part of it’s Heritage.
Randal_Y, 11/21/2025 9:10:45 AM
A lot of fun, lots of information . Kate was well informed on the history of Key West. Howard was an excellent driver.
Debbie M, 11/19/2025 8:24:40 AM
What a fun, educational experience.. I never imagined Key West has such a colorful history.. and some sad too. The tour guide was very informative and enjoyable!! The tour driver was also great!
- 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






