Do you dare board the Trolley of the Doomed?
Experience the Strange, Macabre and Unusual Side of Key West at Night
Read More (scroll to section )scroll
Scroll Top
Historic Ghost Tales
Scariness of Content
Jump Scares
About This Tour
Voted Top Ten Best Ghost Tour by USA Today Readers' Choice
Take a ride to Key West’s dark side and hear the ghostly tales of the famous Captain Tony’s Saloon where not all the spirits are stored in bottles. Hear tales of a mischievous doll named Robert whose nefarious powers are still wreaking havoc today and learn of lost tombs, sacred grounds and the infamous Lady in Blue! Your voyage includes a stop at the Key West Shipwreck Treasure Museum deep into its cistern filled with tales of those who have haunted its dark past.
Ghost-Meter
HISTORIC GHOST TALES
This rates the level of authenticity and historical accuracy of the content you’ll encounter on the tour.
SCARINESS OF CONTENT
This ranks the intensity of the chills you’ll experience as well as the overall spooky factor.
JUMP SCARES
Whether it’s a scare that makes you jump out of your shoes or if something else does the jumping, we rank it here.
Tickets
Select Your Journey
See more than just the spooky tales of Key West’s haunting past. Discover the beauty of paradise and the Conch Republic’s illustrious history aboard the Old Town Trolley.
☆☆☆☆☆
759 reviews
Save up
to 10%
Ghosts & Gravestones Tour
to 10%
Many find Key West strange during the day; but after the sun goes down, the restless souls of the island’s frightful past begin to stir. You will hear their tales that have been all but forgotten as you travel the narrow, dark streets of Old Town. Do you dare join the other brave souls aboard the Trolley of the Doomed to experience the strange, macabre and unusual side of Key West at night?
- Voted Top Ten Best Ghost Tour by USA Today Readers' Choice
- Explore Some of Key West’s Most Haunted Sites…
- Pass by Some of the Most Tragic and Most Sacred Sites of the Island
- Your voyage includes a stop at the Key West Shipwreck Treasure Museum
See the Best of Key West and Explore Its Dark Side
Old Town Trolley Tours:
The island of Key West is full of fun and exciting things to do and see. From the Southernmost Point to the quaint streets of Old Town, our tour takes you to all the major areas and attractions.
Ghosts & Gravestones Tour:
Many find Key West strange during the day; but after the sun goes down, the restless souls of the island’s frightful past begin to stir. You will hear their tales that have been all but forgotten as you travel the narrow, dark streets of Old Town.
- Old Town Trolley Tours:
- 1 day of free unlimited re-boarding
- Hop On & Off at 13 Old Town Trolley Stops
- Open-air sightseeing perfect for taking pictures
- More than 100 points of interest
- FREE Two Guided Walking Tours included
- FREE admission to the Sails to Rails Museum included with ticket
- FREE coupons worth up to $50 in discounts
- Ghosts & Gravestones Night Tour:
- Voted Top Ten Best Ghost Tour by USA Today Readers' Choice
- Explore Some of Key West’s Most Haunted Sites…
- Your voyage includes a stop at the Key West Shipwreck Treasure Museum
- Tours do not have to be taken on the same day
Save up
to 5%
Old Town Trolley Tours
to 5%
The island of Key West is full of fun and exciting things to do and see. From the Southernmost Point to the quaint streets of Old Town, our tour takes you to all the major areas and attractions. For over 30 years, Old Town Trolley Tours has provided sightseeing tours highlighting the best Key West attractions. Hop aboard one of our trolleys and you’ll experience Transportainment, a delightful combination of transportation and entertainment.
- 1 day of free unlimited re-boarding
- Open-air sightseeing perfect for taking pictures
- More than 100 points of interest
- Colorful anecdotes and well-researched historical facts
- Exclusive stops
- FREE Two Guided Walking Tours included
- FREE admission to the Sails to Rails Museum included with ticket
- FREE coupons worth up to $50 in discounts
Save up
to 5%
Conch Tour Train
to 5%
Since 1958, the Conch Tour Train has treated guests to a close-up view of the Southernmost City’s most popular places including Mallory Square, The Harry S. Truman Little White House, Overseas Railroad Museum, the Key West Aquarium and more. While on the tour, your engineer offers an interesting and amusing narrative filled with historical facts, trivia and humor, and recounts fascinating stories of the colorful people that make Key West so unique.
- 60-minute tour of the Conch Republic
- One full loop through Old Town Key West
- Open-air sightseeing perfect for taking pictures
- FREE Two Guided Walking Tours included
- FREE admission to the Sails to Rails Museum included with ticket
- FREE Full color map
- FREE coupons worth up to $50 in discounts
Prev
Next
Join Us
Board the Trolley of the Doomed & Experience the Strange, Macabre and Unusual Side of Key West at Night
Your voyage begins with your Ghost Host, an unusual individual even by Key West standards, who will be your guide as you wander the streets of historic Old Town aboard the Trolley of the Doomed in search of the forgotten souls. Their tales of murder, disease and misfortune will take us out of the present and into the past in search of lost tombs, strange dolls, and the Lady in Blue.
Top Reasons
To Take a Ghost Tour in Key West
With all its shimmering blue water and sunny skies, it may be hard to imagine that Key West could be host to ghostly spirits. Yet, this tiny island paradise, originally named “Bone Key” for the human bones discovered scattered on its beaches, has a past riddled with pirates, Indians, sketchy characters and wretched shipwrecks. Find out the truth about Key West’s most haunted places on the city’s best ghost tour.
Key West Ghost Tour Schedule
Ride the Trolley of the Doomed before it's too late...
Tours operating Nightly.
Check reservations calendar for availability and times.
Where to Find Us:
Ghosts & Gravestones Frightseeing Tour boards at the the Conch Tour Train Depot. 501 Front Street, on the corner of Front and Duval Streets.
Duration: 1 hour
Reservations Required!
Ghost tours are subject to availability and extremely popular during Halloween, so be sure to make a reservation for the haunted tour now!
Warning: This ghost tour may not be suitable for children under 13 years of age.
Reviews
What Our Guests Are Saying
Frequently Asked Questions
- They’re not all scary.
- It can be a fun way to be a tourist in your own backyard.
- You can find them in almost any destination.
- They give you an inside look at local culture based on their ghost stories and legends.
It can help you gain a new perspective and you get to explore the city in the dark and very different way.
Ghost Hosts accompany you through the sinister streets and graveyards on your ghost tour, providing background information and ghostly tales of the city’s haunted past.
You’ll drive past Key West’s most haunted attractions like “Captain Tony’s Saloon”, enter the “Key West Shipwreck Treasure Museum”, and more.
Visit our Tour Schedules for details.
YES! The tour runs on dark and stormy nights. The only time tours will be cancelled due to weather is if conditions prove to be too dangerous to proceed. In this event all reserved parties will be notified.
Reasonable accommodations for all of our disabled guests will be made. Please call us at least 24 hours in advance so that we can make appropriate arrangements.
Unfortunately, because a significant portion of our tour takes place in historic sites that do not have any accommodations for people with disabilities (as historic sites, they are exempt from such requirements), and include stairs, cobblestones, and other types of rough terrain, the tour is not recommended for guests who are unable to safely navigate such elements.
This tour is rated PG-13 and is not intended for young children. It is not a haunted house; but it is a historical tour turned completely on its head. We use haunted house style moments, historical facts, and creative storytelling to thrill, entertain, and scare our guests.
Yes. Ghosts & Gravestones has a limited number of seats per tour and frequently sells out.
Comfortable shoes are recommended so that you don’t become dead on your feet during one walking portion.
The stories are based on local legend and lore and have been historically researched. The stories weave together the history and haunted tales associated with the sites.
Many of our guests have reported unusual sightings on the tour. Remember to have your camera ready; you never know what might appear.
A ghost tour gives you the opportunity to visit and learn about the haunted past of the city. With a mix of historic ghost tales, jump scares, and more, it’s an enjoyable way to visit and learn about the city’s ghostly past.
Ghosts & Gravestones can arrange any group tours – small or large parties can be accommodated on a ghost tour.
Yes! A ghost tour is an excellent way to visit and learn about the haunted past of the city.
There are a variety of attractions on the ghost tour. One of the most popular is the “Key West Shipwreck Treasure Museum” and many others.
Yes, the ghost tour is open and running on Halloween.
Food and drinks are welcome. However alcoholic beverages are not allowed under any circumstance for the safety and comfort of all of our guests.
For guests with epilepsy and/or photosensitivity, please contact us before booking a tour, as some equipment used features a flashing/strobing effect, and we will need to make the proper accommodations.
Key West Ghost Parking
See list below for parking available near our departure point. Please note that these are not run by Ghosts & Gravestones.
Prices subject to change.
Mallory Square parking lot
Address: 412 Wall Street – Map
$4/hour ; $32/day maximum
Opal Key Resort & Marina
Address: 245 Front Street – Map
$4/hour ; $32/day maximum
Other areas have on-street parking available at $4/hour.
In residential areas, there is free parking on non-metered streets. Caution: parking spots marked with ‘RESIDENTIAL’ require a special resident permit.
Ghosts & Gravestones Frightseeing Tour boards at the the Conch Tour Train Depot. 501 Front Street, on the corner of Front and Duval Streets.
Ghosts & Gravestones Frightseeing Tour boards at the the Conch Tour Train Depot.
501 Front Street, on the corner of Front and Duval Streets.
GET DIRECTIONS
GET DIRECTIONS