Key West Ghost Tours The Darker Side of Paradise
Ghosts and Gravestones Key West
Old Town Trolley

Ghosts & Gravestones Key West

The Trolley of the Doomed leaves Front Street after sunset and spends the evening on the addresses Key West would rather you drove past. It is the one ghost tour here that keeps you seated, reaches the cemetery, and unlocks a museum after closing time — which is the strongest reason to pick it over a walking tour.

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What it is

A seated tour that reaches what the walkers cannot

Key West's walking ghost tours are excellent and they are all, necessarily, confined to roughly one square mile of Old Town. The trolley is the exception. It runs a wider circuit, takes in the cemetery, and carries you between the island's most notorious addresses without asking you to walk a mile in August humidity.

The other thing it does: it stops, you get out, and you go inside the Shipwreck Treasures Museum after the public has gone home. No walking tour on the island includes an indoor stop, and that inclusion is the clearest reason to pick the trolley over one.

It is narrated theatre rather than a history seminar — expect a costumed host, audience participation and a driver playing along. Worth knowing before you book if what you wanted was a quiet, documentary tone.

The tour

Ghosts & Gravestones, in detail

Key West Ghost Tours Selection

The route takes in the sites the island's darker history actually happened at: the Artist House on Eaton Street, where Robert the Doll spent some ninety years; the cemetery, laid out in 1847 because the hurricane of the previous October had washed the bodies out of the old shoreline burial ground; and the addresses attached to the island's better documented crimes.

The guiding is performed rather than lectured. A host in costume works the trolley while the driver plays straight man, and the stories are told for effect. Underneath the theatre the history is real, and the museum stop gives the evening a genuine centrepiece rather than an hour of driving past facades.

  • Learn about Key West's supernatural history aboard the Trolley of the Doomed
  • Pass some of the most haunted and sacred sites on the island
  • Step inside the haunted Shipwreck Treasures Museum
  • Learn about the sinister happenings in the Artist’s House
  • Hear tales of lynching, clandestine burials, murder and mayhem
The evening

What You'll Do on the Key West Ghost Trolley Tour

Inside the museum,
after the doors close

Spanish galleon silver, artefacts off a ship that went down on the reef in 1856, and nobody in the building but your trolley. The stop that makes this tour worth the fare.

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Ghost and graveyard tour of Key West aboard the Ghosts & Gravestones trolleyKey West trolley ghost tour passing the island's haunted addressesThe after-hours museum stop included with the Key West haunted trolley tour
The ticket

What each ticket covers

Included

  • Trolley transportation
  • Gravedigger guide
  • Stop at Shipwreck Treasures Museum

Not included

  • Gratuities (optional)
Where to be

Where it starts

Key West: Ghosts & Gravestones Guided Trolley Tour

Meeting instructions
The tour departs from the Old Town Trolley ticket booth at 501 Front Street (Corner of Duval and Front St.). Please check-in 30 minutes prior to tour departure time.
On the map
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Operator
Historic Tours of America
Practical

Worth knowing before you book

We'd read these before you book rather than after. The details below come from Historic Tours of America's own published guidance for this departure, and they are the ones that most often catch guests out on the night.

From the operator

  • This tour may not be suitable for children under 13 years of age. An adult must accompany children under 13 years of age.
  • The tour runs most dark and stormy nights, so please dress appropriately. Please wear comfortable shoes
  • Part of tour is exploring the Shipwreck Treasures Museum and this involves walking
  • Wheelchairs require 24-hour advance notice
  • Not suitable for children under 13 years.
  • Not allowed: pets (assistance dogs allowed).
  • Not allowed: unaccompanied minors.
Ratings

What travellers actually say

Our summary of the verified reviews this operator has collected, including the criticism. We do not publish guest testimonials of our own, so nothing below is a quote.

4.3

Key West: Ghosts & Gravestones Guided Trolley Tour

Operated by Historic Tours of America · rating published on GetYourGuide

Reviewers reliably credit the double act — a costumed host working the trolley while the driver plays along — and describe the evening as entertaining rather than frightening.

Worth knowing: It is performance rather than lecture, and the audience participation is central to it. Guests who want a straight history tour are better served by one of the walking tours.

Not sure the trolley is the right shape of evening? Compare the Pub Crawls, Robert the Doll at Fort East Martello, or read the haunted places guide first.

The trolley leaves after dark

From $40 per person. Cancel up to 24 hours in advance for a full refund.

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