The Key West stories to know before you book
The island's defining disaster is a fire. It ran through the old town on the night of March 30, 1886, and the reports that reached the rest of Florida that week were counted in buildings and dollars. A telegram from George Lewis, president of the Bank of Key West, described a fire extending from Sawyer's building to the wharf; the building his bank occupied burned, but its books, papers, and funds were all saved, per The Weekly Floridian of April 1, 1886. A special printed in the same issue, filed from Key West at 7 p.m. on March 30, reported the flames entirely subdued, the United States custom house and the United States naval depot saved, total property loss estimated at two and a half million dollars, and several firemen injured, one of them probably fatally. In the bonded warehouse, two hundred thousand dollars' worth of leaf tobacco was consumed.
The same special, extracted from the Jacksonville Morning News, opened with a line a guide could still use tonight. Writing from Key West on March 30, 1886, its correspondent said that "a more desolate city than this can hardly be found under the blue dome of Heaven," in the issue held by the Library of Congress. The same special describes hundreds of people turned out into the streets with their entire earthly possessions gone, and reports that the origin of the fire had been variously accounted for but that the true cause was unknown.
Forty years earlier a hurricane did the same work on the dead. The City Cemetery was established in 1847 on "high ground, 16 feet above sea level" after the hurricane of October 11, 1846 unearthed the beach-side burying ground it replaced, per the city's own cemetery page, which puts between 80,000 and 100,000 people inside its fenced nineteen acres and counts about 100 interments a year still. It sits in the heart of Old Town with its main entrance at Angela and Margaret Streets, which is why so many routes work its fence line after dark. Robert the Doll keeps his own rules: the stories say those who mock or disrespect him tend to collect misfortune afterward, which is why guides handle his tale with a certain professional courtesy. Count Von Cosel's story involves an obsession that did not end at the graveside, and we will let your guide finish that one. The longer files on every address in this section live in our guide to haunted Key West.

Which Key West ghost tour is right for your group?
The classic Old Town walk
The default Key West format is 90 minutes on foot through the lanes of Old Town, with the island doing the set dressing. Our pick is the Key West Ghost and Mysteries Guided Tour, 4.5 stars across 1,117 reviews, from $33: where Robert the Doll lived, the Von Cosel case, the windows at La Concha, and dowsing rods in your hands with a guide who explains how to work them. It is also the one tour on this page our own booking data records a sale on so far this year, back on July 3. Its listing welcomes strollers, asks for a moderate level of fitness, and cancels free up to 24 hours before the start. It does not list wheelchair access.
- Choose it if this is your first ghost tour in Key West and you want the route the island is known for.
- Choose it if you want the gear in your hands without booking a separate hunt; the dowsing rods are part of this walk.
- Skip it if anyone needs wheelchair access; two of the four compared tours list it and this is not one of them.
Verdict: the default pick, and the one we would book first.
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The trolley
The trolley trades on-foot intimacy for a seat and for coverage. The pick is the Key West Ghosts and Gravestones Trolley Tour, one hour from $38.85, the most reviewed and the most expensive of the four at 4.4 stars across 1,361 reviews. Its page runs it as the Trolley of the Doomed with a gravedigger narrating, which tells you the register before you board. Three honest notes from the listing: it states the tour "may not be suitable for children under 13" and that "an adult must accompany children under 10", it warns about loud noises, and bookings are confirmed within 48 hours subject to availability. It does not list wheelchair access.
- Choose it if the walking is the problem; this is the one compared route with a seat.
- Choose it if you want the deepest review record on this page, 1,361 of them.
- Skip it if you are booking for tonight; confirmation on this listing can take 48 hours.
- Skip it if anyone needs wheelchair access, or if loud noises are a problem for someone in the party; the listing flags both.
Verdict: the coverage play, and the seat, bought at the highest price in our table.
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The pub crawl
A pub crawl trades some story time for bar time, a fair trade on this island. The pick is the Key West Haunted Pub Crawl and Ghost Tour with Free T-Shirt from Key West Promotions: two hours from $32.20, 4.5 stars across 605 reviews, working the eeriest bars in Old Town, which its own listing describes as two haunted mansions and a repurposed morgue. Two things that listing settles up front: "Minimum age is 21 years; photo ID required", and wheelchair access, which it lists alongside strollers. That second line is worth noting, because it makes this the only one of the four compared tours to pair bar stops with a wheelchair listing.
- Choose it if your group measures a story by the round.
- Choose it if you want a route that goes indoors; the stops on this one are bars.
- Choose it if someone needs wheelchair access and wants the social format; this is the only one of the four that lists both.
- Skip it if anyone in the party is under 21; the listing sets that line and asks for photo ID.
Verdict: the best format for a party of adults, and the one bar route here that also lists wheelchair access.
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The budget walk
The Ghosts of Key West Walking Tour is the cheapest way onto this material: 90 minutes from $29.99 with Ghost City Tours of Key West, working the historic core from St. Paul's Episcopal Church to the Audubon House and Tropical Gardens. It lists wheelchair access and strollers. Read its numbers before you commit, though: 4.3 stars across 139 reviews, the lowest rating and the thinnest record in our table, so you are buying the price and the access rather than a crowd verdict.
- Choose it if $29.99 is the number that decides it; nothing else in our table starts lower.
- Choose it if you need wheelchair access on a walking route; this is the one compared walk that lists it.
- Skip it if you want a deep review record behind the booking; 139 is the thinnest here.
Verdict: the value pick, honestly priced and honestly rated.
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On accessibility, Key West runs opposite to instinct. Two of the four compared tours list wheelchair access on Viator, and they are the pub crawl and The Ghosts of Key West walk. The two that do not are the Ghost and Mysteries walk and the Ghosts and Gravestones trolley, which means the one route with a seat on it is also one of the two without a wheelchair listing. Strollers are welcome on the Ghost and Mysteries walk, the pub crawl, and The Ghosts of Key West walk, per those listings, and the Ghost and Mysteries listing asks for a moderate level of fitness. The trolley adds a caution that has nothing to do with mobility: its listing warns about loud noises on the route.
Haunted hotels in Key West
The island's haunted lodging list is long enough that guides argue about the order. Marrero's Guest Mansion is among the best known, a bed and breakfast said to be visited by the spirits of its former residents, and the Porter Mansion carries reported apparitions of its own. We keep the longer versions in our guide to haunted Key West; the short version is that on Bone Island, checking in does not always mean checking out.
If you would rather sleep inside Old Town than a drive from it, three properties put the meeting points within a walk. Old Town Manor is an adults-only bed and breakfast beside the Duval Street nightlife, less than a mile from the Southernmost Point, with a courtyard, a garden, and a daily breakfast. Courtney's Place Historic Cottages and Inns is a one-minute walk from Duval, with cottages that add a full kitchen and free on-site parking, which counts for more here than it sounds. The Orchid Key Inn sits on Duval itself, adults only, a three-minute walk from the Historic Lighthouse, with a heated pool and a daily happy hour. All three carry booking cards in the list above.

The full rundown, the oceanfront resorts and the marina side of Stock Island included, lives in our guide to where to stay in Key West.
Planning your Key West ghost tour night
Two tracks work, and Key West splits them unusually cleanly, because the listings do the splitting for you. The all-ages track books one of the two walks: the Ghost and Mysteries route at $33 or The Ghosts of Key West at $29.99, both 90 minutes, and neither publishes an age restriction. Put dinner on Duval first and the night still ends at a sensible hour. Daylight plans live in our guide to things to do in Key West.
The adults track is written into the other two listings. The pub crawl sets a minimum age of 21 and asks for photo ID, and the trolley's page states it "may not be suitable for children under 13" and that "an adult must accompany children under 10". So a party of grown-ups has two options the walks cannot match: bar stops on the crawl, or an hour off your feet with a gravedigger doing the talking.
Meeting points sit on the individual listings rather than in one shared corner of Old Town, so read yours the day before rather than the hour of. Book earlier than feels necessary too. Evening groups here are small, and being early costs nothing, because all four compared tours cancel free up to 24 hours before start time. The one timing catch is the trolley, where confirmation can take 48 hours, so book that one further ahead than the rest.
If you are driving in, park once and stay parked. The city's Old Town Parking Garage sits at 301 Grinnell Street, at the corner of Caroline and Grinnell, with 300 spaces on a first come first serve basis, open 24 hours except during evacuations, at a $6.00 hourly rate and a $48.00 daily rate plus tax, per the City of Key West. The same page sets a height restriction of 7 feet 2 inches, which rules out a tall van, and it adds one detail worth knowing on a tour night: payment at the garage grants free access to the city bus routes for you and everyone in your vehicle, within Key West.
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