Key West Ghost Tours: After-Dark Rides, True Crime & Ghost Sails
Key West after dark is a different town. The cruise ships leave, Duval Street's daytime crowd thins out, and the oldest neighborhoods in the island's Old Town — some of the oldest wooden houses in Florida — go quiet under the banyans. That's when the ghost tours roll out. This island has been collecting stories for two hundred years: shipwrecks, cigar-era fortunes, hurricanes, graveyard feuds, and a few legends strange enough that guides don't need to embellish them. This guide covers the three after-dark experiences running right now — a nightly ghost and voodoo bike tour, a true crime walking tour, and a sunset sail with a ghost-story twist — with real prices and what nights they actually run.
The Nightly Anchor: Santeria, Voodoo & Ghost Tiki Bike Tour
Key West After Dark - Santeria, Voodoo & Ghost Tiki Bike Tour by Kokomo Cabs — Florida Keys Ventures
A guided after-dark ride through Old Town — Santeria and Voodoo traditions, ghost stories tied to the houses you're rolling past. Per-person pricing drops with party size.
1.5 hours • 8 PM nightly • Guided bike tour • Key West
$149 solo • $74.50 each for two • $49.67 each for three or more
Check AvailabilityThis is the one you can count on: it rides every night, 8:00 to 9:30 PM. You pedal through Old Town after dark while a guide works through the island's stranger history — Santeria and Voodoo traditions, ghost stories tied to the houses you're rolling past — covering far more ground in ninety minutes than any walking tour can.
The pricing rewards bringing people. Riding solo costs $149. Two of you drops it to $74.50 each. Three or more and it's $49.67 a head — which puts a group of three or four into impulse-buy territory for a full guided night tour. A private tour runs $149. State it plainly when you book: the per-person rate depends on your party size, and bigger is cheaper.
The True Crime Walk
iWITNESS True Crime Tour — Tart Tales, LLC
A walking tour of the sites of Key West's real cases, told with the documented details. Runs on select nights only.
1.5 hours • 8 PM select nights • Walking tour • Key West
$45 per adult
Check AvailabilityNot ghosts — crimes. The iWITNESS True Crime Tour walks the sites of Key West's real cases with the documented details, $45 per adult, 8:00 to 9:30 PM. It runs on select nights only — roughly a couple per week in the current schedule — so check the calendar early if your trip is short. If your group splits between skeptics and believers, this is the tour that satisfies both: no hauntings required, the history is unsettling enough.
The Ghost Sail
Sunset Sail & “Ghost on the Water” Tour – Papa’s Twilight Voyage — Papa's Cat
Sunset from the water, then ghost stories as the light goes. Adult and child tickets are the same price.
6–9:30 PM select nights • Sunset sail • Key West
$134 per person, adult or child
Check AvailabilityThe Sunset Sail & “Ghost on the Water” combines the island's best daily ritual — sunset from the water — with ghost stories told as the light goes. It's $134 per person, adult or child, sailing 6:00 to 9:30 PM on select nights. Of the three, this is the one to pick for a date night or for anyone who wants the after-dark atmosphere without walking or pedaling for it.
Which One Should You Pick?
Traveling as a group of three or more, the bike tour is the clear value at $49.67 a head — and it's the only one running nightly, so it fits any itinerary. Solo or as a pair on a budget, the $45 true crime walk costs the least, if your dates line up with its schedule. For a slower evening with the sunset built in, the ghost sail is worth its premium. And there's no rule against stacking: the true crime walk and the bike tour both run 8:00 to 9:30 PM on different nights.
Pro Tips for Key West After Dark
- Book the bike tour first, plan around the others. It runs nightly; the other two don't. Lock your select-night tours to their calendar and let the bike tour fill whichever evening is left.
- Say your party size when you book the bike tour. The per-person price drops hard with group size — three friends pay a third of the solo rate each.
- Old Town after dark is warm and slow. Light clothes, comfortable shoes even for the bike tour, and bug spray for the quieter blocks near the cemetery end of town.
- Charge your phone, then keep it away. Night photos of dark houses rarely land. The stories are the product; the guides are worth your attention.
- Eat first. All three tours run through prime dinner hours — a 6 PM sail or an 8 PM ride goes better on a full stomach.
More Ways to Do Key West at Night
The glow doesn't stop at ghost stories — the island's other after-dark trip is paddling a clear kayak over bioluminescent water: Bioluminescent kayaking in Key West.
FAQ
How much do Key West ghost tours cost?
The nightly ghost and voodoo bike tour runs $149 solo, $74.50 each for two, or $49.67 per person for groups of three or more. The true crime walking tour is $45 per adult, and the sunset ghost sail is $134 per person.
What time do Key West ghost tours run?
The bike tour and the true crime walk both run 8:00 to 9:30 PM; the ghost sail boards for a 6:00 to 9:30 PM evening. Only the bike tour runs nightly — the other two run on select nights.
Are Key West ghost tours scary?
They lean history-first — real stories from two centuries of shipwrecks, crime, and island legend, told after dark in the oldest streets in town. Atmospheric, not haunted-house theatrics.
Do I need to be a strong cyclist for the ghost bike tour?
No — it's a slow, guided ninety-minute ride through flat Old Town streets.
Check Availability
Nights in Key West book faster than mornings, and two of these three tours only run select dates.
Check Availability— or browse every Key West tour on the main tours grid.