1069 reviews
Old Town Trolley Tours Key West
4.4
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.
Hop aboard one of our trolleys and you’ll experience Transportainment®, a delightful combination of transportation and entertainment.
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.
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. Ghosts & Gravestones: 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?
There’s no better way to see all of Key West than with 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. See Key West’s first tourist attraction, the Key West Aquarium, which was also the world’s first open air aquarium. Cross the street and you’ll find yourself back in the 1800s at the Key West Shipwreck Treasure Museum, learning about how Key West became one of the richest cities in the US. The Oldest House Museum is also nearby; it is one of the many beautifully restored homes that are open to the public in Key West.
Stop by the Ernest Hemingway House Museum where he is rumored to have written A Farewell to Arms — and don’t forget to look for the 6 or 7 toed cats! Marvel at the beautiful species of butterflies in the Key West Butterfly and Nature Conservatory, and wander next door to the Southernmost House Mansion and Museum, known for its 19th century architecture and tropical gardens. Cool off with a drink at the famous Sloppy Joe’s Bar or Jimmy Buffet’s Margaritaville in the Old Town area. But don’t leave Key West until you’ve watched the sunset from Mallory Square, a truly memorable experience!
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.
You will pass by some of the most tragic and most sacred sites of the island such as the Grotto of our Lady of Lourdes, which protects the city from hurricanes, and even Captain Tony’s Saloon. You probably think it is only a bar… but is it? Even the majestic St. Paul’s Church, founded by Key West’s finest families, has secrets…
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. As you journey upstairs you will discover “Daddy Long Legs” and the cursed silver bar from an ill-fated shipwreck in 1656.
We run on dark and stormy nights! Comfortable shoes are recommended so that you don’t become dead on your feet during the walking portion. Space is limited for this exclusive tour!
This tour may not be suitable for children under 13 years of age.
Hop on and off at any of our 13 convenient stops.
Stop 1 – Mallory Square
Inside Mallory Square (between Shell Warehouse and Sponge Market)
See in Google Maps
Stop 3 – Simonton Row
Corner of Simonton and Greene Streets
See in Google Maps
Stop 12 – Truval Village
Corner of Truman Avenue and Duval Street
See in Google Maps
Stop 13 – Angela Street
Corner of Angela and Duval Streets
See in Google Maps
First tour starts at 9am.
Last tour departs from Mallory Square at 4:30pm.
Daily 364 days a year.
(We are closed the last Saturday in October for Fantasy Fest)
Tours depart at least every 30 minutes.
Length of tour: 1 hour and 30 minutes if you ride the tour all the way around without getting off and on.
All schedules are subject to change. Please call (855) 623-8289 for the most current information.
Tours operating Nightly.
Check reservations calendar for availability and times.
Ghost tours are subject to availability and extremely popular during Halloween, so be sure to make a reservation for the haunted tour now!
Please call 305-29-GHOST (305-294-4678) for more information.
RESERVATIONS REQUIRED!
Length of tour: 1 hour
This tour may not be suitable for children under 13 years of age. Availability in late October is extremely limited.
*Ghosts & Gravestones: Reservations required. Reservation based tickets are non-refundable. You may reschedule up to 24 hours in advance of tour time. Tours do not have to be taken on the same day.