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Key West Day and Night Tour Package

Certificate of Excellence

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.

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General Admission $67.15 $59.95 $7.20
Children 12 and Under $36.75 $33.08 $3.67

** Ghosts & Gravestones: If you need to cancel or change your tour reservation, you are required to do so 24 hours in advance. No cancellations or refunds will be made 24 hours prior to tour departure. Tours do not have to be taken on the same day.

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?

Your Key West Day and Night Tour Package Includes:

  • Hop on and off the trolley ALL DAY
  • More than 100 points of interest
  • Ghosts & Gravestones Night Tour
  • Ghosts & Gravestones: Exclusive! Visit with Robert the Doll
  • Ghosts & Gravestones: Explore Some of Key West’s Most Haunted Sites…
  • 100% Money-Back Guarantee
  • Tours do not have to be taken on the same day

Key West Old Town Trolley Tours

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!

Ghosts & Gravestones Night Tour

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, the African Slave Cemetery – site of the final resting place for 15 slaves who perished from their treacherous voyage – 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…

A visit to the East Martello Fort, haunted in its own right, is even more creepy as it is the home of Robert the Doll. Robert was a gift to young Gene Otto from a family maid skilled in the black magic of Voodoo. It was clear from the start there was something not right about Robert.

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!

Old Town Trolley Stops in Key West

Hop on and off at any of our 13 convenient stops.

  • 1
    Mallory Square
  • 2
    Historic Waterfront/Mac’s Sea Garden
  • 3
    Simonton & Green Streets
  • 4
    Duval Street/Crowne Plaza La Concha
  • 5
    Bahama Village
  • 6
    Fairfield Inn
  • 7
    Roosevelt Station at Gates Hotel
  • 8
    Best Western Key Ambassador
  • 9
    East Martello Fort/ Robert The Doll
  • 10
    Casa Marina Resort & Beach House
  • 11
    Southernmost Point Trolley Stop
  • 12
    Truval Village
  • 13
    Angela Street Depot

Booth Locations

Stop 1 - Mallory Square Inside Mallory Square (between Shell Warehouse and Sponge Market)

Stop 3 - Simonton Row Corner of Simonton and Greene Streets

Stop 12 - Truval Village Corner of Truman Avenue and Duval Street

Stop 13 - Angela Street Corner of Angela and Duval Streets

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Old Town Trolley Tours

9am – 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.

All schedules are subject to change. Please call (855) 623-8289 for the most current information.

First Tour of the Day:

Stop #1: Mallory Square: 9:00am

Stop #2: Key West Seaport: 9:05am

Stop #3: Simonton Row at Greene Street: 9:10am

Stop #4: Crowne Plaza La Concha: 9:15am

Stop #5: Bahama Village: 9:20am

Stop #6: Fairfield Inn: 9:25am

Stop #7: Roosevelt Station at Gates Hotel: 9:05am

Stop #8: Best Western Key Ambassador: 9:05am

Stop #9: East Martello Fort: 9:12am

Stop #10: Casa Marina Resort: 9:20am

Stop #11: Southernmost Trolley Stop: 9:25am

Stop #12: Truval Village: 9:30am

Stop #13: Angela Street depot on Duval Street: 9:35am

Last Full Tour of the Day:
Please note that guests taking this tour will not be able to use the on/off feature.

Stop #1: Mallory Square: 4:30pm
(Last reboarding time: 5:30 pm)

Stop #2: Key West Seaport: 4:05pm
(Last reboarding time: 5:05 pm)

Stop #3: Simonton Row at Greene Street: 4:10pm
(Last reboarding time: 5:10pm)

Stop #4: Crowne Plaza La Concha: 4:15pm
(Last reboarding time: 5:15pm)

Stop #5: Bahama Village: 4:20pm
(Last reboarding time: 5:20pm)

Stop #6: Fairfield Inn: 4:30 pm
(Last reboarding time: 5:00pm)

Stop #7: Roosevelt Depot: 4:35pm
(Last reboarding time: 5:05 pm)

Stop #8: Best Western Key Ambassador: 4:40pm
(Last reboarding time: 5:10pm)

Stop #9: East Martello Fort: 4:45pm
(Last reboarding time: 5:13pm)

Stop #10: Casa Marina Resort: 4:50pm
(Last reboarding time: 5:20pm)

Stop #11: Southernmost Trolley Stop: 4:55pm
(Last reboarding time: 5:25pm)

Stop #12: Truval Village: 5:00pm
(Last reboarding time: 5:30pm)

Stop #13: Angela Street depot on Duval Street: 5:05pm
(Last reboarding time: 5:35pm)

Ghosts & Gravestones Tour

Times: 7pm, 8pm, 9pm, 10pm

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 and 30 minutes.

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