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Key West Trolley Day and Night Package

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ChildAge: 0-12 years old.

No Hidden Costs! Our low price includes all taxes and fees.

Reservations required for Ghosts & Gravestones Tour only.
Key West Trolley Day and Night Package Discount package including the 2 most popular tours in Key West. Spend the day sightseeing with Old Town Trolley. Then join Ghosts and Gravestones for a haunted tour at night.


  • See the best first!
  • Learn the history of Key West aboard the Old Town Trolley
  • Free admission to the Sails to Rails Museum.
  • Experience the darker side of Bone Island on the Ghosts & Gravestones Tour
  • Stop at the Shipwreck Treasures Museum, Haunted in its Own Right
  • 100% Satisfaction Guarantee.
SAFETY IS OUR #1 PRIORITY: In order to assure you, our valued guests, have the safest and most comfortable sightseeing experience, Old Town Trolley Tours has implemented a number of new disinfecting and safety measures including: Daily deep disinfecting procedures for our vehicles and facilities; Additional throughout the day disinfecting on high volume touch points and sanitizing solution dispensers on every vehicle and at our sales locations.

Sit back while our expert tour guides turn back the pages of history to the days of Indians, pirates, wreckers and the Civil War. Old Town Trolley Tours of Key West is the best way to explore the southernmost city.

Learn about Key West's lucrative (ship) wrecking industry. Hear the stories of success and disaster of Henry Flagler's railroad... the railroad that went to sea. Listen to the legends of the fierce Calusa Indians that were said to leave the remains of their enemies on the beaches of Key West, thus creating Key West's first name, Cayo Hueso... Island of Bones.

Tour at your own pace! Old Town Trolley Tours allows you to get off at any of our convenient stops. When you're ready, just re-board and it's on with the tour.

Included Free with your Trolley Ticket is admission to the Sails to Rails Museum. Guests to Sails to Rails will journey through the Age of Sail, a time when tail ships plied the treacherous waters of the Caribbean, Gulf of Mexico and Florida Keys from the 1500 to early 1900’s. These waters were once filled with treasure-laden Spanish Galleons, dreaded Pirates, merchant ships and more as the New World made its riches known to all who sailed her waters. A visit to Sails to Rails is one of the most comprehensive overviews of Florida Keys and Key West history a visitor can obtain.

Ghosts & Gravestones of Key West offers guests an evening adventure exploring Key West's strange and macabre past. Learn the sinister story of creepy Count Karl Von Cosel and his dearly departed bride Elena Mesa. Hear tales of lynching, island superstitions, clandestine burials, murder and mayhem. Your tour will travel past many of the island's most haunted locations ~ the Marrero House, the Porter Mansion, and even the Hanging Tree! Of particular interest will be the former home of Robert Eugene Otto, aka the Artist's House. There, imprisoned in the attic by Dr. Otto's wife, Robert the Doll suffered the abandonment of his lifelong companion, and his mischievous ways took a more sinister turn.

Host guide you on an unforgettable adventure into the unknown.... if you dare.
Key West Trolley Day and Night Package Key West Trolley Day and Night Package
The best way to explore the southernmost city The best way to explore the southernmost city
Ghosts & Gravestones of Key West Ghosts & Gravestones of Key West
Sails to Rails Museum Sails to Rails Museum
An unforgettable adventure into the unknown.... if you dare. An unforgettable adventure into the unknown.... if you dare.
Boston Old Town Trolley with free Harbor Cruise


Key West Trolley Day and Night Package

Operating Times:

Old Town Trolley:Daily. 10:00 am to 4:30 pm.
Ghosts and Gravestones: Times vary according to date. Please see calendar.
Guests must check-in 30 minutes prior to tour time. Within 15 minutes of tour time, seat(s) are subject to cancellation. Tours do not run on July 4th, Christmas Eve and New Year's Eve.
Sails to Rails: Mon through Sat--9:30am-3:30pm. (closed Sun).

Reservation Notes:

Ghost & Gravestones Tour - Reservations are required. Reservation based tickets and unused tickets are non-refundable. You may reschedule up to 24 hours in advance of tour time by calling 305-294-4678. Old Town Trolley Tour - Reservations are NOT needed or accepted. Tickets can be used on any operating day within 12 months of the purchase date.

# of Stops:

Old Town Trolley: 13 stops. eTicket holders may board at any of the following locations: (1) Mallory Square (1a) Truman Little White House (2) Historic Key West Seaport (3) Simonton Row - Simonton and Greene St (4) La Concha Crowne Plaza (5) Bahama Village Market (6) Fairfield Inn (7) HTA Roosevelt Depot (next to the Gates Hotel) (8) Best Western Key Ambassador (9) East Martello Civil War Fort (10) Casa Marina Resort (11) Southernmost Trolley Stop (12) Truman Ave. & Duval St. (13) Angela & Duval Streets


90 minutes

Booth Location:

Old Town Trolley Main Stop: Mallory Square, 303 Front Street
Ghosts & Gravestones: 501 Front Street (Corner of Duval and Front St)
Sails to Rails Museum: 901 Caroline Street

Nearest Intersection:

Duval St. and Front St.


Parking is available at Mallory Square or The Margaritaville Parking garage.

Age Requirements:

Newborn-12 years old. The Ghosts & Gravestones Tour is rated PG-13. Tour may not be suitable for children under 13.


Old Town Trolley Tours depart from boarding locations approx. every 15-20 minutes. Patrons with etickets (voucher) or mobile ticket can board at any Old Town Trolley boarding location. Without a Ticket you must go to the ticket booth location with invoice order number. When purchasing eTickets for groups of 15 or more, please call Customer Service so that we may most effectively serve your needs.

Ghost & Gravestones Tours run most dark and stormy nights so dress appropriately. Part of tour is exploring the Shipwreck Treasures Museum and involves walking. Restrooms are not available during the tour. Accessible: We request 24-Hour advance notice. Please call 305-294-4678. OTT is not responsible for things left behind on the trolleys.

Key West Trolley Day and Night Package Booth Location
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