Tickets & Packages

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. 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?

• Voted Top Ten Best Ghost Tour by USA Today Readers' Choice
• Explore Some of Key West’s Most Haunted Sites…
• Pass by Some of the Most Tragic and Most Sacred Sites of the Island
• Your voyage includes a stop at the Key West Shipwreck Treasure Museum

Join Key West’s most unique haunted tour for a limited-time spooktacular Halloween celebration! Dress up in your best costume and venture through the streets with our hosts in search of the best lights and decorations. Journey through Cayo Hueso, or Isle of Bones, for ghouls, ghosts, goblins, and a pumpkin or two. This family-friendly adventure will be filled with fun tricks and a prize for the best costume.

• Limited Time Tour!
• See the Halloween decorations and lights across Key West
• Listen to spooky music during this fun ride
• Prize for best costume awarded on each tour
• Reservations are required*
• If you have any questions, please call 305-296-6688

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. 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.

• 1 day of free unlimited re-boarding
• Open-air sightseeing perfect for taking pictures
• More than 100 points of interest
• Colorful anecdotes and well-researched historical facts
• Exclusive stops
• FREE Two Guided Walking Tours included
• FREE admission to the Sails to Rails Museum included with ticket
• FREE coupons worth up to $50 in discounts

Since 1958, the Conch Tour Train has treated guests to a close-up view of the Southernmost City’s most popular places including Mallory Square, The Harry S. Truman Little White House, Overseas Railroad Museum, the Key West Aquarium and more. While on the tour, your engineer offers an interesting and amusing narrative filled with historical facts, trivia and humor, and recounts fascinating stories of the colorful people that make Key West so unique.

• 1-day tour of the Conch Republic
• One full loop through Old Town Key West
• Includes three stops
• Open-air sightseeing perfect for taking pictures
• FREE Two Guided Walking Tours included
• FREE admission to the Sails to Rails Museum included with ticket
• FREE Full color map
• FREE coupons worth up to $50 in discounts