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Halloween Events

Take Your Seat on the Trolley of the Doomed with...

Ghosts & Gravestones of Key West

Discover Key West’s darkest side—the side you can only see at night. We’ll travel along the dark, narrow streets of Old Town, where centuries old wooden buildings are said to be the home of raging occupants, souls who’ve never moved on. Be brave as we enter into an old Civil War barracks where soldiers died of yellow fever and where an eerie doll named Robert believed to be possessed, hopes to play with you. Learn the gruesome details of some of the island’s most tragic deaths, ghastly residents and more as your Ghost Host takes you on a tour of Key West you’ll not soon forget. The Travel Channel deemed Key West as one of America’s most haunted places; see for yourself during the Key West Halloween celebration.

Tour departs from 501 Front Street—Conch Train depot, corner of Front and Duval Streets.

Buy Key West Ghost Tour tickets online.

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Key West Halloween Festival

*2018 Dates TBD
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Key West’s world famous halloween festival takes place towards the end of October. It’s an annual tradition that began in 1979 and has grown into a 10-day, raucous raising, party going, costume-wearing, body-painting extravaganza. With street parties, parades, food, drink and drag queen contests, this event rivals New Orleans’ Mardi Gras. Throw on a costume or just come as you are and join the nearly 100,000 people of all ages that flock to the island for their fill of laid-back, free-spirited, Halloween fun done Key West style! Enjoy the festivities that take place all throughout the island, including events and parties for the full 10 days.

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Key West Outdoor Movies

*2018 Movies & Dates TBD


Costume Swap Pop-Up

Buy, sell and/or trade in old Halloween costumes all month long at Kelly’s Caribbean Bar & Grill Brewery.