Fantasy Fest & Beyond: Spooky Fun in the Florida Keys
Fantasy Fest may be Key West’s most famous costume extravaganza, returning Oct. 16–25, 2026, but Halloween season fun can be found throughout the Florida Keys. From haunted houses and spooky attractions to fall festivals, pumpkin-themed celebrations, costume contests and family-friendly festivities, the island chain embraces the season with plenty of creative ways to celebrate. Expect ghouls, ghosts, imaginative costumes and tropical twists on traditional Halloween fun, with special events and spirited gatherings continuing through Nov. 1.
Top 5 Must-See Moments at Fantasy Fest 2026
Cyclists in creative Halloween costumes ride through Key West during the annual Zombie Bike Ride.
Zombie Bike Ride – Oct. 18
Thousands of spooky cyclists bring Key West to life (or un-life) in this wild, family-friendly spectacle.
A dog dressed in a colorful tutu joins the fun during Key West’s lively Tutu Tuesday celebration.
Tutu Tuesday – Oct. 20
A glitter-fueled street dance where tutus are mandatory and the beats never stop.
Headdress Ball – Oct. 22
Fantasy Fest’s most glamorous gala — sky-high creations, stunning performances, and jaw-dropping costumes.
People dressed in costumes fill the streets during Captain Morgan’s Masquerade March Parade at Fantasy Fest in Key West.
Captain Morgan Masquerade March– Oct. 23
Old Town transforms into a costumed carnival as revelers parade through hidden lanes and historic streets.
Fantasy Fest Parade – Oct. 24
The grand finale: outrageous floats, fantastical creatures, and a mile of pure island magic under the stars.
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Fantasy Fest
Each October, Fantasy Fest transforms Key West into a colorful celebration of costumes, creativity, music, and performance. The multi-day festival was founded in 1979 by local business owners looking to bring visitors to the island during what was...
