Top Key West Pop Culture in 2026

Taste Key West's sweetest treats on its spookiest streets. This evening walking tour is part food tour, part ghost walk through Old Town Key West. Start with a slice of key lime pie, then follow your guide down Greene Street past Captain Tony's Saloon, one of the oldest bars on the island, and hear tales of pirates, wreckers, rumrunners and the regulars who never left. Stroll past the Audubon House and its tropical gardens and the Oldest House on Duval Street, known for footsteps no one can explain. Halfway through, stop at Mattheessen's Candy Kitchen for handmade sweets. Continue down Simonton Street past a historic funeral home, Casa Antigua, tied to one of Key West's most famous writers, and the Curry Mansion, built by the family of Florida's first millionaire. Finish at Kermit's with one more taste of key lime pie.

Discover the spooky side to one of the country's most haunted cities on a 90-minute walking tour. Listen to hair-raising local legends as you follow your guide down the hidden alley's of Key West. See where Robert the Doll lived, learn about Count Von Cosel, and keep your eyes peeled for the ghost at La Concha. Learn how to attract spirit activity with dowsing rods and how to capture it with your camera.

Embark on an eerie adventure through Key West's Old Town in a cozy pedicab, where the island's haunted past comes to life. As we roll through the narrow, historic streets, you'll hear chilling tales of ghostly encounters, from restless spirits who never left to eerie legends passed down through generations. We’ll pass by the famous haunted landmarks, including the Key West Cemetery, where some say the dead still walk at night, and the eerie corners of Old Town, known for their strange, unexplainable occurrences. With the breeze in your hair and the moonlight casting long shadows, prepare for a spine-tingling ride into the heart of Key West’s most mysterious and supernatural stories. Buckle up, it's going to be a night you won't forget!

See St. Paul’s Episcopal Church, The Oldest House Museum and Garden, Casa Antigua, and more on this guided walking ghost tour of Key West. Explore a side of the city most tourists will miss with the help of your guide, who’s there to tell you and the rest of the group spooky stories about the sights you see.

Join us on a 2-hour private, exclusive walking tour through the dark and untold stories of Key West. Our tour will begin at St. Paul’s Episcopal Church, where we will share stories of its haunted past and the intriguing legend of Robert the Doll. Next, visit The Artist House, where we will delve into the bizarre true story of Carl and Elena, followed by Dean-Lopez Funeral Home and Crowne Plaza Key West-La Concha, which have a dark and chilling past. At Marrero’s Guest Mansion, explore the eerie story of Enriquetta and other ghostly legends associated with this haunted yet historic mansion. Moving on to 322 Duval St, uncover the mysteries of Captain Watlington’s Haunted House and share bone-chilling stories of the haunted past and present of Key West. Our journey concludes at the Audubon House & Tropical Gardens and the infamous Capt Tony’s Saloon, discovering their dark histories and encounters with the paranormal.

Key West is a wonderfully walkable island that deserves just as much exploration under the moonlight as it does under the sun. Avoid crowded group tours with this private self-guided ghost tour. Using your smartphone, you’ll explore Key West’s allegedly haunted sites and hear their grizzly histories. Go at your own pace, taking breaks or visiting other Key West attractions as you continue your adventure.

Experience Key West’s dark side on this fun yet frightening haunted bar crawl. Hear tales of known paranormal activity from your local guide and visit the most eerie bars in Old Town Key West – located in two haunted mansions and repurposed morgue. By the end of the 2‐hour tour, you’ll see ‘Bone Island’ in a different (and profoundly spookier) light.

Key West is rich in spooky history but you need a local's insight to fill you in. This walking tour is focused on the island city's hauntings and ghost tales. As you visit notable spots such as St. Paul's Episcopal Church and the Audubon House and Tropical Gardens, your guide will shed light on prominent figures and the dark history of Key West.

It's easy to find the colorful, fun-loving side of Key West, but takes a little more effort to uncover its darker side. This walking tour offers the chance to see Key West in a completely different light. Your guide takes you to landmarks such as St. Paul's Episcopal Church and Capt. Tony's Saloon while discussing the city's spooky, sometimes grisly, history.

Get a different perspective of Key West and visit some lively local spots at the same time during this haunted pub crawl tour. Take a journey through the streets of Key West as your guide regales you with scary stories. From eerie tales of possessed dolls to creepy encounters with the macabre, enjoy the entertainment as you visit various landmarks.

Key West has no shortage of ghost tours, but most typically only tell you stories about local ghosts. This tour amplifies the excitement by featuring a ghost hunt. As you visit various haunted locations around Key West, you'll make use of ghost-hunting equipment such as dowsing rods, EMF meters, a spirit board, and more. This tour is for guests ages 16 and up; children are not admitted.

Go where other tours can’t. Enter historic Fort East Martello after dark, meet Robert the Doll, then stay behind for an extended paranormal investigation inside the haunted Civil War-era fort. Your VIP experience begins with a 30-minute guided ghost tour through the fort, followed by a 30-minute seated encounter directly with Robert the Doll. Hear the documented history behind his legend, separate fact from folklore, and learn about the latest unexplained activity surrounding him. Then, when the standard experience ends, VIP guests remain inside the fort for an additional 60-minute paranormal investigation, using ghost-hunting equipment to explore one of Key West’s most unusual historic sites after dark. Fort East Martello has been named one of America’s Top 10 Haunted Destinations by USA TODAY. This is your chance to experience the fort in a way daytime visitors and ordinary ghost tours cannot.

True crime in Key West? Bold, bizarre, and unforgettable, this new innovative tour walks you into the island’s real-life scandals — smuggling, gambling, murder, and shocking history exposed where it happened. More thrilling than a ghost tour and more revealing than a history tour, Key West’s underworld comes alive, Key West-style. Be the next eyewitness. We're bringing crime to the streets!

Discover some of Key West’s deepest, darkest secrets on a ghost-themed trolley tour. The Trolley of the Doomed explores the darker side of what is said to be one of the most haunted cities in the US. Travel down the narrow, dark streets of the Old Town at night. The wooden houses still bear the secrets of their former inhabitants. This tour is narrated by an actor playing a gravedigger.

Step into the haunted streets of Key West and discover bone-chilling tales of voodoo legends, notorious shipwrecks, Robert the Doll, and historic burial grounds. Guided by location-triggered smartphone audio, explore island mysteries and colonial hauntings at your own pace. Wander past haunted Victorian mansions and ancient graveyards while eerie true stories automatically play as you walk, giving you complete flexibility to pause, explore, or take photo stops whenever you choose.