Haunted Key West Food Tour: Sweet Treats & Spooky Stories

Key West has always had a sweet side and a strange side, and this walking tour serves up both. You'll start with a slice of key lime pie, the island's signature dessert, before stepping onto Greene Street and into the stories locals still whisper about.

At Captain Tony's Saloon, one of the oldest and most storied bars in Key West, you'll hear why some regulars swear not every patron has gone home. From there, wander past the Audubon House and its tropical gardens, then on to the Oldest House on Duval Street, where nearly two centuries of island life have left behind more than a few unexplained footsteps.

Halfway through, sweeten things up at Mattheessen's Candy Kitchen, a Duval Street favorite for handmade treats. Then the stories take a darker turn on Simonton Street, with a stop outside a historic funeral home and a visit to Casa Antigua, a storied building tied to one of Key West's most famous writers.

Next comes the Curry Mansion, built by the family of Florida's first millionaire and home to tales that guests still talk about over breakfast. The tour wraps up the way it began, with key lime pie, this time at Kermit's, so you leave with a full stomach and a few stories you'll be telling long after your trip.

Along the way, your guide introduces the pirates, wreckers and rumrunners who shaped the island, and the ones who may never have left. Part food tour, part ghost walk, this is Old Town Key West at its sweetest and strangest. Come hungry, stay curious, and keep an eye on the shadows.