Fantasy Fest is Key West’s iconic 10-day celebration each October, blending dazzling costumes, outrageous parades, themed parties, body painting, and street fairs into one of the most vibrant festivals in the world.

Founded in 1979, it has grown into a legendary event where creativity and self-expression run wild, drawing revelers from around the globe. With signature events like the Royal Coronation, the Headdress Ball, the Zombie Bike Ride, and the spectacular Fantasy Fest Parade—plus an ever-changing annual theme—this adults-oriented extravaganza transforms the island into a colorful, playful, and unforgettable carnival of imagination.

Taste the Keys is a flavorful, month-long culinary celebration happening across October 1–31 in Key Largo and the Upper Florida Keys. Modeled after Miami Spice, it invites locals and visitors to enjoy specially priced prix-fixe lunch and dinner menus at participating restaurants, offering a tempting way to explore regional flavors and top local chefs. A highlight of the event is the Signature Dish Showdown, where each restaurant nominates a standout creation and diners can vote online for their favorite. For an immersive twist, the event also features ticketed Trolley Foodie Tours—guided evenings aboard a trolley that stop at multiple restaurants for small-plate tastings and perfectly paired drinks.