Fantasy Fest is Key West’s 10-day party in paradise for grown-ups, held every October. A small group of Key West locals started it in 1979 to bring visitors to the island during what was then a quiet, beautiful time of year. It worked. Fantasy Fest has grown every year since and is now one of the wildest celebrations in the Florida Keys!
It is a performance of a lifetime, with chances to dance, dress up, and sing along. No matter who you are traveling with, Fantasy Fest makes for an unforgettable Key West adventure.
When is Fantasy Fest in Key West?
Fantasy Fest runs for 10 days every October. The 2026 festival runs October 16-25, 2026. Dates for future years are posted on the official Fantasy Fest website. Vacation rentals book up early for festival week, so browse our available properties as soon as you know your dates.
What to expect at Fantasy Fest:

- Parade: The biggest highlight is the parade. You will see colorful costumes, dancers, performers, and music going down the streets for several hours of fun.
- Fantasy Façade: Each year, buildings decorate their fronts with a unique, fun theme in the spirit of the festival.
- Street Fair: The fair alone brings people from all over the country to Fantasy Fest. Here you will find great food, Caribbean flavors, unique shopping and gifts, whimsical handmade crafts, and one-of-a-kind items.
- Body Painting: Vendors offer body painting so that you can join the Fantasy Fest party in the colors you want!
- Hot Pepper Sauce Tasting: Try hot sauces from some of the best fiery sauce makers around and take a bottle home to enjoy later.
Visit the festival’s website for this year’s full schedule and see which events suit everyone coming along for the adventure.
Book a Vacation Rental in Time for Fantasy Fest
Rentals go fast for Fantasy Fest week, so book a home that suits your party size and vacation needs before the rush. Browse the rentals available at Coco Plum Vacation Rentals online and do not forget to check out our specials to see if you can save on your next trip.