3 Key West Events to Look Forward To This Fall

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14 May 2021
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Things to do in Key West

After summer has come and gone, the fun in Key West doesn’t stop! In fact, fall is the season for some of Key West’s most famous events! Start planning your kooky costumes for Fantasy Fest or get ready to celebrate with fellow Parrot Heads at the Meeting of the Minds! Book a Key West vacation rental to enjoy the year-round sunshine and warm weather! 

Check out these 3 events that you can look forward to in Fall 2021!

Fantasy Fest: 10 Days of Shenanigans

Three women wear costumes at Fantasy Fest

October 22nd - 31st, 2021

Fantasy Fest is an annual 10-day festival that brings fun, creativity, and imagination to Key West during what is usually a quieter time on the island. Bring your costumes and creativity to this wacky event that features spooky decorations, plenty of adult beverages, and more! Book a Key West vacation rental to attend pool parties, street festivals, all-you-can-drink cocktail parties, and even events like a zombie bike ride during this iconic Key West fest!

Parrot Heads: Meeting of the Minds

A parrot sits on the beach

November 3rd - 7th, 2021

The Meeting of the Minds is an annual gathering of the Parrot Heads, otherwise known as members of the official Jimmy Buffett fan club! Combining a celebration of Jimmy Buffett’s music and love for island life with humanitarian efforts, the Meeting of the Minds is the perfect way to gather with fellow music fans while working to better the local community and environment! Previous service projects include a toy drive and blood drive, while other event highlights include live music and experiencing Key West’s attractions and outdoor activities.

Race World Off-Shore Key West Championships

Speed boats race along the water

November 7th - 14th, 2021

The Race World Off-Shore Championships bring excitement and thrills to Key West! This week-long competition is filled with events like an opening ceremony, a variety of races and award ceremonies, and even a boat parade! You can even compete in a build-a-boat competition where competitors have an hour to build a boat with provided materials before hitting the water!

Book a Key West Vacation Rental for Fall 2021

A view from a Key West vacation rental balcony

Planning to bring along your girl gang to hit up Fantasy Fest? Or perhaps planning a family retreat to cheer on the boats at the Race World Off-Shore Championship? Look no further for your home away from home than a Key West vacation rental! With cottages, private homes, and condos, you’re sure to find a vacation rental that suits your needs and is the beachy getaway of your dreams!

Browse all Key West Vacation Rentals