EventsKeyWest2Do.com

Find special Things to Do During your visit to Paradise!

What Special Events are Going on?


It doesn't take long to realize that islanders are always looking for a reason to celebrate something, after all we have a sunset celebration every day of the year! In fact its typically harder to find a week without some other celebration, festival or special event going on than a week without. Of course its easy to find out about the big annual events like Fantasy Fest, Hemingway Days, the Songwriters Festival and the likes but we will try and list some of the other less well known events that play a big part in keeping life interesting on our island.

The big annual events are often special enough to bring a crowd of return revelers and to also make a newcomers "Things to do List". Because these are typically scheduled far in advance, with reliable dates, we'll include these on a seperate list first.

Annual Events 2021-22


  • Meeting of the Minds
    Parrot Heads in Paradise Nov 3 - 7, 2021
  • Key West Super Boat International
    World Championship November 7-14, 2021
  • 10th Annual Film Festival Nov 17 - 21, 2021
  • Seafood Festival: Jan 15 - 16, 2022
  • Mile “0” Fest Jan 25 - 29, 2022
  • Key West Songwriters Festival May 4-8, 2022
  • Hemingway Days July 20 - 24, 2022
  • Key West Lobsterfest Aug 11 - 14, 2022
  • Fantasy Fest Oct 22-31, 2022

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by MooMoo Away
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Meeting of the Minds
Parrot Heads in Paradise

The Southernmost Point Buoy is an anchored concrete buoy in Key West, Florida, marking the southernmost point in the continental United States, the lowest latitude land of contiguous North American states.

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by Wright On The Rock
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Key West Super Boat International

Enjoy an airy view of the famous Mallory Square Sunset Celebration!

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by CHANNELCREDIT3
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Annual Film Festival

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by Kool Buildings
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Seafood Festival

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by MooMoo Away
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Fantasy Fest

The Southernmost Point Buoy is an anchored concrete buoy in Key West, Florida, marking the southernmost point in the continental United States, the lowest latitude land of contiguous North American states.

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by We Should Write Sometime
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Key West Songwriters Festival

2022 Key West Songwriters Festival - WSWS Recap

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by Scott Gerke
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Hemingway Days in Key West

150 Men Compete In An Ernest Hemingway Look-Alike Contest


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by Desert Dog Outdoors
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Key West Lobsterfest

A fun 3-day trip to Key West to enjoy Lobsterfest, Fort Jefferson, and fly fishing.

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by MooMoo Away
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The Southernmost Point Buoy

The Southernmost Point Buoy is an anchored concrete buoy in Key West, Florida, marking the southernmost point in the continental United States, the lowest latitude land of contiguous North American states.

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by Wright On The Rock
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Mallory Square Sunset Celebration

Enjoy an airy view of the famous Mallory Square Sunset Celebration!

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by CHANNELCREDIT3
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Hemingway's Hangout

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by Kool Buildings
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Visit the Hemingway house

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