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Key West Festivals


25th Annual Meeting of the Minds 2016
November 2 - November 6, 2016 in Key West, Florida

Super Boat International
36th Annual Key West World Championships
November 6 - 13

The Year at a Glance...

Festivals, festivals, festivals...If you live in Key West, it seems as if there is always something "going on". Below are a few of the major events throughout the year. There is no excuse for boredom!

January in Key West
January 29 – 31

Cuda Bowl Fishing Tournament

Shallow water flats anglers and guides are invited to hook-up and fight their barracuda rivals>

February in Key West
February 1

Stock Island Marina Village King Mackerel Tournament

March in Key West

The Key West Botanical Garden Society’s annual signature event takes place at the garden, 5210 College Road. Guests will enjoy the “hot” sounds of Havana Soul, and eight (8) piece Latin brass band, fine Cuban food, cigars, and dancing under the stars in the gardens beautiful outdoor setting.


April in Key West
April 4

Key West Fishing Tournament

May in Key West

Key West Songwriters Festival

A great opportunity to see some of America's best songwriters perform in small, personal settings.


June in Key West

Pridefest Key West

This event showcases the Key West motto "One Family".


Cuban American Heritage Festival

A showcase of Cuban culture and customs. Come join the world's longest congo line!

July in Key West


Hemingway Days Festival

A fun event honoring the legendary American writer. Events include a short story competition, fishing tournament, arm-wrestling competition, "running of the bulls" and look-alike contest.


Key West Summer Food & Wine Festival

Enjoy gourmet wine dinners prepared by some of Key West's best master chefs. Contact: 305-296-6909


August in Key West

Lobsterfest 2005 - Lower Duval St

If you've never tried Florida spiny lobster - you are in for a treat. Stroll lower Duval Street and sample a variety of lobster dishes prepared by local restaurants. Have a cold beverage and enjoy some live music.


September in Key West

Key West Poker Run

Motorcycles cruise the Keys ending in Key West to raise funds for local charities. Even if you don't participate - the thousands of bikes lined down Duval Street is an amazing sight.


October in Key West

Goombay Festival

TA weekend street fair that takes place in historic Bahama Village. This official kick-off to Fantasy Fest is one of the favorite festivals of Key Westers.


Fantasy Fest

What began almost 30 years ago as a small festival has now grown to a celebration known throughout the world. On Saturday night there is an amazing parade of creative costumes and incredible floats. Warning: Not for the week hearted!


November in Key West


Parrot Heads in Paradise "Meeting of the Minds"

Key West is taken over by Jimmy Buffet fans who want to experience Margaritaville "up close and personal". Jimmy himself will often makes an appearance.


Key West Offshore World Championships

High-speed powerboats roar through the Key West harbor and offshore, along the coral reef.


Pirates in Paradise

Key West's Historic Seaport is invaded by pirates! Stroll the docks and enjoy a variety of vendors or take a sunset sail aboard a pirate ship.


December in Key West


New Year's Eve

Ring in the New Year by watching a wench drop at Schooner Wharf, a conch shell drop at Sloppy Joe's Bar or drag queen Sushi drop in a life size red high heel. How will you choose?

For more info on Key West Festivals, go to:






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