Key West Events Calendar

Dream Catcher Charters offers visitors to Key West for Special Events Fishing Charters. Save Money and Have A Better Time Booking Direct.
Dream Catcher Charters offers visitors to Key West for Special Events Fishing Charters. Save Money and Have A Better Time Booking Direct.

There is never a shortage of activity on Key West. A new year is here and the events keep on coming. Culinary delights start off the year here in the Keys; with events like the Seafood Festival and the Food and Wine Festival foodies are in heaven!  There are also many marathons and other physical events like flag football and SUP for those athletic types. And let’s not forget about the art scene; concerts, art openings, seminars and plays are abundant throughout the year, starting off with the Annual Literary Seminar in January. So no matter when you visit our island Paradise, you will find as much action and entertainment or relaxation as you are looking for.

2022

Due to coronavirus, some Key West events may be canceled. We are trying to update this page as information comes in, but please check the individual event’s website or call its organizer for more details.

August 2022

August 1 – 31, 2022

  • Key West Bicentennial Exhibit at the Customs House – Key West Art & Historical Society welcomes the public to view the ‘Key West 200’ exhibit at the Custom House Museum, 281 Front St. This major exhibition commemorates the 200th anniversary of the first permanent settlement of Key West in 1822 and will be on display in the Bryan and Bumpus Galleries through December 11, 2022. The exhibit is to highlight Key West’s people, culture and community beginning with the settlers and government officials who arrived on this remote island in early 1822, featuring rarely displayed artifacts. Divided by decade, the exhibit emphasizes many of the significant moments and people that have influenced so much of what we celebrate today.

August 10 – 14, 2022

  • Key West Tropical Heat – Enjoy five days of sizzling happenings in the island city whose openness and respect for diversity have made it a world-renowned gay vacation destination. The festival’s intriguing events range from pool parties to a sunset cruise to late-night gatherings at the island’s LGBTQ bars and nightclubs.

August 11 – 14, 2022

  • 25th Annual Key West Lobsterfest – Seafood lovers can chow down on Florida’s clawless lobster during a tasty “feast-ival” that features a savory schedule of events ranging from a traditional lobster boil to a lively street fair starring the sensational crustacean prepared in a variety of ways. The flavorful festivities celebrate the bounty of the Florida Keys lobster season that opens Aug. 6. Famous for its sweet and tender meat, the Keys’ spiny lobster often is served steamed with drawn butter, paired with a seasoned stuffing or cold in savory salads.

September 2022

September 1 – 30, 2022

  • Key West Bicentennial Exhibit at the Customs House – Key West Art & Historical Society welcomes the public to view the ‘Key West 200’ exhibit at the Custom House Museum, 281 Front St. This major exhibition commemorates the 200th anniversary of the first permanent settlement of Key West in 1822 and will be on display in the Bryan and Bumpus Galleries through December 11, 2022. The exhibit is to highlight Key West’s people, culture and community beginning with the settlers and government officials who arrived on this remote island in early 1822, featuring rarely displayed artifacts. Divided by decade, the exhibit emphasizes many of the significant moments and people that have influenced so much of what we celebrate today.

September 1 – 5, 2022

  • Key West Brewfest – Fans of beers and ales can sample about 150 of them while also discovering the flavors of the continental United States’ southernmost island. Activities ‘on tap’ include brew-focused dinners, pool parties and brunches, the lavish BrewFest Tasting Festival held Saturday on Key West’s South Beach and other enticements.

September 2 – 6, 2022

  • Mel Fisher Days – Enjoy film screenings, live and silent auctions, a speakers symposium, banquet dinner and more. Meet the Fisher family and their favorite authors of books exploring the shipwrecks treasures for which Mel Fisher is famous for. Events are both free and ticketed, open to the public. All net profits go to Keys charities.

September 7 – 11, 2022

  • Key West WomenFest – The popular festival for lesbians and their friends is designed to allow singles, couples and groups of women to experience the atmosphere of openness and acceptance that has made Key West an internationally acclaimed lesbian and gay vacation destination.

October 2022

October 1 – 31, 2022

  • Key West Bicentennial Exhibit at the Customs House – Key West Art & Historical Society welcomes the public to view the ‘Key West 200’ exhibit at the Custom House Museum, 281 Front St. This major exhibition commemorates the 200th anniversary of the first permanent settlement of Key West in 1822 and will be on display in the Bryan and Bumpus Galleries through December 11, 2022. The exhibit is to highlight Key West’s people, culture and community beginning with the settlers and government officials who arrived on this remote island in early 1822, featuring rarely displayed artifacts. Divided by decade, the exhibit emphasizes many of the significant moments and people that have influenced so much of what we celebrate today.

October 13 – 15, 2022

  • Legends of Music Row Festival – Book your tickets for this 3-night event, including an option for a VIP experience with an exclusive, up-close-and-personal concert setting featuring songwriting legends in country music. A musical experience like no other, Legends of Music Row is to be hosted by Country Music Hall of Fame songwriter Dean Dillon.

October 21 – 30, 2022

  • Fantasy Fest – This outrageous 10-day costuming and masking celebration features flamboyant masquerade competitions including one for pets, a headdress ball, exuberant promenades, street fairs and a grand parade that stars marching groups, island-style bands and lavish floats. The 2022 theme is ‘Cult Classics and Cartoon Chaos.’

October 30, 2022

  • Ram’s Head Presents: The Wallflowers – For the past 30 years, the Jakob Dylan-led act has stood as one of rock’s most dynamic and purposeful bands – a unit dedicated to and continually honing a sound that meshes timeless songwriting and storytelling with a hard-hitting and decidedly modern musical attack. Does open 7 p.m., show starts 8 p.m. at Key West Theater, 512 Eaton St.

November 2022

November 1 – 30, 2022

  • Key West Bicentennial Exhibit at the Customs House – Key West Art & Historical Society welcomes the public to view the ‘Key West 200’ exhibit at the Custom House Museum, 281 Front St. This major exhibition commemorates the 200th anniversary of the first permanent settlement of Key West in 1822 and will be on display in the Bryan and Bumpus Galleries through December 11, 2022. The exhibit is to highlight Key West’s people, culture and community beginning with the settlers and government officials who arrived on this remote island in early 1822, featuring rarely displayed artifacts. Divided by decade, the exhibit emphasizes many of the significant moments and people that have influenced so much of what we celebrate today.

November 6 – 13, 2022 – Offshore World Championship – Racing teams and fans gather in Key West for an amazing Offshore World Championship experience. RWO is the premier Offshore Racing Sanctioning body in the United States and is dedicated to producing an unforgettable week. With the most experienced team in all of offshore racing around the world, RWO anticipates another spectacular event.

December 2022

December 1 – 11, 2022

  • Key West Bicentennial Exhibit at the Customs House – Key West Art & Historical Society welcomes the public to view the ‘Key West 200’ exhibit at the Custom House Museum, 281 Front St. This major exhibition commemorates the 200th anniversary of the first permanent settlement of Key West in 1822 and will be on display in the Bryan and Bumpus Galleries through December 11, 2022. The exhibit is to highlight Key West’s people, culture and community beginning with the settlers and government officials who arrived on this remote island in early 1822, featuring rarely displayed artifacts. Divided by decade, the exhibit emphasizes many of the significant moments and people that have influenced so much of what we celebrate today.

More About Key West

For more information about the fun side of Key West, things to do and see in our island city, go to our Key West Web Site. And, remember to check out our restaurant reviews as you surely must eat while down here! 

Island Genn – Key West Concierge