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.

2021

Due to coronavirus, many Key West events have been or are likely to 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.

April 1, 2021

  • College of the Florida Keys Annual Seaside Soiree

April 2, 2021

  • College of the Florida Keys Annual Seaside Soiree
  • 61st Annual Home Tour

April 3, 2021

  • Market on the Green
  • 61st Annual Home Tour
  • 38 Special at the Coffee Butler Amphitheater

April 6, 2021

  • Tour of Tours – Historic Cigar Experience
  • Littles at the Lighthouse

April 11, 2021

  • Papio Museum Day at Fort East Martello
  • Florida Keys SPCA Featured at the Artisan Market

April 16, 2021

  • 39th Annual Conch Republic Independence Celebration

April 17, 2021

  • 39th Annual Conch Republic Independence Celebration
  • Key West Botanical Gardens Native Plant Sale
  • Conch Republic Wearable Art Fashion Show

April 18, 2021

  • 39th Annual Conch Republic Independence Celebration
  • Stand Up for a Cause

April 19, 2021

  • 39th Annual Conch Republic Independence Celebration

April 20, 2021

  • 39th Annual Conch Republic Independence Celebration

April 21, 2021

  • 39th Annual Conch Republic Independence Celebration

April 22, 2021

  • 39th Annual Conch Republic Independence Celebration

April 23, 2021

  • 39th Annual Conch Republic Independence Celebration
  • Elton Live, the Ultimate Elton John Tribute

April 24, 2021

  • 39th Annual Conch Republic Independence Celebration

April 25, 2021

  • 1st Annual Key West Island Clean Up

April 27, 2021

  • Mile 0 Fest

April 28, 2021

  • Mile 0 Fest

April 29, 2021

  • Mile 0 Fest

April 30, 2021

  • Mile 0 Fest

May 1, 2021

  • Market on the Green

May 4, 2021

  • Rams Head presents Old Dominion

May 5, 2021

  • 25th Annual Key West Song Writers Festival

May 6, 2021

  • 25th Annual Key West Song Writers Festival

May 7, 2021

  • 25th Annual Key West Song Writers Festival

May 8, 2021

  • 25th Annual Key West Song Writers Festival

May 23, 2021

  • Rams Head presents Sammy Hagar at the Coffee Butler Amphitheater

May 27, 2021

  • Key West Whiskey Festival

May 28, 2021

  • Key West Whiskey Festival

May 29, 2021

  • Key West Whiskey Festival
  • 2nd Annual Key West Blues Festival

May 30, 2021

  • Key West Whiskey Festival

June 2, 2021

  • Key West Pride

June 3, 2021

  • Key West Pride

June 4, 2021

  • Key West Pride

June 5, 2021

  • Market on the Green
  • Key West Pride

June 10, 2021

  • Ram’s Head presents John Mayall at the Key West Theater

June 18, 2021

  • VFW Fishing Tournament

June 23, 2021

  • Mango Fest Key West

June 24, 2021

  • Mango Fest Key West

June 25, 2021

  • Mango Fest Key West

June 26, 2021

  • Mango Fest Key West
  • 45th Annual Swim Around Key West

July 1, 2021

  • Key Lime Festival

July 2, 2021

  • Key Lime Festival

July 3, 2021

  • Market on the Green
  • Key Lime Festival

July 4, 2021

  • Key Lime Festival

July 18, 2021

  • Del Brown Permit Fishing Tournament

July 19, 2021

  • Del Brown Permit Fishing Tournament

July 20, 2021

  • Del Brown Permit Fishing Tournament
  • 40th Annual Hemingway Days Festival

July 21, 2021

  • 40th Annual Hemingway Days Festival
  • Stock Island Village Marina Key West Marlin Fishing Tournament

July 22, 2021

  • 40th Annual Hemingway Days Festival
  • Stock Island Village Marina Key West Marlin Fishing Tournament
  • Hemingway Look-alike Contest

July 23, 2021

  • 40th Annual Hemingway Days Festival
  • Stock Island Village Marina Key West Marlin Fishing Tournament
  • Hemingway Look-alike Contest

July 24, 2021

  • 40th Annual Hemingway Days Festival
  • Hemingway Look-alike Contest
  • Hemingway Days Caribbean Street Fair

August 6, 2021

  • Slightly Stoopid with Pepper, Common Kings, and Don Carlos return to Key West Amphitheater

August 7, 2021

  • Market on the Green

August 11, 2021

  • Key West Tropical Heat

August 12, 2021

  • Key West Tropical Heat
  • 25th Annual Key West Lobsterfest

August 13, 2021

  • Key West Tropical Heat
  • 25th Annual Key West Lobsterfest

August 14, 2021

  • Key West Tropical Heat
  • 25th Annual Key West Lobsterfest

September 1, 2021

  • Key West WomenFest

September 2, 2021

  • Key West WomenFest
  • Annual Key West Brewfest

September 3, 2021

  • Key West WomenFest
  • Annual Key West Brewfest

September 4, 2021

  • Market on the Green
  • Key West WomenFest
  • Annual Key West Brewfest

September 5, 2021

  • Annual Key West Brewfest

September 19, 2021

  • Rebelution with Steel Pulse, The Green, and Keznamdi at the Key West Amphitheater

October 2, 2021

  • Market on the Green

October 9, 2021

  • All American BBQ Cook Off

October 17, 2021

  • 16th Annual Tiger in the Woods Golf Tournament

October 22, 2021

  • Fantasy Fest

October 23, 2021

  • Fantasy Fest

October 24, 2021

  • Fantasy Fest

October 25, 2021

  • Fantasy Fest

October 26, 2021

  • Fantasy Fest

October 27, 2021

  • Fantasy Fest

October 28, 2021

  • Fantasy Fest

October 29, 2021

  • Fantasy Fest

October 30, 2021

  • Fantasy Fest

November 5, 2021

  • Florida SPCA 14th Annual Spring Social

November 6, 2021

  • Market on the Green

November 7, 2021

  • Power Boat Races by Raceworld Offshore

November 8, 2021

  • Power Boat Races by Raceworld Offshore

November 9, 2021

  • Power Boat Races by Raceworld Offshore

November 10, 2021

  • Power Boat Races by Raceworld Offshore

November 11, 2021

  • Power Boat Races by Raceworld Offshore

November 12, 2021

  • Power Boat Races by Raceworld Offshore

November 13, 2021

  • Power Boat Races by Raceworld Offshore

December 2, 2021

  • 8th Annual POSH Paws Often Steal Hearts Fundraiser for the Florida Keys SPCA

December 11, 2021

  • 8th Annual Parade of Paws