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