- December 01 – March 23 :: 17th Annual Sculpture Key West
- February 13 – April 08 :: Red Barn Theatre Presents: Love, Loss and What I Wore
- February 27 – March 02 :: Red Barn Theatre Presents: Tea for Three
- March 01 :: Key West Fringe Theater presents: Seminar
- March 02 :: 2nd Annual American Cancer Society Dance-a-Thon for Relay for Life
- March 02 :: 51st Annual Conch Shell Blowing Contest
- March 02 :: 3rd Annual Key West Conchfest
- March 03 :: Impromptu Classical Concerts of Key West Presents: Randall Goosby
- March 05 – March 30 :: Waterfront Playhouse Presents: The Drowsy Chaperone
- March 08 :: Key West Fringe Theater presents: Seminar
- March 09 :: The American Cancer Society’s 100th Anniversary Diamond Jubilee Ball
- March 09 :: Menendez Miller 5K
- March 11 :: Waterfront Playhouse Presents: Behind the Scenes
- March 12 – April 13 :: Red Barn Theatre Presents: Time Stands Still
- March 15 – March 17 :: 23rd Annual AIDS Help Art Auction
- March 12 :: 53rd Annual House Tours
- March 16 :: St Patrick’s Day Bar Stroll
- March 16 :: Migration Mania
- March 17 :: Impromptu Classical Concerts of Key West Presents: Philadelphia Virtuosi Chamber Orchestra
- March 22 :: Tennessee Williams Exhibit Opening Honors Late Playwright’s Birthday
- March 23 – March 24 :: NAS Key West Air Show
- March 30 :: Tuna Trot Race 5K
- March 30 :: More Marine presents: 4th Annual Florida Keys Ocean Festival and Waterfront Show