Festivals & EventsAt Our Hotel in Key West

From live music here at the Gardens Hotel to special annual events held throughout the city, the fun never stops in Key West. For book lovers, we have the annual Key West Literary Seminar and Hemingway Days. Foodies have multiple events to choose from, including the Florida Keys Seafood Festival, Key West Food & Wine Festival and Key West Lobsterfest. Runners can participate in multiple 5Ks and marathons, while avid fishers and boaters can compete in numerous competitions and races throughout the year. Check out the lists below for events happening at our hotel or throughout Key West.

Events Here at the Hotel

  • Live Piano at d'vine Wine Gallery – Wednesday through Saturday 5-7 p.m.
  • Sunday Jazz in the Gardens 5-8 p.m. October - June
  • Wine Classes ($20/guest, RSVP required-305.294.2661) – December/January/February/March/April/May

Local Key West Events

  • January – Key West Literary Seminar, Florida Keys Seafood Festival, Key West Half Marathon & 5K, Key West Craft Show, Key West Master Chefs Classic, Key West Food & Wine Festival (thru Feb), Lauderdale to Key West Race, Key West House & Garden Tour (thru March)
  • February – Civil War Heritage Days, Ragnar Relay Florida Keys, GardenFest Key West & Beer Garden, Old Island Days Art Festival, ConchFest
  • March – Conch Shell Blowing Contest, Open Air Art & Music Affair, Tuna Trot Race for the Reef, St. Patrick's Day, Home & Garden Tours
  • April – Florida Keys Ocean Festival & Waterfront Craft Show, Taste of Key West, Final Sail in the Quest for the Crest Series, Conch Republic Independence Celebration, Cow Key Channel Run, Key West Paddleboard Classic
  • May – Keystock Music Fest, Key West Song Writers Festival, Schooner Wharf Minimal Regatta
  • June – Key West Pridefest, FKCC Swim Around Key West, Dolphin Derby
  • July – Mel Fisher Days, Del Brown Permit Tournament, Hemingway Days, Drambuie Key West Marlin Fishing Tournament, Sloppy Joe's Annual Hemingway Look-a-Like Contest, Hemingway 5k Sunset Run & Paddleboard Race, Lobster Mini-Sport Season
  • August – Lobster Season, Battle of the Bars, Key West Lobsterfest, Tropical Heat (LGBT), Key West Mystery Writers Fest
  • September – Key West Brewfest, Womenfest Key West 2015 (LGBT), S.L.A.M. Celebrity Tournament
  • October – SoMo Marathon & Half Marathon, Official 2015 Stone Crab Season Opening, Goombay Fest, Key West Fantasy Fest
  • November – Key West World Championship, Key West Powerboat Poker Run, Smart Ride, Key West Film Festival, ART!KEYWEST!
  • December – TRIKW Triathalon, Key West Lighted Boat Parade, Key West New Year's Eve, Annual Lighted Guesthouse Tours