2021-01-15 61st Annual Key West Home Tours 61st Annual Key West Home Tours January 15 - January 16 61st Annual Key West Home Tours
2021-01-17 23rd Annual Key West Half Marathon & 5k Run 23rd Annual Key West Half Marathon & 5k Run January 17 23rd Annual Key West Half Marathon & 5k Run
2021-01-19 IFC Sailfish Tournament IFC Sailfish Tournament January 19 - January 20 IFC Sailfish Tournament
2021-01-22 Marathon Island Boat Show Marathon Island Boat Show January 22 - January 24 Marathon Island Boat Show
2021-01-22 Fishing Cheeca Lodge Presidential Sailfish Tournament Fishing Cheeca Lodge Presidential Sailfish Tournament January 22 - January 24 Fishing Cheeca Lodge Presidential Sailfish Tournament
2021-01-27 Arts & Culture Key West Food and Wine Festival Arts & Culture Key West Food and Wine Festival January 27 - January 31 Arts & Culture Key West Food and Wine Festival
2021-01-28 Key West Sundance Film Festival 2021 Key West Sundance Film Festival 2021 January 28 - February 3 Key West Sundance Film Festival 2021