| 2026-07-25 | Seat of Marion County, Fla. |
| 2026-02-05 | Florida's ___ National Forest |
| 2025-01-24 | Florida city with the U.S.'s largest equestrian center |
| 2023-12-29 | Florida's ___ National Forest |
| 2023-06-04 | City between Gainesville and Orlando |
| 2023-04-16 | City west of Daytona Beach |
| 2022-04-15 | Florida city in the middle of "horse country" |
| 2021-04-18 | Seat of Florida's Marion County |
| 2020-12-20 | City in north-central Florida |
| 2018-05-28 | Florida's ___ National Forest |
| 2018-04-22 | Florida city whose name ends with two state postal abbreviations |
| 2018-01-03 | Northern Florida county seat |
| 2017-05-09 | City between Gainesville and Orlando |
| 2016-04-09 | Fort town in the Second Seminole War |
| 2015-04-10 | City between Citrus Springs and Silver Springs |
| 2014-07-12 | Onetime center for the distribution of oranges |
| 2013-05-08 | Florida's ___ National Forest |
| 2012-08-01 | Central Florida city |
| 2012-06-30 | Southern city called the Horse Capital of the World |
| 2012-04-10 | Central Florida city |
| 2011-05-08 | Southern city known as the Horse Capital of the World |
| 2011-01-25 | Sunshine State city |
| 2011-01-06 | Florida's ___ National Forest |
| 2010-10-20 | City SSW of Jacksonville |
| 2010-05-25 | Seat of Marion County, Fla. |
| 2010-03-28 | City in Florida's horse country |
| 2010-01-04 | City NW of Orlando |
| 2009-10-15 | Seat of Marion County, Fla. |
| 2008-08-15 | City just NE of Citrus County |
| 2008-07-25 | Florida's ___ National Forest |
| 2008-06-01 | City just west of Silver Springs |
| 2008-04-05 | Central Florida Community College site |
| 2008-01-21 | City between Gainesville and Orlando |
| 2008-01-13 | Florida county seat |
| 2006-12-18 | Central Florida city |
| 2006-02-01 | Seat of Marion County, Fla. |
| 2005-11-10 | City NW of Orlando |
| 2005-04-03 | Florida city |
| 2005-03-06 | Florida's ___ National Forest |
| 2004-11-04 | City west of Daytona Beach |
| 2004-09-20 | Florida city |
| 2004-08-15 | Central Florida city |
| 2004-07-16 | Florida's ___ National Forest |
| 2004-03-14 | Florida city |
| 2004-01-11 | City west of Daytona Beach |
| 2003-12-15 | City between Gainesville and Orlando |
| 2003-04-21 | Florida citrus city |
| 2003-03-06 | Seat of Marion County, Fla. |
| 2003-01-23 | City SSE of Gainesville |
| 2001-03-01 | City whose name is derived from a Timucua Indian name |
| 2001-01-27 | Florida county seat |
| 2000-09-07 | City SSE of Gainesville |
| 2000-04-06 | City due west of Daytona Beach |
| 2000-02-20 | Silver Springs neighbor |
| 1999-12-23 | City south of Gainesville |
| 1999-07-18 | Neighbor of Silver Springs |
| 1999-06-22 | City in central Florida |
| 1999-02-08 | Florida city |
| 1998-09-14 | Florida city |
| 1998-08-04 | Florida city |
| 1998-02-18 | Florida citrus center |
| 1998-02-15 | City SSE of Gainesville |
| 1997-12-15 | Florida city |
| 1997-11-05 | Florida city |
| 1997-08-24 | Florida's ___ National Forest |
| 1997-04-04 | Silver Springs neighbor |
| 1997-01-26 | City NNE of Tampa |
| 1996-08-30 | Florida's ___ National Forest |
| 1996-06-20 | City SSE of Gainesville |
| 1996-04-09 | Florida city |
| 1996-01-30 | Florida city |
| 1995-04-09 | Florida city |
| 1995-03-29 | City south of Gainesville |
| 1995-03-25 | Florida city |
| 1995-02-04 | Florida's _____ National Forest |
| 1995-01-02 | Florida city |
| 1994-11-09 | City in Florida's horse country |
| 1994-07-19 | Florida city |
| 1994-07-10 | City south of Gainesville |
| 1994-05-24 | Florida city |
| 1994-03-22 | Florida city |
| 1993-12-15 | City south of Gainesville |