Series History & Rivalry Matchups
Welcome to the Head-to-Head database — your deep dive into Florida high school football history. Explore past matchups between any two teams, track series records, revisit classic games, and see how rivalries have evolved over time.
This is an ongoing project as we continue to build on decades of results across the state. Some series may be incomplete, but new games, scores, and historical details are being added regularly.
Dive in, explore, and don’t be surprised if you lose track of time — there’s a lot of history here.
To reset the page fully, click here.
Head-to-Head Series
Select two teams to view their series history.
Naples vs. Estero
| Series Record |
|---|
| Naples leads series 15-5 |
| Date/Season | Level | Matchup | Winner | Score | Location | Type |
|---|---|---|---|---|---|---|
| Sep 25, 2026 | 11-Man | Estero at Naples | Naples | 14-7 | Staver Field | Regular Season |
| Nov 13, 2015 | 11-Man | Estero at Naples | Naples | 58-0 | Staver Field | Class 6A Regional Quarterfinals |
| Sep 19, 2014 | 11-Man | Estero at Naples | Naples | 69-9 | Staver Field | Regular Season |
| Sep 20, 2013 | 11-Man | Naples at Estero | Naples | 69-0 | Jeff Sommer Stadium | Regular Season |
| Oct 10, 2008 | 11-Man | Estero at Naples | Naples | 91-0 | Staver Field | Regular Season |
| Oct 5, 2007 | 11-Man | Naples at Estero | Naples | 63-14 | Jeff Sommer Stadium | Regular Season |
| Oct 8, 2004 | 11-Man | Naples at Estero | Naples | 62-0 | Jeff Sommer Stadium | Regular Season |
| Oct 10, 2003 | 11-Man | Estero at Naples | Naples | 35-21 | Staver Field | Regular Season |
| Sep 5, 2002 | 11-Man | Naples at Estero | Naples | 32-7 | Jeff Sommer Stadium | Regular Season |
| Aug 31, 2001 | 11-Man | Estero at Naples | Naples | 54-21 | Staver Field | Regular Season |
| Oct 23, 1998 | 11-Man | Naples at Estero | Estero | 35-0 | Jeff Sommer Stadium | Regular Season |
| Oct 24, 1997 | 11-Man | Naples at Estero | Estero | 42-0 | Jeff Sommer Stadium | Regular Season |
| Oct 11, 1996 | 11-Man | Estero at Naples | Estero | 30-6 | Staver Field | Regular Season |
| Oct 6, 1995 | 11-Man | Naples at Estero | Naples | 26-0 | Jeff Sommer Stadium | Regular Season |
| Oct 7, 1994 | 11-Man | Estero at Naples | Naples | 31-25 | Staver Field | Regular Season |
| Oct 8, 1993 | 11-Man | Naples at Estero | Estero | 47-6 | Wildcats Stadium | Regular Season |
| Sep 18, 1992 | 11-Man | Estero at Naples | Estero | 28-7 | Staver Field | Regular Season |
| Sep 20, 1991 | 11-Man | Naples at Estero | Naples | 14-13 (OT) | Jeff Sommer Stadium | Regular Season |
| Nov 4, 1988 | 11-Man | Naples at Estero | Naples | 10-7 | Jeff Sommer Stadium | Regular Season |
| Nov 6, 1987 | 11-Man | Estero at Naples | Naples | 28-0 | Staver Field | Regular Season |
