[2] On August 13, 2004, Hurricane Charley brought devastation to the Port Charlotte region.

[13][14] Port Charlotte High School has a Gay-Straight Alliance club,[15] and the first meeting of the group on campus was organized by PCHS student Asher Levine.

[16] On December 19, 2005, the club attracted protestors from the recognized hate group Westboro Baptist Church of Topeka, Kansas.

Levine asked students to wear all-white to symbolize peace, and he passed out fliers about hateful language and bullying statistics in schools in spite of the administration prohibiting counter-protests.

Levine expressed disappointment with the incident afterward, saying that "among the student body, it was just more of a freak show" and "it wasn't the alliance I was looking forward to.

On September 28, 2022, Hurricane Ian brought considerable wind as well as flooding and storm surge damage to the Port Charlotte region.

Because of the damage, the football team had to play the last six of their games away from home and players were forced to weight lift on the school tennis court under a tent.

[23][24][25] A combination of private donations from individuals and businesses and funds from Charlotte County allowed the school to build a "state-of-the-art" weight room, a new scoreboard, and new LED lights which allow the school to do a light show during the halftime of football games.

[25] The school also repainted the exterior, power-washed sidewalks, deep-cleaned bathrooms, replaced carpets, and removed the old JROTC obstacle course and added new sod there and to the football field.

[41]The PCHS athletic department operates programs in football, basketball, baseball, softball, track, cheerleading, golf, wrestling, soccer, volleyball, bowling, swimming, lacrosse, diving, cross country, and weightlifting.

[44] The school's Model United Nations (MUN) is "the most successful competitive team of any kind in Charlotte County history".

[45] Team members put on a yearly Mini-Mun conference for students from local public and private middle schools.

[44][46] The Naval Junior Reserve Officers' Training Corps (NJROTC) is a program allowing high school students to participate in the academic and physical training aspect of naval service, while also providing leadership opportunities to those involved in the program.

[48] Port Charlotte's NJROTC program was established in the early 1990s; since then, it has grown significantly.

[50] Port Charlotte's unit is a member of NJROTC Area Seven, and is known for service to its community.

[54] The teams compete against other Area Seven units at colleges, universities, military installations, and other high schools.

[56] The Pride Concert and Jazz Bands are also extremely successful, consistently receiving superior ratings from the Florida Bandmasters Association.