If I wanted to attend my cousins wedding over Plebe summer on August 8th what is the process I would have to go through? Do they let you go in civvies to airport?
Though we are apparently talking Navy in the Air Force forum, the answer is generally the same. When you raise your right hand on Induction Day on 1 July at USNA, your next leave period off the Yard when you can wear civvies is Thanksgiving. You will be in a duty status during Plebe Summer, which wraps up in August when the Brigade reforms, and you move into your academic year company area, and classes begin.
You will have town liberty (you will learn leave-liberty difference in good time) as a plebe on Saturdays to go out in town ... in uniform. You will have town liberty for some periods during Plebe Parents Weekend in August. I haven't looked up the date yet.
Are you joshing us or have you not looked too closely at the fact you won't have civilian clothes privileges for two years, unless you are on leave, and in some cases as a 3/C a weekend, away from the Yard? In all services, during training pipelines (USNA will be the first of many "duty under instruction" phases of your military life), leave is only granted during specific periods. Emergency leave for death or serious injury in the immediate family is an exception.
One of the facts of life is the "needs of the Navy" will trump your personal desire many times. On that Saturday morning, the Navy needs you to be sweating at PEP with your classmates and absorbing your role as a plebe who has entered into active duty.
This is not intended as a smack down, just a gentle introduction to the new reality awaiting you. Enjoy your time until you report.
You can always ask. I advise against it.