I agree with Mr. Kenny. It may be possible to have the supervision transferred to Florida (if Florida agrees), or ask for the probation to be terminated. Talk to your arrorney asap. Do not move without express permission from the PO and/or the Court.
Since you are in "the process" of finding an attorney, redouble your effort to retain experienced counsel in your location. Ask that attorney about this. Stop wasting time looking for advice on the internet.
I agree with both of my colleagues in this. There is, by rule, a thirty day appeal period a summary offense. But there amy be a possibility nevertheless. As stated, expungement is a long process and never a sure thing. Retain a lawyer who is experienced in this area of the law.
I agree with both PA colleagues and to an extent the attorney from California. This case is controlled by Section 3802 (a) and (f) of the PA vehicle code. Your friend must find a lawyer who is experienced in the county where the offense occurred. I will assume for the moment Bucks or Montgomery county. As a side note to our California colleague, I attended law school in California, but would not offer advice as to the law there, even if I knew the answer to the question.
The answer lies in the terms and conditions of your ARD probation. Some counties are non-reporting probation and others require a monthly call in. My suggestion is to contact the probation office, tell them of the family plans and request that you be allowed to go. If they say "Yes" , you are good to go.
With all due resoect to my colleagues who have offered advice to you, according to your question, you have a lawyer. I will not offer advice to someone who has counsel and without the full extent of the facts of your case.
There is no way to answer your question as stated and the facts given. However, If he is charged, it will be through the juvenile court system. I don't see where this occurred, but I suggest that you immediately contact an experienced criminal defense/juvenile law attorney and retain his or her services. Most attorneys on this site, including myself, offer a free first consultation.
The answer to your question is "Yes", he will go to jail. GThe question is for how long. I suggest that he retain a criminal defense attorney who is experienced in the county and court where this happened. He can then make arrangements for his surrender.