If you are looking for a FANTASTIC Jewish philosopher to read I very highly reccomend the writings of J.B. Soloveitchik.  He is both was both a highly esteemed rabbi internationally as well as a professor of philosophy, a subject wich many of his books as well as his lectures addressed.  In particular I would reccomend Lonely Man of Faith as well as Halachic Man.  Both are philosophical works that discuss the nature of faith, they also discuss Judiasm in relation to post enlightenment philosophers.  Definetly worth a read if you can make it through some tough language.