My favorite is the** Frank Sheed** translation...I often pick it up and read it for prayer/ meditation and for pleasure. I first read the Pine-Coffin translation...many parts of it were difficult at best and at worse...simply downright confusing...at least for me.
Here is a Prof at Villanova...who teaches a course on St. Augustine. The Prof gives a "one-line" review of several translations (he "applauds" Sheed's -- and others -- esp Warner's for clarity and readability -- but says to avoid** Pine-Coffin's*...so from my perspective he has some solid credibility...of course his word on this is much more credible than mine).Note: the last book that he mentions is a not *Confessions...but an excellent biography of St. Augustine.
This bibliography comes from the Teaching Company course on Augustine, 12 lectures on audiotape, by Professor Phillip Cary of Villanova.****** For what it's worth, here is Professor Cary's comments on the various translations & editions available:
****** ***____. Confessions. Trans. H. Chadwick.*** New York: Oxford University Press, 1991. The most learned translation with excellent scholarly notes.
***____. Confessions and Enchiridion. Trans. A. Outler.*** Library of Christian Classics series. Philadelphia: Westminster, 1955. Clear, reliable translations.
***____. Confessions. Trans. R.S. Pine-Coffin.*** Harmondsworth, UK: Penguin, 1961. Not a reliable translation. Best avoided.
***____. Confessions. Trans. J.K. Ryan. New York: Doubleday, 1960. Pedestrian but reliable translation.
*____. Confessions. Trans. F.J. Sheed. **Revised edition. Indianapolis: Hackett, 1993. This translation does the best job with the electrifying high poetry of Augustine's writing. Peter Brown's wonderful introduction (in this edition only) almost makes up for the lack of explanatory notes.
**____. Confessions. Trans. Rex Warner****. New York: Mentor, 1963. This translation takes the prize for sheer clarity and readability but has no notes, not even Scripture references.
***Brown, Peter***. Augustine of Hippo. Berkeley: University of California, 1967. The biography everyone should read. It contains a magnificent evocation of Augustine's social and historical world and detailed treatment of the evolution of his thinking.
****Also...here is a **Wikipedia **page with an excellent overview...and a terrific chapter subject outline. en.wikipedia.org/wiki/Confessions_(St._Augustine)
Hope this is helpful...