Read through Sparc Flow's books and then take his 24 hour challenge. I did this a couple weeks ago and it was amazing:

Hack Like A Porn Star : Amazon Link

Hack Like A God : Amazon Link

And here is the PenTest Walk Through Guide for the 24 Hour PenTest he offer's as an added service to the two books above:

Ultimate Hacking Challenge : Amazon Link

The hacking challenge is the really fun part. The book will walk you through the entire thing if you get stuck along the way. It took me about 12 hours to get through the full challenge. Its like an extra $10 with the discount you'll find inside either book. $15 without if I remember correctly.