Yes you can get that kind of DOF with that lens, you just need to understand how things like aperture (also called f/stop), ISO, and shutter speed all work together.
Since it's daylight he's likely shooting with a Neutral Density filter on his lens. This is basically sunglasses for your lens. ND filters save you f/stops by allowing less light through the lens, so that you can shoot with a lower f/stop #.
Think of it this way: Lower f/stop, more light into the camera, shallow DOF (more bokeh around the subject). Higher f/stop, less light into the camera, deeper DOF.
General rule of thumb as well (at least for me): Shoot a little underexposed. If you overexpose your image, you loose the detail, and cannot bring it back in post. If you underexpose by just a little (a stop or less), you still have the detail in the image, giving you more flexibility in post.
What it really comes down to is two things: First, read up as much as you can. The manual is great for learning how to operate the camera, but not how everything works together. Look at some blogs by DSLR filmmakers - Philip Bloom, Vincent LaForet, Chase Jarvis, Cinema5D - and read up. Second, and most importantly, GO OUT AND SHOOT. Doesn't matter what it is, the more time you spend with your camera, the better filmmaker you will become.
/diatribe