I've done this kit. It took 3 weeks to finish in the FV. Most people, me included, wait until the fermentation has finished and then add hops for a couple of days before bottling or putting in the pressure barrel but you can add them sooner if you don't want it to be too hoppy. You need to add both sets of hops at the same time.
As to when you need to transfer to your barrel, wait until you get a steady gravity reading around the suggested finishing figure of 1.008 to 1.014 for two or three consecutive days. This shows that primary fermentation has finished. You may want to add your hops at this point or wait a few more days. Once the hops are in, wait two days and then barrel. I generally like to leave the brew in the FV for a week after fermentation has finished so I added my hops about 4 or 5 days after 2 steady gravity readings. Hope this makes sense.:wha: