Hey Stalker,
Great to hear you've got the boat and will be getting out on the water. As someone who has also just picked-up my first boat this year, I've been gaining the same experience for the last few months, and it certainly is necessary to simply put the time in - get out and experience different areas, ramps etc. I agree with TIME, Pedder is probably the easiest to launch from, although Esquimalt and Cheanuah are alright too - it's actually the getting back onto the trailer that is the hardest, and then the steep ramp at Pedder has the others beat, especially at low tide (ideally stick to the right side looking towards the land when coming in, though, there is a hole on the left side that can trip you up if out for the first time). I was grateful for the patience and assistance provided by the staff at Pedder the first few launches, but there are helpful people at all of those areas (I haven't been to any others yet - although Cattle Point, Goldstream, and Sidney are in the plans). Oh, and get yourself some good gum boots, or better yet, full waders cause you will have to go into the water/on the trailer - learned that from experience.
In terms of location during windy days, as we have been experiencing most afternoons, do pay attention to bigwavedave, my experience is that a max of 10 knots is launchable, from 15 up it's a bad day to head out. But if it's a windy day in Sooke/Victoria, it is usually calmer in Sidney or Brentwood/Saanich inlet. Pedder offers some protection and I understand you can stay within the mouth of the harbour there and catch fish. The trip in and out of Pedder is good to get to know your boat well.
Good luck, have fun!