Welcome to SailNet and congratulations on your new boat!
You don't mention what your previous boating experience is but your questions lead me to believe that you're new to sailing.
First, if anyone here can predict when a good day will be "in the next few weeks" then they're doing better than any professional forecaster.
Weather just doesn't work that way.
Typically when I know I want to sail I start checking the weather 3-4 days before, looking to see what's going on out west and might potentially head my way. Then I monitor each day and readjust my schedule as necessary.
Those windows slam shut on a dime.
Additionally, 20 miles out on a new to you boat with a low HP outboard is risky. Especially if you're a novice about reading the weather.
Are you relying on your laptop for your charts?