The Thinking Pilot

Consider a newly minted Private Pilot in the San Francisco Bay Area, where I'm based.   A beautiful and memorable ride for family and friends is to be flown along the 101 highway, over San Francisco's landmarks, Golden Gate Bridge and perhaps a lunch or dinner stop at Half Moon Bay airport.    This flight is ideal with a transition through San Francisco's Class B airspace.   Student pilots aren't allowed to fly through solo.   However, a flight with my instructor during my student pilot days gave me the confidence to make the Bay Tour with friends right after I earned my license.  

What fun flight do you need help to get comfortable with?

The FAA has specific guidance on what a pilot should know, and be able to demonstrate on knowledge and practical tests.    However, these are intentionally kept simple to not over-constrain what a pilot is capable of doing.   

Private pilots are generally allowed to fly in visibility of 3sm or more, in some cases simply clear of clouds.    Have you flown in 4 or 5 mile visibility?    As a student pilot, your flight instructor likely kept you far from these conditions when solo, perhaps also during dual instruction.   Now's the time to reconnect with a flight instructor and experience these conditions.   It would help you refine your personal minimums, or convince you to work towards an instrument rating.