I always prefer shrooms taken over the course of a month or so. Big trip to start with a friend then a rotation of daily microdosing for a few days at a time. Also moderate trips 3 or 4 more times. Always breaks of a few days (both for tolerance and because I'm a member of society).
You really get to know what you've got half way in, get a good feel for the effects and can build of model of how the trip will span. I'm an designer and enjoy painting and writing during a trip. I also love watching cable TV, just flipping around and avoiding the news. Personally, TV is such a perfect compliment if you want to look at things from a new perspective. I know people who only do it in the woods and stuff. That's great, but give me some cartoons and some toy commercials.
There are other fun things you can do once you've got a feel for your batch including tossing a bit of booze, weed or coffee into the mix. The few times I've done this (with 3 to 5 year gaps) have been huge wins for my mental health, art and my relationships.