I think weed is a gamble if you have history of getting anxious on weed. All my friends use weed for relaxing, but even the tiniest amount always makes me very anxious. I still like weed, but only when I'm cozying up, watching TV and feel very safe (here, I still feel the "anxiety" but usually of the form "excitement"). I would not smoke any amount of weed on a psychedelic.
Unfortunately, I used to not have this problem then one time had a "bad trip" while high out of my mind on weed. After that night, weed has been an entirely different experience. For about 2 years I couldn't/didn't smoke weed because even tiny tiny tiny amount triggered a full blown panic attack. After about 2/3 years I was able to smoke a little with friends and enjoy music, vibe etc. Nowadays I smoke weed very rarely as I like the physically-relaxing effects on a lazy sunday watching TV. But it still makes my brain go berserk! Sometimes it's fun as I start overanalyzing stupid shows like It's Always Sunny or The Office, but if I feel a little vulnerable it doesn't end up well. :( What I learned though, is when I start panicking on weed, taking a short walk is immensely helpful as the effects only last 30 mins to an hour so if you just keep walking around neighborhood you feel fine.
This is the opposite of what I would suggest. Marijuana + acid is a classic recipe for intensity, and a way to re-enter a trip when you're coming down.
That smoking a psychoactive when you're on an intense psychoactive somehow helps you go to sleep makes you at extreme outlier fwiw.