If you decide to go ahead with it then remember the two most important things for a good experience: (mind)set and setting.

It's important to be in the right headspace and in a place you feel comfortable with. When you're more experienced this can be applied more loosely but for early experiments it's very important.

I'm going to disagree and say definitely try weed alone if you think it'll help. It probably will. You can dip your toes in slowly. I started smoking and it REALLY, REALLY helped keep me going to the gym regularly, because it made the music, etc...so much better that it just kept things interesting. Among other benefits (helps with pain, anxiety, etc...).