Hobie AI sail from Newport Harbor around Catalina?

I am expecting delivery of my Adventure Island in mid-September. Outfitting for touring will take a month or two. A friend is probably also going to get an AI,

We have been talking about sailing out of Newport Harbor to Santa Catalina Island , around the island, and back to Newport. Still in the concept stage.

Looking for information on best time to do the circumnavigation, etc. Friend has a 30-something powerboat that could be a mothership / escort.

Thoughts? Comments? Come with?

No info to give, I have never be there before. Sounds like a great adventure though, good luck!