Just a couple things to think about....we crossed the Strait of Georgia just last week in pretty rough conditions (though the return sail was much easier), so unless you are quite experienced, check the marine forecasts before you leave. And keep watch for logs and debris even in mid-Strait, as this year seems especially bad for that perhaps due to the flooding in that area. You mentioned this being your inaugural sail on the new boat--have you considered an afternoon sailing closer to land in the Vancouver area to make sure everything is working well before you head across the Strait?
As to your question about the route, I would also avoid Active pass because of ferries and currents, and would prefer Porlier Pass, even though it's not quite as direct a route from Point Roberts. For any of these passes, make sure you have the right paper charts with you, and keep your VHF radio on to listen for traffic coming through the passes or any other updates.
Good luck on your trip. The Gulf Islands are a great destination!