Cruisers from the PNW often report that getting to California
was the toughest part of their world cruising - certainly true for me. If the weather is right, the boat in good shape, the skipper
prepared and able, and there is ample time, it shouldn't be a problem. Otherwise it could be less than ideal.
You haven't said anything about your experience. The boat is new to you, and even after a survey
may have unknown issues. Apparently you haven't sailed in this area before. You want to do the whole trip non-stop. You are trying to fit the trip into a schedule. STOP!! This is how a lot of stories start that have bad endings.
First, start by lowering your expectations: this is going to take more time to do safely so settle in for the long haul. You will need to spend several weekends with the boat, including sailing and motoring in the Portland
area, before you should even consider leaving home port. Assuming you do have the requisite skills/experience and the boat is currently ready for a potentially rough passage
(heroic assumptions IMHO) then you should take a weekend to move to Astoria; this time of year there is little current
to help, and considering the tides below Cathlamet, it should take 1-1/2 to 2 days of easy motoring allowing for a night at Cathlamet to time the tides to Astoria. Another weekend would allow for a safe timing of the bar crossing and down to Newport
. At that point you can consider continuing to harbor-hop or go non-stop (with a weather eye towards the few safe harbors available).
September and early October are good times to head
south, depending on weather. However it is highly likely you will not be ready to go by then and if that is the case be prepared to leave the boat in Oregon
until spring. OTOH it might actually come together in time. The important thing is to quit thinking on a schedule: that is what gets many sailors in a lot of trouble.
Good luck. Once you buy the boat invite my over for a chat - I am on Hayden Island.