I have made the trip north and south for the last five years on a 35' sailboat, based out of Astoria. We convinced the skipper to do the Oregon Off Shore this year. Due to surgery I, was ground support. The crew reported duldrums during the day and white knuckles spinnaker runs all night. Damn! I missed a good time.
Trip north has been a mixed bag from beam to stern reaches to 2nd looking at the 3rd reef in the main. Headed south has always been easy going.
I can recommend the "GUNKHOLING" books are very helpful.