I always like how quick people not boating West Coast waters say run it up on its own bottom. SF to Neah Bay, WA is no pleasure cruise in the summer. Almost every port requires a bar crossing and the ports are along ways from each other. If it’s at all possible I truck. If it’s not feasible then we run them on their own bottom, usually around the clock with a crew of 3.
Before I purchased my Willard 36 25-years ago, I owned a Willard 30. Bit of a character boat of you ask me. The guy who know owns that W30 moved her from Ventura (near Santa Barbara) to Olympia WA this past spring. He's not a masterful boater, but up for the challenge. And he had an open schedule. Harbor hopping, and a couple week break to attend a family function, it took him about 6-weeks to find decent wx windows. He got slammed a bit off the central California coast.
The Monk 36 would be quite a bit faster and generally a better boat for the trip, but most people would need quite a bit of time. I used to deliver boats along this coast, almost always northbound, and usually did so without too much delay for wx - my preference was to run 24/7 where possible, but I knew local weather pretty well back then (it's been almost 20 years).
As to trucking, chances are the flybridge will need to come off. A good friend of mine just trucked his Rough water 37 from Seattle to San Diego. He is very skilled and did all the wiring and such himself so he could reassemble as others have suggested. He spent a couple days getting the boat ready to haul. Actual trucking went well.
I'd guess the trucking fees would be between 50% to 70% of the overall cost due to yard fees on each end including FB surgery. All-in, tough to see this coming in under $10k unless you are comfortable doing the work
Finally, with my W36, I needed to get her to Florida where I now live. I do have an irrational emotional attachment to her which translates into an irrational financial decision, much like spending a lot on a sick family pet. Trucking was expensive due to FB removal (FB on W36 is fairly integrally molded). So I ended up spending the money I would have spent on trucking for some much needed mechanical repairs and waited for the seasonal wx window to open last year. Departed San Francisco on October 20th 2018 and arrived in Ensenada MX 500nms/75-hours later. She's been undergoing a refit ever since, which will finish in a couple months (the family pet syndrome).
From Ensenada, I thought about putting her on a ship to Florida - around $15k. Instead, my wife and I decided to figure out how to retire and just cruise her home, perhaps with a jaunt north to PNW if timing works. Will probably take a couple years.
Since we weren't certain of the angle of the ramp we would be using, we built a removable extension at the tongue in case it was needed to keep the truck out of the water. I didn't need it there, but I have it for shallower approaches. 
