Trailerable liveaboard?

I really have no idea where to start here as I know nothing about trailered boats. I currently work a 6 week on/off rotation and live in the Sacramento valley. Was toying with the idea of a boat I could tow to different locations on my 6 weeks off and live aboard. Say spending 6 weeks in the SF bay, 6 weeks in Seattle area/BC, Southern California, perhaps 6 weeks in Baja, just basing the location on seasons/weather. Get to try different locations and a bit of the cruising lifestyle while…Trailerable liveaboard?