I split the time between guest slips in marina one in the SB harbor and my trailer for my Farallon. Best of both worlds, and my house was 10 minutes from the harbor.My hats off to sbsurfer, your timing was great in a very tough marina. Being in a slip would be pretty cool. I've had my 25' Davis on a trailer since 1998, but then again I generally don't mind towing. I think that it really boils down to a life style choice and what headaches you want to deal with, they both cost $$$. Then again, if you are in a slip, you wouldn't need a large tow vehicle (although a lot of us already have one) and it's maintenance, maybe eliminate the trailer & it's ongoing maintenance until you need to replace it, etc....endless ways to analyse it.
A pricey harbor for sure, but sleeping on the boat after brophys ain’t bad