I'd suggest you to try it first, renting someone's boat for a month or so. I had similar idea and found someone renting boat when interned in San Francisco. bu

I'd suggest you to try it first, renting someone's boat for a month or so. I had similar idea and found someone renting boat when interned in San Francisco. but eventually due to other reasons, I didn't take the boat. at the time, I knew nothing about sailing. then, one of my friends, who is in the Berkeley sailing club, took me to sailing for few times. I started to change my mind. I can't use a laptop on a boat. it's too shaky even docked. the moisture and the smell of an old boat is also bad. I predict I can at best live on a boat for a week. plus, there is no shower on the boat. I'd suggest you try it first before making decision.