First it was apartments, and now you can rent someone's boat that's docked in San Francisco.
We just discovered Boatbound, a San Francisco-based boat rental company that runs like AirBnB/VRBO -- San Francisco sailors rent out their yachts, catamarans (and we even saw a kayak!) to land goers. Many come with a certified captain, while others require you know some basic boating skills (Don't know what port and starboard are? Us either!).
We've never been on anything but a ferry across the bay, but we're open to yachting -- clinking some champagne flutes and pretending to live the high life while anchored near Tiburon. Although, we may end up more like Bob (I'm sailing! I'm sailing!).