How about time sharing
We time shared on a boat for a summer and found it to be a great experience. A local dealer ran the program. For $1000, we received six scheduled days on the boat (a Catalina 22), and the right to use the boat an unlimited number of unscheduled days for $20 a pop. There were some minor restrictions about scheduling, but in practice, we got to use the boat whenever we wanted. If you bought a boat from the dealer that season (new or used), he credited your time share fee towards the purchase price. Also included in the fee were as many sailing lessons as it took to make them and you comfortable that you were not a danger to yourself or others.The boat was not pristine (no electrical system at all, no VHF), but it was clean, sound, and all you had to do was show up. There was gas in the tank and the porta potti was empty. We would sail all day, come back and tie up, loosely furl the sail, and walk away. The dealer put the sails away, washed down the boat, etc.There are definite advantages to this system. I have seen them at other places advertised as "Sailing Clubs" and the like.