Become a member of Nantucket Community Sailing and get free rentals and discounted lessons at the Jetties Sailing Center. Members have free access to sailboats, kayaks and stand-up paddleboards. Seasonal memberships start at $400 (for Silver Sailors!) and if you join, you also get a 25% discount on private lessons!
This is a good way to support a worthy local non-profit and learn new skills or hone some old ones. For more information: Nantucket Community Sailing