Members get unlimited access to a fleet of captained Hinckley yachts that are berthed up and down the East Coast, from Nantucket to Sag Harbor to Naples, Florida. Select a day and a time and the Barton & Gray crew handles the rest, including supplying snorkeling gear and stocking the galley. They even clean up after the day is done. All we had to do was arrive ready to set sail.
Annual memberships, from $22,500; bartonandgray.com.