The Contessa 26 is a 7.77 meter (25.6 ft) fiberglass monohull sailboat, brought about when Jeremy Rogers, with a background in traditional wooden boatbuilding along with one of his Folkboat customers, David Sadler, created a modified version of the same boat in glass reinforced plastic (GRP). Rigged as a masthead sloop, with a deep keel and a hull-mounted rudder, the Contessa 26 was launched in 1966 and early boats proved to be very successful racers, including long-distance events. Jeremy Rogers Limited went on to produce the Contessa 32.

The Contessa 32 is a 9.75 metre (32 ft) fibreglass monohull sailing yacht, designed in 1970 by David Sadler in collaboration with yachtbuilder Jeremy Rogers, as a larger alternative to the Contessa 26. With over 750 hulls built, the yacht has become the most successful one-design cruiser-racer of all time. The yachts have a masthead sloop rig, with a fin keel and a skeg-mounted rudder, a cutting edge concept for the period which now represents a cross between newer and older designs.