Daysailer for two ... ?
I would highly recommend a Fying Scott. Easily trailer by a small SUV, easily rigged, fast, great association around the us, great support from the builder, most will have spinnakers, can be raced if desired. Also fits six adults, extremely comfortable and very stable. Easily single handed
Try fssa.com has further information. I have a Morgan 384 and a flying Scott...when I really what to feel the fun of sailing the Flying Scott fits the bill.