"Yaks"
Definitely buy single kayaks. My husband and I bought Pungo 120s (12' long) and are able to lash them to the foredeck of our Catalina 27. There are many times when it is not a saling day, but we are able to paddle around the harbor where are marina is located and visit our neighbors on other docks. Also, when anchored out, they are a great way to explore along the coast or rocky-bottom areas not accessible by the mother boat. I would recommend getting "real" kayaks and a couple of Thule roof racks for your vehicle. Our boat is not trailerable, but we have a helluva lot of fun when we come across a lake while on vacation in VT. You want yaks that track well and are stable. That is why we selected the Pungo 120s by Wilderness. They also have an after waterproof storage compartment for extra clothes, a swimsuit and towel or a picnic lunch for more extended excursions. Make sure the seat is comfy and adjustable and that you can sit upright for some serious paddling. We found some plastic-coated cables and waterproof locks at Home Depot - just for security and the cost was around $45. Also, we paid about $600 each for the yaks and about $80 each for the paddles. Each roof rack was around $90, but it may cost you more if you don't have a rack on your car already.