If you want to just dick around then any cat will do but if you want serious racing and fun then the Hobie 16 is the way to go. There is a great used market for H16’d, active racing world wide, and a new boat is a great option as well. Also the Hobie 16 is the king of the surf, no cat handles better in the surf than a H16. We have a large H16 fleet on our lake with a lot of used and new H16’s. A few have the new trumpet spinnaker system. So anyways it’s a fun boat and due to its design you can continue to improve your skills without the higher price tag of other cats. I have owned a lot of different cat designs (not just Hobie’s) but I always come back to the H16. Also realize that this forum is no friend to Hobie’s so obviously you’re not going to get real good responses related to the H16. Whatever you chose have fun because no matter what model cat you get multihulls are the future of sailing.