Ideas for a first boat, ideally cruisable and trailerable

Been lurking and researching sail boats for quite a while. I have limited sailing experience but plenty of open water experience as a sea kayak guide and long time surfer.

My plan is to eventually buy a sail boat to use in northern Michigan on Torch Lake and Lake Michigan. I'd like something small enough that I can pull it on a trailer with my Subaru Baja (2400lb capacity). But big enough that I could spend a long weekend sailing to the Manitou islands, or doing some light cruising on the Great Lakes.

I've been looking at boats like the Oday Mariner 19, and the Catalina Capri 16. I'd like to see if there are any other suggestions for boats that fit in the same category.

Thanks!